fix(planner): scroll long place description/notes on mobile (#1195) (#1199)

The place details card (PlaceInspector) clipped long description/notes
with no way to scroll. The content area is a flex column whose children
(description/notes) had the default flex-shrink: 1, so once the card hit
its maxHeight cap they compressed to fit and their overflow:hidden clipped
the text instead of overflowing into a scroll region.

- Make the content area a bounded scroll region (flex: 1 1 auto,
  minHeight: 0, overflowY: auto, momentum + overscroll containment).
- Pin description/notes with flexShrink: 0 so they keep natural height and
  the card overflows into the scroll instead of clipping.
- Pin header/footer with flexShrink: 0 so they stay fixed while scrolling.
- Add wordBreak/overflowWrap to the description div to fix horizontal clip.

.github/workflows/security.yml

@@ -34,4 +34,5 @@ jobs:
           command: cves
           image: trek:scan
           only-severities: critical,high
+          only-fixed: true
           exit-code: true

Dockerfile

@@ -1,3 +1,10 @@
+# ── Stage 0: gosu ────────────────────────────────────────────────────────────
+# Rebuild gosu with a current Go toolchain so the runtime image ships no stale
+# Go stdlib (Debian's apt gosu is built with an old Go that trips CVE scanners).
+# The binary and its runtime behaviour are identical to the apt package.
+FROM golang:1.25-alpine AS gosu-build
+RUN CGO_ENABLED=0 GOBIN=/out go install github.com/tianon/gosu@latest
+
 # ── Stage 1: shared ──────────────────────────────────────────────────────────
 FROM node:24-alpine AS shared-builder
 WORKDIR /app
@@ -44,7 +51,7 @@ COPY server/package.json ./server/
 #   amd64 — static binary from KDE CDN (glibc 2.17+; wget stays for healthcheck)
 #   arm64 — apt package (KDE publishes no arm64 static binary)
 RUN apt-get update && \
-    apt-get install -y --no-install-recommends tzdata dumb-init gosu wget ca-certificates python3 build-essential && \
+    apt-get install -y --no-install-recommends tzdata dumb-init wget ca-certificates python3 build-essential && \
     npm ci --workspace=server --omit=dev && \
     ARCH=$(dpkg --print-architecture) && \
     if [ "$ARCH" = "amd64" ]; then \
@@ -60,6 +67,9 @@ RUN apt-get update && \
     apt-get autoremove -y && \
     rm -rf /var/lib/apt/lists/* /usr/local/lib/node_modules/npm /usr/local/bin/npm /usr/local/bin/npx
 
+# gosu rebuilt with a current Go toolchain (stage 0) — used by CMD to drop to node.
+COPY --from=gosu-build /out/gosu /usr/local/bin/gosu
+
 ENV XDG_CACHE_HOME=/tmp/kf6-cache
 # Prevent Qt from probing for a display in headless containers.
 ENV QT_QPA_PLATFORM=offscreen
@@ -95,5 +105,8 @@ HEALTHCHECK --interval=30s --timeout=5s --start-period=15s --retries=3 \
   CMD wget -qO- http://localhost:3000/api/health || exit 1
 
 ENTRYPOINT ["dumb-init", "--"]
+# Preflight: if the app code is missing, a volume was almost certainly mounted
+# over /app (it hides the image's node_modules + dist). Fail with actionable
+# guidance instead of a cryptic "Cannot find module 'tsconfig-paths/register'".
 # cd into server/ so tsconfig-paths/register finds tsconfig.json and ../node_modules resolves correctly.
-CMD ["sh", "-c", "chown -R node:node /app/data /app/uploads 2>/dev/null || true; cd /app/server && exec gosu node node --require tsconfig-paths/register dist/index.js"]
+CMD ["sh", "-c", "if [ ! -f /app/server/dist/index.js ] || [ ! -d /app/node_modules/tsconfig-paths ]; then echo 'FATAL: TREK application files are missing from the image.'; echo 'A volume is likely mounted over /app, which hides the app code.'; echo 'Mount ONLY your data and uploads dirs: -v ./data:/app/data -v ./uploads:/app/uploads'; echo 'Do NOT mount a volume at /app. See the Troubleshooting section of the README.'; exit 1; fi; chown -R node:node /app/data /app/uploads 2>/dev/null || true; cd /app/server && exec gosu node node --require tsconfig-paths/register dist/index.js"]

README.md

@@ -311,6 +311,9 @@ docker run -d --name trek -p 3000:3000 -v ./data:/app/data -v ./uploads:/app/upl
 
 Your data stays in the mounted `data` and `uploads` volumes — updates never touch it.
 
+> [!IMPORTANT]
+> Mount **only** the data and uploads directories — `-v ./data:/app/data -v ./uploads:/app/uploads`. **Never mount a volume at `/app`.** Doing so hides the application code shipped in the image and the container fails to start with `Cannot find module 'tsconfig-paths/register'`. If you previously mounted `/app`, switch to the two mounts above; your data in `data/` and `uploads/` is preserved.
+
 <h3>Rotating the Encryption Key</h3>
 
 If you need to rotate `ENCRYPTION_KEY` (e.g. upgrading from a version that derived encryption from `JWT_SECRET`):

client/src/api/client.ts

@@ -18,7 +18,7 @@ import {
   type TripAddMemberRequest, type AssignmentReorderRequest,
   type PackingReorderRequest, type PackingCreateBagRequest, type TodoReorderRequest,
   type TripCreateRequest, type TripUpdateRequest, type TripCopyRequest,
-  type DayCreateRequest, type DayUpdateRequest,
+  type DayCreateRequest, type DayUpdateRequest, type DayReorderRequest,
   type PlaceCreateRequest, type PlaceUpdateRequest,
   type ReservationCreateRequest, type ReservationUpdateRequest,
   type AccommodationCreateRequest, type AccommodationUpdateRequest,
@@ -341,6 +341,7 @@ export const daysApi = {
   create: (tripId: number | string, data: DayCreateRequest) => apiClient.post(`/trips/${tripId}/days`, data).then(r => r.data),
   update: (tripId: number | string, dayId: number | string, data: DayUpdateRequest) => apiClient.put(`/trips/${tripId}/days/${dayId}`, data).then(r => r.data),
   delete: (tripId: number | string, dayId: number | string) => apiClient.delete(`/trips/${tripId}/days/${dayId}`).then(r => r.data),
+  reorder: (tripId: number | string, orderedIds: number[]) => apiClient.put(`/trips/${tripId}/days/reorder`, { orderedIds } satisfies DayReorderRequest).then(r => r.data),
 }
 
 export const placesApi = {
@@ -365,10 +366,10 @@ export const placesApi = {
     if (opts?.paths !== undefined) fd.append('importPaths', String(opts.paths))
     return apiClient.post(`/trips/${tripId}/places/import/map`, fd, { headers: { 'Content-Type': 'multipart/form-data' } }).then(r => r.data)
   },
-  importGoogleList: (tripId: number | string, url: string) =>
-      apiClient.post(`/trips/${tripId}/places/import/google-list`, { url } satisfies PlaceImportListRequest).then(r => r.data),
-  importNaverList: (tripId: number | string, url: string) =>
-      apiClient.post(`/trips/${tripId}/places/import/naver-list`, { url }).then(r => r.data),
+  importGoogleList: (tripId: number | string, url: string, enrich?: boolean) =>
+      apiClient.post(`/trips/${tripId}/places/import/google-list`, { url, enrich } satisfies PlaceImportListRequest).then(r => r.data),
+  importNaverList: (tripId: number | string, url: string, enrich?: boolean) =>
+      apiClient.post(`/trips/${tripId}/places/import/naver-list`, { url, enrich } satisfies PlaceImportListRequest).then(r => r.data),
   bulkDelete: (tripId: number | string, ids: number[]) =>
       apiClient.post(`/trips/${tripId}/places/bulk-delete`, { ids } satisfies PlaceBulkDeleteRequest).then(r => r.data),
 }
@@ -486,6 +487,20 @@ export const addonsApi = {
   enabled: () => apiClient.get('/addons').then(r => r.data),
 }
 
+export const airtrailApi = {
+  getSettings: () => apiClient.get('/integrations/airtrail/settings').then(r => r.data),
+  saveSettings: (data: { url: string; apiKey?: string; allowInsecureTls?: boolean }) =>
+    apiClient.put('/integrations/airtrail/settings', data).then(r => r.data),
+  status: () => apiClient.get('/integrations/airtrail/status').then(r => r.data),
+  test: (data: { url?: string; apiKey?: string; allowInsecureTls?: boolean }) =>
+    apiClient.post('/integrations/airtrail/test', data).then(r => r.data),
+  sync: (): Promise<{ changed: number }> => apiClient.post('/integrations/airtrail/sync').then(r => r.data),
+  // flights + import are added with the trip-planner import (P2)
+  flights: () => apiClient.get('/integrations/airtrail/flights').then(r => r.data),
+  import: (tripId: number, flightIds: string[]) =>
+    apiClient.post(`/trips/${tripId}/reservations/import/airtrail`, { flightIds }).then(r => r.data),
+}
+
 export const journeyApi = {
   list: () => apiClient.get('/journeys').then(r => r.data),
   create: (data: JourneyCreateRequest) => apiClient.post('/journeys', data).then(r => r.data),
@@ -557,6 +572,11 @@ export const mapsApi = {
   placePhoto: (placeId: string, lat?: number, lng?: number, name?: string) => apiClient.get(`/maps/place-photo/${encodeURIComponent(placeId)}`, { params: { lat, lng, name } }).then(r => checkInDev(mapsPlacePhotoResultSchema, r.data, 'maps.placePhoto')),
   reverse: (lat: number, lng: number, lang?: string) => apiClient.get('/maps/reverse', { params: { lat, lng, lang } }).then(r => checkInDev(mapsReverseResultSchema, r.data, 'maps.reverse')),
   resolveUrl: (url: string) => apiClient.post('/maps/resolve-url', { url }).then(r => checkInDev(mapsResolveUrlResultSchema, r.data, 'maps.resolveUrl')),
+  // OSM-only POI explore: places of a category within the current map viewport bbox.
+  // Overpass can be slow on a fresh (uncached) area, so this call gets a longer
+  // timeout than the global default instead of aborting at 8s and showing nothing.
+  pois: (category: string, bbox: { south: number; west: number; north: number; east: number }, signal?: AbortSignal) =>
+    apiClient.get('/maps/pois', { params: { category, ...bbox }, signal, timeout: 20000 }).then(r => r.data as { pois: import('../components/Map/poiCategories').Poi[]; source: string; truncated: boolean; clamped?: boolean }),
 }
 
 export const airportsApi = {

client/src/api/websocket.ts

@@ -20,6 +20,12 @@ export function getSocketId(): string | null {
   return mySocketId
 }
 
+/** Trip ids the app currently has open (joined). Used to re-hydrate the active
+ *  trip's store after the network comes back via the `online` event. */
+export function getActiveTrips(): string[] {
+  return Array.from(activeTrips)
+}
+
 export function setRefetchCallback(fn: RefetchCallback | null): void {
   refetchCallback = fn
 }

client/src/components/Admin/AddonManager.tsx

@@ -4,10 +4,10 @@ import { useTranslation } from '../../i18n'
 import { useSettingsStore } from '../../store/settingsStore'
 import { useAddonStore } from '../../store/addonStore'
 import { useToast } from '../shared/Toast'
-import { Puzzle, ListChecks, Wallet, FileText, CalendarDays, Globe, Briefcase, Image, Terminal, Link2, Compass, BookOpen, MessageCircle, StickyNote, BarChart3, Sparkles, Luggage } from 'lucide-react'
+import { Puzzle, ListChecks, Wallet, FileText, CalendarDays, Globe, Briefcase, Image, Terminal, Link2, Compass, BookOpen, MessageCircle, StickyNote, BarChart3, Sparkles, Luggage, Plane } from 'lucide-react'
 
 const ICON_MAP = {
-  ListChecks, Wallet, FileText, CalendarDays, Puzzle, Globe, Briefcase, Image, Terminal, Link2, Compass, BookOpen,
+  ListChecks, Wallet, FileText, CalendarDays, Puzzle, Globe, Briefcase, Image, Terminal, Link2, Compass, BookOpen, Plane,
 }
 
 function ImmichIcon({ size = 14 }: { size?: number }) {

client/src/components/Admin/DefaultUserSettingsTab.tsx

@@ -22,8 +22,22 @@ type Defaults = {
   time_format?: string
   blur_booking_codes?: boolean
   map_tile_url?: string
+  map_provider?: string
+  mapbox_access_token?: string
+  mapbox_style?: string
+  mapbox_3d_enabled?: boolean
+  mapbox_quality_mode?: boolean
 }
 
+const MAPBOX_STYLE_PRESETS = [
+  { name: 'Standard', url: 'mapbox://styles/mapbox/standard' },
+  { name: 'Streets', url: 'mapbox://styles/mapbox/streets-v12' },
+  { name: 'Outdoors', url: 'mapbox://styles/mapbox/outdoors-v12' },
+  { name: 'Light', url: 'mapbox://styles/mapbox/light-v11' },
+  { name: 'Dark', url: 'mapbox://styles/mapbox/dark-v11' },
+  { name: 'Satellite Streets', url: 'mapbox://styles/mapbox/satellite-streets-v12' },
+]
+
 function OptionRow({
   label,
   hint,
@@ -77,11 +91,15 @@ export default function DefaultUserSettingsTab(): React.ReactElement {
   const [defaults, setDefaults] = useState<Defaults>({})
   const [loaded, setLoaded] = useState(false)
   const [mapTileUrl, setMapTileUrl] = useState('')
+  const [mapboxToken, setMapboxToken] = useState('')
+  const [mapboxStyle, setMapboxStyle] = useState('')
 
   useEffect(() => {
     adminApi.getDefaultUserSettings().then((data: Defaults) => {
       setDefaults(data)
       setMapTileUrl(data.map_tile_url || '')
+      setMapboxToken(data.mapbox_access_token || '')
+      setMapboxStyle(data.mapbox_style || '')
       setLoaded(true)
     }).catch(() => setLoaded(true))
   }, [])
@@ -101,6 +119,8 @@ export default function DefaultUserSettingsTab(): React.ReactElement {
       const updated = await adminApi.updateDefaultUserSettings({ [key]: null })
       setDefaults(updated)
       if (key === 'map_tile_url') setMapTileUrl('')
+      if (key === 'mapbox_access_token') setMapboxToken('')
+      if (key === 'mapbox_style') setMapboxStyle('')
       toast.success(t('admin.defaultSettings.reset'))
     } catch (err: unknown) {
       toast.error(err instanceof Error ? err.message : t('common.error'))
@@ -267,6 +287,94 @@ export default function DefaultUserSettingsTab(): React.ReactElement {
           })}
         </div>
       </div>
+
+      {/* ── Map provider / instance-wide Mapbox ───────────────────────── */}
+      <div style={{ borderTop: '1px solid var(--border-primary)', paddingTop: 20, marginTop: 4 }}>
+        <OptionRow
+          label={<>{t('admin.defaultSettings.mapProvider')} <ResetButton field="map_provider" /></>}
+          hint={t('admin.defaultSettings.mapProviderHint')}
+        >
+          {([
+            { value: 'leaflet', label: t('admin.defaultSettings.providerLeaflet') },
+            { value: 'mapbox-gl', label: t('admin.defaultSettings.providerMapbox') },
+          ] as const).map(opt => (
+            <OptionButton
+              key={opt.value}
+              active={(defaults.map_provider || 'leaflet') === opt.value}
+              onClick={() => save({ map_provider: opt.value })}
+            >
+              {opt.label}
+            </OptionButton>
+          ))}
+        </OptionRow>
+
+        {defaults.map_provider === 'mapbox-gl' && (
+          <div style={{ marginTop: 16, display: 'flex', flexDirection: 'column', gap: 18 }}>
+            <div>
+              <label className="block text-sm font-medium mb-1.5 text-content-secondary">
+                {t('admin.defaultSettings.mapboxToken')}
+                <ResetButton field="mapbox_access_token" />
+              </label>
+              <input
+                type="text"
+                value={mapboxToken}
+                onChange={(e: React.ChangeEvent<HTMLInputElement>) => setMapboxToken(e.target.value)}
+                onBlur={() => save({ mapbox_access_token: mapboxToken })}
+                placeholder="pk.eyJ…"
+                spellCheck={false}
+                autoComplete="off"
+                className="w-full px-3 py-2 border border-slate-300 rounded-lg text-sm focus:ring-2 focus:ring-slate-400 focus:border-transparent"
+              />
+              <p className="text-xs mt-1 text-content-faint">{t('admin.defaultSettings.mapboxTokenHint')}</p>
+            </div>
+
+            <div>
+              <label className="block text-sm font-medium mb-1.5 text-content-secondary">
+                {t('admin.defaultSettings.mapboxStyle')}
+                <ResetButton field="mapbox_style" />
+              </label>
+              <CustomSelect
+                value={mapboxStyle}
+                onChange={(value: string) => { if (value) { setMapboxStyle(value); save({ mapbox_style: value }) } }}
+                placeholder={t('admin.defaultSettings.mapboxStylePlaceholder')}
+                options={MAPBOX_STYLE_PRESETS.map(p => ({ value: p.url, label: p.name }))}
+                size="sm"
+                style={{ marginBottom: 8 }}
+              />
+              <input
+                type="text"
+                value={mapboxStyle}
+                onChange={(e: React.ChangeEvent<HTMLInputElement>) => setMapboxStyle(e.target.value)}
+                onBlur={() => save({ mapbox_style: mapboxStyle })}
+                placeholder="mapbox://styles/mapbox/standard"
+                className="w-full px-3 py-2 border border-slate-300 rounded-lg text-sm focus:ring-2 focus:ring-slate-400 focus:border-transparent"
+              />
+            </div>
+
+            <OptionRow label={<>{t('admin.defaultSettings.mapbox3d')} <ResetButton field="mapbox_3d_enabled" /></>}>
+              {([
+                { value: true, label: t('settings.on') || 'On' },
+                { value: false, label: t('settings.off') || 'Off' },
+              ] as const).map(opt => (
+                <OptionButton key={String(opt.value)} active={(defaults.mapbox_3d_enabled ?? true) === opt.value} onClick={() => save({ mapbox_3d_enabled: opt.value })}>
+                  {opt.label}
+                </OptionButton>
+              ))}
+            </OptionRow>
+
+            <OptionRow label={<>{t('admin.defaultSettings.mapboxQuality')} <ResetButton field="mapbox_quality_mode" /></>}>
+              {([
+                { value: true, label: t('settings.on') || 'On' },
+                { value: false, label: t('settings.off') || 'Off' },
+              ] as const).map(opt => (
+                <OptionButton key={String(opt.value)} active={(defaults.mapbox_quality_mode ?? false) === opt.value} onClick={() => save({ mapbox_quality_mode: opt.value })}>
+                  {opt.label}
+                </OptionButton>
+              ))}
+            </OptionRow>
+          </div>
+        )}
+      </div>
     </Section>
   )
 }

client/src/components/Layout/OfflineBanner.test.tsx

@@ -0,0 +1,42 @@
+import { afterEach, describe, expect, it, vi } from 'vitest'
+import { screen, waitFor } from '@testing-library/react'
+import { render } from '../../../tests/helpers/render'
+import OfflineBanner from './OfflineBanner'
+
+vi.mock('../../sync/mutationQueue', () => ({
+  mutationQueue: {
+    pendingCount: vi.fn(),
+    failedCount: vi.fn(),
+  },
+}))
+
+import { mutationQueue } from '../../sync/mutationQueue'
+
+const pendingCount = mutationQueue.pendingCount as ReturnType<typeof vi.fn>
+const failedCount = mutationQueue.failedCount as ReturnType<typeof vi.fn>
+
+afterEach(() => {
+  vi.clearAllMocks()
+  Object.defineProperty(navigator, 'onLine', { value: true, writable: true, configurable: true })
+})
+
+describe('OfflineBanner (B3 surface)', () => {
+  it('shows the failed pill when failedCount > 0 while online', async () => {
+    pendingCount.mockResolvedValue(0)
+    failedCount.mockResolvedValue(2)
+
+    render(<OfflineBanner />)
+
+    expect(await screen.findByText(/2 changes failed to sync/i)).toBeInTheDocument()
+  })
+
+  it('stays hidden when online with nothing pending or failed', async () => {
+    pendingCount.mockResolvedValue(0)
+    failedCount.mockResolvedValue(0)
+
+    const { container } = render(<OfflineBanner />)
+    // Give the async poll a tick to resolve.
+    await waitFor(() => expect(failedCount).toHaveBeenCalled())
+    expect(container.querySelector('[role="status"]')).toBeNull()
+  })
+})

client/src/components/Layout/OfflineBanner.tsx

@@ -2,6 +2,7 @@
  * OfflineBanner — connectivity + sync state indicator.
  *
  * States:
+ *   N failed            →  red pill   "N changes failed to sync" (takes priority)
  *   offline + N queued  →  amber pill "Offline · N queued"
  *   offline + 0 queued  →  amber pill "Offline"
  *   online  + N pending →  blue pill  "Syncing N…"
@@ -12,7 +13,7 @@
  * headers. On mobile it hovers just above the bottom tab bar.
  */
 import React, { useState, useEffect } from 'react'
-import { WifiOff, RefreshCw } from 'lucide-react'
+import { WifiOff, RefreshCw, AlertTriangle } from 'lucide-react'
 import { mutationQueue } from '../../sync/mutationQueue'
 
 const POLL_MS = 3_000
@@ -20,6 +21,7 @@ const POLL_MS = 3_000
 export default function OfflineBanner(): React.ReactElement | null {
   const [isOnline, setIsOnline] = useState(navigator.onLine)
   const [pendingCount, setPendingCount] = useState(0)
+  const [failedCount, setFailedCount] = useState(0)
 
   useEffect(() => {
     const onOnline  = () => setIsOnline(true)
@@ -35,26 +37,36 @@ export default function OfflineBanner(): React.ReactElement | null {
   useEffect(() => {
     let cancelled = false
     async function poll() {
-      const n = await mutationQueue.pendingCount()
-      if (!cancelled) setPendingCount(n)
+      const [n, failed] = await Promise.all([
+        mutationQueue.pendingCount(),
+        mutationQueue.failedCount(),
+      ])
+      if (!cancelled) {
+        setPendingCount(n)
+        setFailedCount(failed)
+      }
     }
     poll()
     const id = setInterval(poll, POLL_MS)
     return () => { cancelled = true; clearInterval(id) }
   }, [])
 
-  const hidden = isOnline && pendingCount === 0
+  const hidden = isOnline && pendingCount === 0 && failedCount === 0
   if (hidden) return null
 
   const offline = !isOnline
-  const bg    = offline ? '#92400e' : '#1e40af'
+  // Failed mutations are the most important signal — they mean data was dropped.
+  const failed = failedCount > 0
+  const bg    = failed ? '#b91c1c' : offline ? '#92400e' : '#1e40af'
   const text  = '#fff'
 
-  const label = offline
-    ? pendingCount > 0
-      ? `Offline · ${pendingCount} queued`
-      : 'Offline'
-    : `Syncing ${pendingCount}…`
+  const label = failed
+    ? `${failedCount} change${failedCount !== 1 ? 's' : ''} failed to sync`
+    : offline
+      ? pendingCount > 0
+        ? `Offline · ${pendingCount} queued`
+        : 'Offline'
+      : `Syncing ${pendingCount}…`
 
   return (
     <div
@@ -82,9 +94,11 @@ export default function OfflineBanner(): React.ReactElement | null {
         pointerEvents: 'none',
       }}
     >
-      {offline
-        ? <WifiOff size={12} />
-        : <RefreshCw size={12} style={{ animation: 'spin 1s linear infinite' }} />
+      {failed
+        ? <AlertTriangle size={12} />
+        : offline
+          ? <WifiOff size={12} />
+          : <RefreshCw size={12} style={{ animation: 'spin 1s linear infinite' }} />
       }
       {label}
     </div>

client/src/components/Map/MapCompassPill.tsx

@@ -0,0 +1,48 @@
+import { useEffect, useState } from 'react'
+import { Navigation } from 'lucide-react'
+import type mapboxgl from 'mapbox-gl'
+
+/**
+ * Round compass pill for the Mapbox planner map. The Mapbox map can be rotated and
+ * pitched, so this shows the current bearing (the arrow points to north) and snaps
+ * the camera back to north + flat on click. Rendered next to the POI "explore" pill
+ * (Mapbox only) and built as the SAME frosted shell (padding 4 around a 34px button)
+ * so its height and transparency match the POI pill exactly.
+ */
+export function MapCompassPill({ map }: { map: mapboxgl.Map }) {
+  const [bearing, setBearing] = useState(() => map.getBearing())
+
+  useEffect(() => {
+    const update = () => setBearing(map.getBearing())
+    update()
+    map.on('rotate', update)
+    return () => { map.off('rotate', update) }
+  }, [map])
+
+  return (
+    <div style={{
+      display: 'inline-flex', alignItems: 'center', padding: 4, borderRadius: 999, pointerEvents: 'auto',
+      background: 'var(--sidebar-bg)',
+      backdropFilter: 'blur(20px) saturate(180%)',
+      WebkitBackdropFilter: 'blur(20px) saturate(180%)',
+      boxShadow: 'var(--sidebar-shadow, 0 4px 16px rgba(0,0,0,0.14))',
+    }}>
+      <button
+        type="button"
+        onClick={() => map.easeTo({ bearing: 0, pitch: 0, duration: 300 })}
+        aria-label="Reset north"
+        className="text-content-muted"
+        style={{
+          display: 'inline-flex', alignItems: 'center', justifyContent: 'center',
+          width: 34, height: 34, borderRadius: 999, border: 'none', cursor: 'pointer',
+          background: 'transparent', padding: 0,
+          transition: 'background 0.14s, color 0.14s',
+        }}
+        onMouseEnter={e => { e.currentTarget.style.background = 'var(--bg-hover)' }}
+        onMouseLeave={e => { e.currentTarget.style.background = 'transparent' }}
+      >
+        <Navigation size={16} strokeWidth={2} style={{ transform: `rotate(${-bearing}deg)`, transition: 'transform 0.1s linear' }} />
+      </button>
+    </div>
+  )
+}

client/src/components/Map/MapView.tsx

@@ -1,7 +1,7 @@
 import { useEffect, useRef, useState, useMemo, useCallback, createElement, memo } from 'react'
 import DOM from 'react-dom'
 import { renderToStaticMarkup } from 'react-dom/server'
-import { MapContainer, TileLayer, Marker, Polyline, CircleMarker, Circle, useMap } from 'react-leaflet'
+import { MapContainer, TileLayer, Marker, Polyline, CircleMarker, Circle, useMap, Tooltip } from 'react-leaflet'
 import MarkerClusterGroup from 'react-leaflet-cluster'
 import L from 'leaflet'
 import 'leaflet.markercluster/dist/MarkerCluster.css'
@@ -10,6 +10,7 @@ import { mapsApi } from '../../api/client'
 import { getCategoryIcon, CATEGORY_ICON_MAP } from '../shared/categoryIcons'
 import ReservationOverlay from './ReservationOverlay'
 import type { Reservation } from '../../types'
+import { POI_CATEGORY_BY_KEY, type Poi } from './poiCategories'
 
 function categoryIconSvg(iconName: string | null | undefined, size: number): string {
   const IconComponent = (iconName && CATEGORY_ICON_MAP[iconName]) || CATEGORY_ICON_MAP['MapPin']
@@ -118,6 +119,44 @@ function createPlaceIcon(place, orderNumbers, isSelected) {
   return fallbackIcon
 }
 
+// Small coloured pin for an OSM "explore" POI — distinct from the photo-circle
+// markers of planned places; the colour matches its pill category.
+const poiIconCache = new Map<string, L.DivIcon>()
+function createPoiIcon(category: string) {
+  const cached = poiIconCache.get(category)
+  if (cached) return cached
+  const cat = POI_CATEGORY_BY_KEY[category]
+  const color = cat?.color || '#6b7280'
+  const svg = cat ? renderToStaticMarkup(createElement(cat.Icon, { size: 13, color: 'white', strokeWidth: 2.5 })) : ''
+  const icon = L.divIcon({
+    className: '',
+    html: `<div style="width:26px;height:26px;border-radius:50%;background:${color};border:2px solid white;box-shadow:0 1px 5px rgba(0,0,0,0.3);display:flex;align-items:center;justify-content:center;cursor:pointer;">${svg}</div>`,
+    iconSize: [26, 26],
+    iconAnchor: [13, 13],
+    tooltipAnchor: [0, -14],
+  })
+  poiIconCache.set(category, icon)
+  return icon
+}
+
+// Emits the current viewport bbox on pan/zoom so the POI-explore pill can fetch
+// OSM places for the visible area.
+function ViewportController({ onViewportChange }: { onViewportChange?: (b: { south: number; west: number; north: number; east: number }) => void }) {
+  const map = useMap()
+  useEffect(() => {
+    if (!onViewportChange) return
+    const emit = () => {
+      const b = map.getBounds()
+      onViewportChange({ south: b.getSouth(), west: b.getWest(), north: b.getNorth(), east: b.getEast() })
+    }
+    map.whenReady(emit) // ensure the first bbox is captured once the map is laid out
+    map.on('moveend', emit)
+    map.on('zoomend', emit)
+    return () => { map.off('moveend', emit); map.off('zoomend', emit) }
+  }, [map, onViewportChange])
+  return null
+}
+
 interface SelectionControllerProps {
   places: Place[]
   selectedPlaceId: number | null
@@ -367,7 +406,21 @@ export const MapView = memo(function MapView({
   showReservationStats = false,
   visibleConnectionIds = [] as number[],
   onReservationClick,
+  pois = [] as Poi[],
+  onPoiClick,
+  onViewportChange,
 }: any) {
+  const poiMarkers = useMemo(() => (pois as Poi[]).map((poi: Poi) => (
+    <Marker
+      key={`poi-${poi.osm_id}`}
+      position={[poi.lat, poi.lng]}
+      icon={createPoiIcon(poi.category)}
+      zIndexOffset={500}
+      eventHandlers={{ click: () => onPoiClick?.(poi) }}
+    >
+      <Tooltip direction="top" offset={[0, -10]} opacity={1} className="map-tooltip">{poi.name}</Tooltip>
+    </Marker>
+  )), [pois, onPoiClick])
   const visibleReservations = useMemo(() => {
     if (!visibleConnectionIds || visibleConnectionIds.length === 0) return []
     const set = new Set(visibleConnectionIds)
@@ -543,6 +596,7 @@ export const MapView = memo(function MapView({
       <SelectionController places={places} selectedPlaceId={selectedPlaceId} dayPlaces={dayPlaces} paddingOpts={paddingOpts} />
       <MapClickHandler onClick={onMapClick} />
       <MapContextMenuHandler onContextMenu={onMapContextMenu} />
+      <ViewportController onViewportChange={onViewportChange} />
       <LeafletLocationLayer position={userPosition} mode={trackingMode} />
 
       <MarkerClusterGroup
@@ -583,6 +637,8 @@ export const MapView = memo(function MapView({
         showStats={showReservationStats}
         onEndpointClick={onReservationClick}
       />
+
+      {poiMarkers}
     </MapContainer>
     {isMobile && <LocationButton
       mode={trackingMode}

client/src/components/Map/MapViewAuto.tsx

@@ -5,6 +5,11 @@ import { MapViewGL } from './MapViewGL'
 // Auto-selects the map renderer based on user settings. Keeps the existing
 // Leaflet MapView untouched so the Mapbox GL variant can mature iteratively
 // behind a toggle. Atlas is not affected — it imports Leaflet directly.
+//
+// Offline maps: only the Leaflet renderer supports full pre-download (raster
+// tiles via sync/tilePrefetcher.ts). Mapbox GL is best-effort offline — its
+// vector tiles are cached opportunistically by the Service Worker as you view
+// them online (see the mapbox-tiles rule in vite.config.js), not prefetched.
 // eslint-disable-next-line @typescript-eslint/no-explicit-any
 export function MapViewAuto(props: any) {
   const provider = useSettingsStore(s => s.settings.map_provider)

client/src/components/Map/MapViewGL.test.tsx

@@ -40,6 +40,12 @@ vi.mock('mapbox-gl', () => ({
     })),
     LngLatBounds: vi.fn(() => ({ extend: vi.fn().mockReturnThis() })),
     NavigationControl: vi.fn(),
+    Popup: vi.fn(() => ({
+      setLngLat: vi.fn().mockReturnThis(),
+      setHTML: vi.fn().mockReturnThis(),
+      addTo: vi.fn().mockReturnThis(),
+      remove: vi.fn(),
+    })),
   },
 }))
 vi.mock('mapbox-gl/dist/mapbox-gl.css', () => ({}))

client/src/components/Map/MapViewGL.tsx

@@ -12,6 +12,8 @@ import { ReservationMapboxOverlay } from './reservationsMapbox'
 import LocationButton from './LocationButton'
 import { useGeolocation } from '../../hooks/useGeolocation'
 import type { Place, Reservation } from '../../types'
+import { POI_CATEGORY_BY_KEY, type Poi } from './poiCategories'
+import { buildPlacePopupHtml, buildPoiPopupHtml } from './placePopup'
 
 function categoryIconSvg(iconName: string | null | undefined, size: number): string {
   const IconComponent = (iconName && CATEGORY_ICON_MAP[iconName]) || CATEGORY_ICON_MAP['MapPin']
@@ -49,6 +51,10 @@ interface Props {
   visibleConnectionIds?: number[]
   showReservationStats?: boolean
   onReservationClick?: (reservationId: number) => void
+  pois?: Poi[]
+  onPoiClick?: (poi: Poi) => void
+  onViewportChange?: (bbox: { south: number; west: number; north: number; east: number }) => void
+  onMapReady?: (map: mapboxgl.Map | null) => void
 }
 
 function createMarkerElement(place: Place & { category_color?: string; category_icon?: string }, photoUrl: string | null, orderNumbers: number[] | null, selected: boolean): HTMLDivElement {
@@ -128,6 +134,17 @@ function createMarkerElement(place: Place & { category_color?: string; category_
   return wrap
 }
 
+// Small coloured pin for an OSM "explore" POI (matches the pill category colour).
+function createPoiMarkerElement(category: string): HTMLDivElement {
+  const cat = POI_CATEGORY_BY_KEY[category]
+  const color = cat?.color || '#6b7280'
+  const svg = cat ? renderToStaticMarkup(createElement(cat.Icon, { size: 13, color: 'white', strokeWidth: 2.5 })) : ''
+  const el = document.createElement('div')
+  el.style.cssText = 'width:26px;height:26px;cursor:pointer;'
+  el.innerHTML = `<div style="width:26px;height:26px;border-radius:50%;background:${color};border:2px solid #fff;box-shadow:0 1px 5px rgba(0,0,0,0.3);display:flex;align-items:center;justify-content:center;box-sizing:border-box;">${svg}</div>`
+  return el
+}
+
 export function MapViewGL({
   places = [],
   dayPlaces = [],
@@ -149,6 +166,10 @@ export function MapViewGL({
   visibleConnectionIds = [],
   showReservationStats = false,
   onReservationClick,
+  pois = [],
+  onPoiClick,
+  onViewportChange,
+  onMapReady,
 }: Props) {
   const mapboxStyle = useSettingsStore(s => s.settings.mapbox_style || 'mapbox://styles/mapbox/standard')
   const mapboxToken = useSettingsStore(s => s.settings.mapbox_access_token || '')
@@ -167,6 +188,16 @@ export function MapViewGL({
   // options without forcing a full overlay rebuild on every prop change.
   const onReservationClickRef = useRef(onReservationClick)
   onReservationClickRef.current = onReservationClick
+  const poiMarkersRef = useRef<mapboxgl.Marker[]>([])
+  // Single reusable hover popup (name/category/address card) shared by planned
+  // places and POI markers — mirrors the Leaflet map's hover tooltip.
+  const popupRef = useRef<mapboxgl.Popup | null>(null)
+  const onPoiClickRef = useRef(onPoiClick)
+  onPoiClickRef.current = onPoiClick
+  const onViewportChangeRef = useRef(onViewportChange)
+  onViewportChangeRef.current = onViewportChange
+  const onMapReadyRef = useRef(onMapReady)
+  onMapReadyRef.current = onMapReady
   const { position: userPosition, mode: trackingMode, error: trackingError, cycleMode: cycleTrackingMode, setMode: setTrackingMode } = useGeolocation()
   const onClickRefs = useRef({ marker: onMarkerClick, map: onMapClick, context: onMapContextMenu })
   onClickRefs.current.marker = onMarkerClick
@@ -189,6 +220,16 @@ export function MapViewGL({
       projection: mapboxQuality ? 'globe' : 'mercator',
     })
     mapRef.current = map
+    popupRef.current = new mapboxgl.Popup({
+      closeButton: false,
+      closeOnClick: false,
+      offset: 18,
+      maxWidth: '240px',
+      className: 'trek-map-popup',
+    })
+    // Hand the map out so the trip planner can render its own compass pill next to
+    // the POI pill (a custom round control instead of Mapbox's default top-right one).
+    onMapReadyRef.current?.(map)
     // eslint-disable-next-line @typescript-eslint/no-explicit-any
     ;(window as any).__trek_map = map
 
@@ -260,6 +301,14 @@ export function MapViewGL({
       if (t.closest('.mapboxgl-marker')) return // markers handle their own click
       onClickRefs.current.map?.({ latlng: { lat: e.lngLat.lat, lng: e.lngLat.lng } })
     })
+    // Emit the viewport bbox (pan/zoom + once on first idle) so the POI-explore
+    // pill can fetch OSM places for the visible area.
+    const emitViewport = () => {
+      const b = map.getBounds()
+      onViewportChangeRef.current?.({ south: b.getSouth(), west: b.getWest(), north: b.getNorth(), east: b.getEast() })
+    }
+    map.on('moveend', emitViewport)
+    map.once('idle', emitViewport)
     // In the mapbox-gl map the right mouse button is reserved for the
     // built-in rotate/pitch gesture, so we bind the "add place" action
     // to the middle mouse button (button === 1) instead.
@@ -326,6 +375,8 @@ export function MapViewGL({
       canvas.removeEventListener('auxclick', onAuxClick)
       markersRef.current.forEach(m => m.remove())
       markersRef.current.clear()
+      if (popupRef.current) { popupRef.current.remove(); popupRef.current = null }
+      onMapReadyRef.current?.(null)
       if (reservationOverlayRef.current) {
         reservationOverlayRef.current.destroy()
         reservationOverlayRef.current = null
@@ -399,6 +450,10 @@ export function MapViewGL({
   useEffect(() => {
     const map = mapRef.current
     if (!map) return
+    // Markers are about to be rebuilt; drop any open hover popup first. A marker
+    // recreated under the pointer (e.g. when its photo streams in) never fires
+    // mouseleave, which would otherwise leave the popup orphaned on the map.
+    popupRef.current?.remove()
     const ids = new Set(places.map(p => p.id))
 
     markersRef.current.forEach((marker, id) => {
@@ -419,6 +474,12 @@ export function MapViewGL({
         ev.stopPropagation()
         onClickRefs.current.marker?.(place.id)
       })
+      el.addEventListener('mouseenter', () => {
+        popupRef.current?.setLngLat([place.lng, place.lat])
+          .setHTML(buildPlacePopupHtml(place as Place & { category_color?: string; category_icon?: string; category_name?: string }, photoUrl))
+          .addTo(map)
+      })
+      el.addEventListener('mouseleave', () => { popupRef.current?.remove() })
       // Recreate marker each time rather than patching internal state —
       // mapbox-gl's internal _element bookkeeping breaks under DOM swaps.
       const existing = markersRef.current.get(place.id)
@@ -435,6 +496,26 @@ export function MapViewGL({
     })
   }, [places, selectedPlaceId, dayOrderMap, photoUrls])
 
+  // Reconcile OSM "explore" POI markers (imperative, kept separate from the
+  // planned-place markers so they don't cluster or get confused with them).
+  useEffect(() => {
+    const map = mapRef.current
+    if (!map || !mapReady) return
+    popupRef.current?.remove() // same orphan-popup guard as the place markers
+    poiMarkersRef.current.forEach(m => m.remove())
+    poiMarkersRef.current = []
+    for (const poi of (pois as Poi[])) {
+      const el = createPoiMarkerElement(poi.category)
+      el.addEventListener('mouseenter', () => {
+        popupRef.current?.setLngLat([poi.lng, poi.lat]).setHTML(buildPoiPopupHtml(poi)).addTo(map)
+      })
+      el.addEventListener('mouseleave', () => { popupRef.current?.remove() })
+      el.addEventListener('click', (ev) => { ev.stopPropagation(); onPoiClickRef.current?.(poi) })
+      const m = new mapboxgl.Marker({ element: el, anchor: 'center' }).setLngLat([poi.lng, poi.lat]).addTo(map)
+      poiMarkersRef.current.push(m)
+    }
+  }, [pois, mapReady])
+
   // Update route geojson
   useEffect(() => {
     const map = mapRef.current

client/src/components/Map/PoiCategoryPill.tsx

@@ -0,0 +1,101 @@
+import { RotateCw, AlertTriangle } from 'lucide-react'
+import { useTranslation } from '../../i18n'
+import { Tooltip } from '../shared/Tooltip'
+import { POI_CATEGORIES } from './poiCategories'
+
+interface Props {
+  active: Set<string>
+  onToggle: (key: string) => void
+  loadingKeys?: Set<string>
+  /** categories whose last fetch failed → show a retry affordance */
+  errorKeys?: Set<string>
+  /** true when the map moved since the last search → offer "search this area" */
+  moved?: boolean
+  onSearchArea?: () => void
+}
+
+// Frosted, icon-only segmented control that floats over the map. Active segments
+// fill with the category colour (matching their markers); the label shows in a
+// custom tooltip on hover so the pill stays compact and never needs to scroll.
+export default function PoiCategoryPill({ active, onToggle, loadingKeys, errorKeys, moved, onSearchArea }: Props) {
+  const { t } = useTranslation()
+  const anyError = !!errorKeys && Array.from(active).some(k => errorKeys.has(k))
+
+  const frosted: React.CSSProperties = {
+    background: 'var(--sidebar-bg)',
+    backdropFilter: 'blur(20px) saturate(180%)',
+    WebkitBackdropFilter: 'blur(20px) saturate(180%)',
+    boxShadow: 'var(--sidebar-shadow, 0 4px 16px rgba(0,0,0,0.14))',
+  }
+
+  return (
+    <div style={{ display: 'flex', flexDirection: 'column', alignItems: 'center', gap: 8 }}>
+      <div style={{ display: 'inline-flex', alignItems: 'center', gap: 2, padding: 4, borderRadius: 999, pointerEvents: 'auto', ...frosted }}>
+        {POI_CATEGORIES.map(cat => {
+          const on = active.has(cat.key)
+          const loading = loadingKeys?.has(cat.key)
+          return (
+            <Tooltip key={cat.key} label={t(cat.labelKey)} placement="bottom">
+              <button
+                type="button"
+                onClick={() => onToggle(cat.key)}
+                aria-pressed={on}
+                aria-label={t(cat.labelKey)}
+                className={on ? '' : 'text-content-muted'}
+                style={{
+                  position: 'relative',
+                  display: 'inline-flex', alignItems: 'center', justifyContent: 'center',
+                  width: 34, height: 34, borderRadius: 999, border: 'none', cursor: 'pointer',
+                  background: on ? cat.color : 'transparent',
+                  color: on ? '#fff' : undefined,
+                  transition: 'background 0.14s, color 0.14s',
+                }}
+                onMouseEnter={e => { if (!on) e.currentTarget.style.background = 'var(--bg-hover)' }}
+                onMouseLeave={e => { if (!on) e.currentTarget.style.background = 'transparent' }}
+              >
+                {loading ? (
+                  <span
+                    className="animate-spin"
+                    style={{
+                      width: 14, height: 14, borderRadius: 999, display: 'inline-block',
+                      border: '2px solid', borderColor: on ? 'rgba(255,255,255,0.45)' : 'var(--border-primary)',
+                      borderTopColor: on ? '#fff' : 'var(--text-muted)',
+                    }}
+                  />
+                ) : (
+                  <cat.Icon size={16} strokeWidth={2} />
+                )}
+                {on && !loading && errorKeys?.has(cat.key) && (
+                  <span style={{
+                    position: 'absolute', top: 2, right: 2, width: 8, height: 8,
+                    borderRadius: 999, background: '#ef4444', border: '1.5px solid var(--sidebar-bg)',
+                  }} />
+                )}
+              </button>
+            </Tooltip>
+          )
+        })}
+      </div>
+
+      {(moved || anyError) && active.size > 0 && (
+        <button
+          type="button"
+          onClick={onSearchArea}
+          className="text-content"
+          style={{
+            display: 'inline-flex', alignItems: 'center', gap: 6,
+            padding: '6px 13px', borderRadius: 999, border: 'none', cursor: 'pointer',
+            fontSize: 12, fontWeight: 600, fontFamily: 'inherit', pointerEvents: 'auto',
+            color: anyError ? '#ef4444' : undefined,
+            ...frosted,
+          }}
+        >
+          {anyError
+            ? <AlertTriangle size={13} strokeWidth={2.4} />
+            : <RotateCw size={13} strokeWidth={2.4} />}
+          {t('poi.searchThisArea')}
+        </button>
+      )}
+    </div>
+  )
+}

client/src/components/Map/ReservationOverlay.tsx

@@ -158,6 +158,7 @@ interface TransportItem {
   res: Reservation
   from: ReservationEndpoint
   to: ReservationEndpoint
+  waypoints: ReservationEndpoint[]
   type: TransportType
   arcs: [number, number][][]
   primaryArc: [number, number][]
@@ -353,15 +354,29 @@ export default function ReservationOverlay({ reservations, showConnections, show
     const out: TransportItem[] = []
     for (const r of reservations) {
       if (!TRANSPORT_TYPES.includes(r.type as TransportType)) continue
-      const eps = r.endpoints || []
-      const from = eps.find(e => e.role === 'from')
-      const to = eps.find(e => e.role === 'to')
-      if (!from || !to) continue
+      // Ordered waypoints (from · stops · to). A single-leg booking has exactly two,
+      // so the arc + markers below are byte-identical to before for it.
+      const waypoints = (r.endpoints || [])
+        .filter(e => e.role === 'from' || e.role === 'to' || e.role === 'stop')
+        .slice()
+        .sort((a, b) => (a.sequence ?? 0) - (b.sequence ?? 0))
+      if (waypoints.length < 2) continue
+      const from = waypoints[0]
+      const to = waypoints[waypoints.length - 1]
       const type = r.type as TransportType
       const isGeo = TYPE_META[type].geodesic
-      const arcs = isGeo
-        ? splitAntimeridian(greatCircle([from.lat, from.lng], [to.lat, to.lng]))
-        : [[[from.lat, from.lng], [to.lat, to.lng]] as [number, number][]]
+      // One arc per leg (between consecutive waypoints), concatenated.
+      const arcs: [number, number][][] = []
+      let distanceKm = 0
+      for (let i = 0; i < waypoints.length - 1; i++) {
+        const a = waypoints[i]
+        const b = waypoints[i + 1]
+        const segArcs = isGeo
+          ? splitAntimeridian(greatCircle([a.lat, a.lng], [b.lat, b.lng]))
+          : [[[a.lat, a.lng], [b.lat, b.lng]] as [number, number][]]
+        arcs.push(...segArcs)
+        distanceKm += haversineKm([a.lat, a.lng], [b.lat, b.lng])
+      }
       const primaryIdx = arcs.reduce((best, seg, idx, all) => seg.length > all[best].length ? idx : best, 0)
       const primaryArc = arcs[primaryIdx] ?? []
       const fallback: [number, number] = primaryArc.length > 0
@@ -369,12 +384,15 @@ export default function ReservationOverlay({ reservations, showConnections, show
         : [(from.lat + to.lat) / 2, (from.lng + to.lng) / 2]
 
       const duration = computeDuration(from, to, r.reservation_time || null, r.reservation_end_time || null)
-      const distance = `${Math.round(haversineKm([from.lat, from.lng], [to.lat, to.lng]))} km`
-      const mainLabel = from.code && to.code ? `${from.code} → ${to.code}` : null
+      const distance = `${Math.round(distanceKm)} km`
+      // Show the full route (FRA → BER → HND) when every waypoint has a code.
+      const mainLabel = waypoints.every(w => w.code)
+        ? waypoints.map(w => w.code).join(' → ')
+        : (from.code && to.code ? `${from.code} → ${to.code}` : null)
       const subParts = [duration, distance].filter(Boolean) as string[]
       const subLabel = subParts.length > 0 ? subParts.join(' · ') : null
 
-      out.push({ res: r, from, to, type, arcs, primaryArc, fallback, mainLabel, subLabel })
+      out.push({ res: r, from, to, waypoints, type, arcs, primaryArc, fallback, mainLabel, subLabel })
     }
     return out
   }, [reservations])
@@ -416,38 +434,21 @@ export default function ReservationOverlay({ reservations, showConnections, show
         />
       )))}
 
-      {visibleItems.flatMap(item => [
+      {visibleItems.flatMap(item => item.waypoints.map((wp, wi) => (
         <Marker
-          key={`from-${item.res.id}`}
-          position={[item.from.lat, item.from.lng]}
-          icon={endpointIcon(item.type, showEndpointLabels && labelVisibleIds.has(item.res.id) ? (item.from.code || cleanName(item.from.name)) : null)}
+          key={`wp-${item.res.id}-${wi}`}
+          position={[wp.lat, wp.lng]}
+          icon={endpointIcon(item.type, showEndpointLabels && labelVisibleIds.has(item.res.id) ? (wp.code || cleanName(wp.name)) : null)}
           pane={ENDPOINT_PANE}
           zIndexOffset={1000}
           eventHandlers={{ click: () => onEndpointClick?.(item.res.id) }}
         >
           <Tooltip direction="top" offset={[0, -8]} opacity={1} className="map-tooltip">
-            <div style={{ fontWeight: 600, fontSize: 12 }}>{item.from.name}</div>
+            <div style={{ fontWeight: 600, fontSize: 12 }}>{wp.name}</div>
             {item.res.title && <div className="text-content-muted" style={{ fontSize: 11 }}>{item.res.title}</div>}
           </Tooltip>
-        </Marker>,
-        <Marker
-          key={`to-${item.res.id}`}
-          position={[item.to.lat, item.to.lng]}
-          icon={endpointIcon(item.type, showEndpointLabels && labelVisibleIds.has(item.res.id) ? (item.to.code || cleanName(item.to.name)) : null)}
-          pane={ENDPOINT_PANE}
-          zIndexOffset={1000}
-          eventHandlers={{ click: () => onEndpointClick?.(item.res.id) }}
-        >
-          <Tooltip direction="top" offset={[0, -8]} opacity={1} className="map-tooltip">
-            <div style={{ fontWeight: 600, fontSize: 12 }}>{item.to.name}</div>
-            {item.res.title && <div className="text-content-muted" style={{ fontSize: 11 }}>{item.res.title}</div>}
-          </Tooltip>
-        </Marker>,
-      ])}
-
-      {showStats && visibleItems.map(item => item.type === 'flight' && (item.mainLabel || item.subLabel) && labelVisibleIds.has(item.res.id) && (
-        <StatsLabel key={`stats-${item.res.id}`} item={item} />
-      ))}
+        </Marker>
+      )))}
     </>
   )
 }

client/src/components/Map/placePopup.ts

@@ -0,0 +1,68 @@
+import { createElement } from 'react'
+import { renderToStaticMarkup } from 'react-dom/server'
+import { CATEGORY_ICON_MAP } from '../shared/categoryIcons'
+import { POI_CATEGORY_BY_KEY, type Poi } from './poiCategories'
+import type { Place } from '../../types'
+
+// HTML builders for the Mapbox GL hover popup. The Leaflet map already shows a
+// name/category/address card on hover (a cursor-following overlay); Mapbox GL has
+// no equivalent, so these produce the same card as an HTML string for a
+// mapboxgl.Popup. Kept framework-agnostic (plain strings) on purpose.
+
+type PlaceWithCategory = Place & {
+  category_color?: string | null
+  category_icon?: string | null
+  category_name?: string | null
+}
+
+function esc(s: string | null | undefined): string {
+  if (!s) return ''
+  return String(s)
+    .replace(/&/g, '&')
+    .replace(/</g, '&lt;')
+    .replace(/>/g, '&gt;')
+    .replace(/"/g, '&quot;')
+}
+
+// Render a lucide category icon to an inline SVG string in the given colour.
+function iconSvg(iconName: string | null | undefined, size: number, color: string): string {
+  const Icon = (iconName && CATEGORY_ICON_MAP[iconName]) || CATEGORY_ICON_MAP['MapPin']
+  try {
+    return renderToStaticMarkup(createElement(Icon, { size, color, strokeWidth: 2 }))
+  } catch {
+    return ''
+  }
+}
+
+// Only data: thumbnails and our own photo-proxy URLs are safe to drop straight
+// into an <img src> — everything else is a fetch seed, not a displayable URL.
+function isDisplayablePhoto(url: string | null | undefined): url is string {
+  return !!url && (url.startsWith('data:') || url.startsWith('/api/maps/place-photo/'))
+}
+
+const CARD_OPEN = '<div style="font-family:var(--font-system);max-width:220px;">'
+const NAME_STYLE = 'font-weight:600;font-size:12.5px;color:#111827;overflow:hidden;text-overflow:ellipsis;white-space:nowrap;'
+const ADDR_STYLE = 'font-size:11px;color:#9ca3af;margin-top:3px;overflow:hidden;text-overflow:ellipsis;white-space:nowrap;'
+
+/** Hover-popup card for a planned place: optional photo, name, category row, address. */
+export function buildPlacePopupHtml(place: PlaceWithCategory, photoUrl: string | null): string {
+  const img = isDisplayablePhoto(photoUrl)
+    ? `<div style="width:100%;height:84px;border-radius:8px;overflow:hidden;margin-bottom:6px;background:#f3f4f6;"><img src="${esc(photoUrl)}" style="width:100%;height:100%;object-fit:cover;display:block;" /></div>`
+    : ''
+  const category =
+    place.category_name && place.category_icon
+      ? `<div style="display:flex;align-items:center;gap:4px;margin-top:2px;">${iconSvg(place.category_icon, 11, place.category_color || '#6b7280')}<span style="font-size:11px;color:#6b7280;">${esc(place.category_name)}</span></div>`
+      : ''
+  const address = place.address ? `<div style="${ADDR_STYLE}">${esc(place.address)}</div>` : ''
+  return `${CARD_OPEN}${img}<div style="${NAME_STYLE}">${esc(place.name)}</div>${category}${address}</div>`
+}
+
+/** Hover-popup card for an OSM "explore" POI: category-coloured icon, name, address. */
+export function buildPoiPopupHtml(poi: Poi): string {
+  const cat = POI_CATEGORY_BY_KEY[poi.category]
+  const color = cat?.color || '#6b7280'
+  const icon = cat ? renderToStaticMarkup(createElement(cat.Icon, { size: 12, color, strokeWidth: 2 })) : ''
+  const head = `<div style="display:flex;align-items:center;gap:5px;"><span style="flex-shrink:0;display:inline-flex;line-height:0;">${icon}</span><span style="${NAME_STYLE}">${esc(poi.name)}</span></div>`
+  const address = poi.address ? `<div style="${ADDR_STYLE}">${esc(poi.address)}</div>` : ''
+  return `${CARD_OPEN}${head}${address}</div>`
+}

client/src/components/Map/poiCategories.ts

@@ -0,0 +1,43 @@
+import { Utensils, Coffee, Wine, BedDouble, Camera, Landmark, Trees, Ticket, type LucideIcon } from 'lucide-react'
+
+// The POI categories shown in the map "explore" pill. The `key` is the contract
+// with the server (CATEGORY_OSM_FILTERS in mapsService.ts) — the OSM tag mapping
+// lives there; label/icon/colour live here. `color` doubles as the active-pill
+// fill AND the marker colour, so the pill and the map agree visually.
+export interface PoiCategory {
+  key: string
+  labelKey: string
+  Icon: LucideIcon
+  color: string
+}
+
+export const POI_CATEGORIES: PoiCategory[] = [
+  { key: 'restaurant', labelKey: 'poi.cat.restaurants', Icon: Utensils, color: '#EF4444' },
+  { key: 'cafe', labelKey: 'poi.cat.cafes', Icon: Coffee, color: '#B45309' },
+  { key: 'bar', labelKey: 'poi.cat.bars', Icon: Wine, color: '#A855F7' },
+  { key: 'hotel', labelKey: 'poi.cat.hotels', Icon: BedDouble, color: '#2563EB' },
+  { key: 'sights', labelKey: 'poi.cat.sights', Icon: Camera, color: '#EC4899' },
+  { key: 'museum', labelKey: 'poi.cat.museums', Icon: Landmark, color: '#6366F1' },
+  { key: 'nature', labelKey: 'poi.cat.nature', Icon: Trees, color: '#16A34A' },
+  { key: 'activity', labelKey: 'poi.cat.activities', Icon: Ticket, color: '#F59E0B' },
+]
+
+export const POI_CATEGORY_BY_KEY: Record<string, PoiCategory> = Object.fromEntries(
+  POI_CATEGORIES.map(c => [c.key, c]),
+)
+
+// One POI result from /api/maps/pois (mirror of the server's OverpassPoi).
+export interface Poi {
+  osm_id: string
+  name: string
+  lat: number
+  lng: number
+  category: string
+  poi_type: string
+  address: string | null
+  website: string | null
+  phone: string | null
+  opening_hours: string | null
+  cuisine: string | null
+  source: 'openstreetmap'
+}

client/src/components/Map/reservationsMapbox.ts

@@ -126,6 +126,7 @@ interface TransportItem {
   res: Reservation
   from: ReservationEndpoint
   to: ReservationEndpoint
+  waypoints: ReservationEndpoint[]
   type: TransportType
   arcs: [number, number][][]
   primaryArc: [number, number][]
@@ -137,23 +138,38 @@ function buildItems(reservations: Reservation[]): TransportItem[] {
   const out: TransportItem[] = []
   for (const r of reservations) {
     if (!TRANSPORT_TYPES.includes(r.type as TransportType)) continue
-    const eps = r.endpoints || []
-    const from = eps.find(e => e.role === 'from')
-    const to = eps.find(e => e.role === 'to')
-    if (!from || !to) continue
+    // Ordered waypoints (from · stops · to); a single-leg booking has exactly two.
+    const waypoints = (r.endpoints || [])
+      .filter(e => e.role === 'from' || e.role === 'to' || e.role === 'stop')
+      .slice()
+      .sort((a, b) => (a.sequence ?? 0) - (b.sequence ?? 0))
+    if (waypoints.length < 2) continue
+    const from = waypoints[0]
+    const to = waypoints[waypoints.length - 1]
     const type = r.type as TransportType
     const isGeo = TYPE_META[type].geodesic
-    const arcs = isGeo
-      ? splitAntimeridian(greatCircle([from.lat, from.lng], [to.lat, to.lng]))
-      : [[[from.lat, from.lng], [to.lat, to.lng]] as [number, number][]]
+    // One arc per leg (between consecutive waypoints), concatenated.
+    const arcs: [number, number][][] = []
+    let distanceKm = 0
+    for (let i = 0; i < waypoints.length - 1; i++) {
+      const a = waypoints[i]
+      const b = waypoints[i + 1]
+      const segArcs = isGeo
+        ? splitAntimeridian(greatCircle([a.lat, a.lng], [b.lat, b.lng]))
+        : [[[a.lat, a.lng], [b.lat, b.lng]] as [number, number][]]
+      arcs.push(...segArcs)
+      distanceKm += haversineKm([a.lat, a.lng], [b.lat, b.lng])
+    }
     const primaryIdx = arcs.reduce((best, seg, idx, all) => seg.length > all[best].length ? idx : best, 0)
     const primaryArc = arcs[primaryIdx] ?? []
     const duration = computeDuration(from, to, r.reservation_time || null, r.reservation_end_time || null)
-    const distance = `${Math.round(haversineKm([from.lat, from.lng], [to.lat, to.lng]))} km`
-    const mainLabel = from.code && to.code ? `${from.code} → ${to.code}` : null
+    const distance = `${Math.round(distanceKm)} km`
+    const mainLabel = waypoints.every(w => w.code)
+      ? waypoints.map(w => w.code).join(' → ')
+      : (from.code && to.code ? `${from.code} → ${to.code}` : null)
     const subParts = [duration, distance].filter(Boolean) as string[]
     const subLabel = subParts.length > 0 ? subParts.join(' · ') : null
-    out.push({ res: r, from, to, type, arcs, primaryArc, mainLabel, subLabel })
+    out.push({ res: r, from, to, waypoints, type, arcs, primaryArc, mainLabel, subLabel })
   }
   return out
 }
@@ -321,7 +337,7 @@ export class ReservationMapboxOverlay {
     if (show) {
       for (const item of visibleItems) {
         const showLabel = this.opts.showEndpointLabels && labelVisibleIds.has(item.res.id)
-        for (const ep of [item.from, item.to]) {
+        for (const ep of item.waypoints) {
           const label = showLabel ? (ep.code || cleanName(ep.name)) : null
           const el = document.createElement('div')
           el.innerHTML = endpointMarkerHtml(item.type, label)
@@ -342,29 +358,10 @@ export class ReservationMapboxOverlay {
       }
     }
 
-    // ── stats label (flights only) ──────────────────────────────────
+    // Stats badge removed — the floating route/duration label on the arc is no
+    // longer drawn; only the connection line and the airport markers remain.
     this.statsMarkers.forEach(s => s.marker.remove())
     this.statsMarkers = []
-    if (show && this.opts.showStats) {
-      for (const item of visibleItems) {
-        if (item.type !== 'flight') continue
-        if (!labelVisibleIds.has(item.res.id)) continue
-        if (!item.mainLabel && !item.subLabel) continue
-        const arc = item.primaryArc
-        if (arc.length < 2) continue
-        const mid = arc[Math.floor(arc.length / 2)]!
-        const { html, width, height } = buildStatsHtml(item.mainLabel, item.subLabel)
-        const el = document.createElement('div')
-        el.style.cssText = `width:${width}px;height:${height}px;pointer-events:none;`
-        el.innerHTML = html
-        const marker = new mapboxgl.Marker({ element: el, anchor: 'center' })
-          .setLngLat([mid[1], mid[0]])
-          .addTo(map)
-        this.statsMarkers.push({ marker, arc })
-      }
-    }
-    // Prime rotation once so labels don't flash horizontal on first paint.
-    this.updateStatsRotation()
   }
 
   // Match the Leaflet overlay's "rotate the label along the arc" look.

client/src/components/Map/usePoiExplore.ts

@@ -0,0 +1,115 @@
+import { useState, useRef, useCallback, useMemo } from 'react'
+import { mapsApi } from '../../api/client'
+import type { Poi } from './poiCategories'
+
+export interface Bbox { south: number; west: number; north: number; east: number }
+
+// A request we cancelled on purpose (newer search superseded it) — not a failure.
+function isAbortError(err: unknown): boolean {
+  const e = err as { name?: string; code?: string } | null
+  return e?.name === 'CanceledError' || e?.code === 'ERR_CANCELED' || e?.name === 'AbortError'
+}
+
+/**
+ * State for the map POI "explore" pill. Toggling a category fetches its OSM POIs
+ * for the current viewport; panning/zooming does NOT auto-refetch — it just marks
+ * the results stale (`moved`) so the pill can offer "search this area". This keeps
+ * Overpass load (and visual churn) down.
+ */
+export function usePoiExplore() {
+  const [active, setActive] = useState<Set<string>>(() => new Set())
+  const [byCat, setByCat] = useState<Record<string, Poi[]>>({})
+  const [loadingKeys, setLoadingKeys] = useState<Set<string>>(() => new Set())
+  const [moved, setMoved] = useState(false)
+  // Categories whose last fetch genuinely failed (all Overpass mirrors down), so
+  // the pill can offer a retry instead of looking like "no places here".
+  const [errorKeys, setErrorKeys] = useState<Set<string>>(() => new Set())
+
+  const bboxRef = useRef<Bbox | null>(null)
+  // activeRef always mirrors the latest active set so async callbacks (fetch
+  // completions) can check whether a category is still wanted.
+  const activeRef = useRef(active)
+  activeRef.current = active
+  // One in-flight AbortController per category, so re-toggling / re-searching
+  // cancels the previous (possibly slow) Overpass request instead of racing it.
+  const abortRef = useRef<Record<string, AbortController>>({})
+
+  const setLoading = useCallback((key: string, on: boolean) => setLoadingKeys(prev => {
+    const next = new Set(prev)
+    if (on) next.add(key); else next.delete(key)
+    return next
+  }), [])
+
+  const setError = useCallback((key: string, on: boolean) => setErrorKeys(prev => {
+    if (on === prev.has(key)) return prev
+    const next = new Set(prev)
+    if (on) next.add(key); else next.delete(key)
+    return next
+  }), [])
+
+  const fetchCat = useCallback(async (key: string, bbox: Bbox) => {
+    abortRef.current[key]?.abort()
+    const ctrl = new AbortController()
+    abortRef.current[key] = ctrl
+    setLoading(key, true)
+    setError(key, false)
+    try {
+      const res = await mapsApi.pois(key, bbox, ctrl.signal)
+      // Drop the result if the user toggled this category off while the (slow)
+      // Overpass request was in flight — otherwise stale results re-appear.
+      setByCat(prev => (activeRef.current.has(key) ? { ...prev, [key]: res.pois } : prev))
+    } catch (err) {
+      // A superseded request was aborted on purpose — leave its state untouched
+      // so the newer request owns the spinner and results.
+      if (isAbortError(err)) return
+      // A real failure (every Overpass mirror down/timed out): surface it instead
+      // of a silent empty so the user can retry rather than assume "no places".
+      setByCat(prev => (activeRef.current.has(key) ? { ...prev, [key]: [] } : prev))
+      if (activeRef.current.has(key)) setError(key, true)
+    } finally {
+      // Only the latest controller for this key clears the spinner; a superseded
+      // one must not, or it would hide the newer request's in-flight state.
+      if (abortRef.current[key] === ctrl) {
+        setLoading(key, false)
+        delete abortRef.current[key]
+      }
+    }
+  }, [setLoading, setError])
+
+  const onViewportChange = useCallback((bbox: Bbox) => {
+    bboxRef.current = bbox
+    if (activeRef.current.size > 0) setMoved(true)
+  }, [])
+
+  // Single-select: clicking a category switches to it (dropping the previous one
+  // and its markers immediately) and fetches it for the current viewport; clicking
+  // the already-active category turns it off.
+  const toggle = useCallback((key: string) => {
+    const isOnlyActive = activeRef.current.has(key) && activeRef.current.size === 1
+    setMoved(false)
+    setErrorKeys(new Set())
+    // Switching to another category (or turning off) — cancel any in-flight
+    // fetches so their results can't land after the selection changed.
+    Object.values(abortRef.current).forEach(c => c.abort())
+    abortRef.current = {}
+    if (isOnlyActive) {
+      setActive(new Set())
+      setByCat({})
+      return
+    }
+    setActive(new Set([key]))
+    setByCat({})
+    if (bboxRef.current) fetchCat(key, bboxRef.current)
+  }, [fetchCat])
+
+  const searchArea = useCallback(() => {
+    const bbox = bboxRef.current
+    if (!bbox) return
+    setMoved(false)
+    activeRef.current.forEach(key => fetchCat(key, bbox))
+  }, [fetchCat])
+
+  const pois = useMemo(() => Object.values(byCat).flat(), [byCat])
+
+  return { active, pois, loadingKeys, errorKeys, moved, toggle, searchArea, onViewportChange }
+}

client/src/components/PDF/TripPDF.tsx

@@ -215,7 +215,13 @@ export async function downloadTripPDF({ trip, days, places, assignments, categor
             const icon = reservationIconSvg(r.type)
             const color = RESERVATION_COLOR_MAP[r.type] || '#3b82f6'
             let subtitle = ''
-            if (r.type === 'flight') subtitle = [meta.airline, meta.flight_number, meta.departure_airport && meta.arrival_airport ? `${meta.departure_airport} → ${meta.arrival_airport}` : ''].filter(Boolean).join(' · ')
+            if (r.type === 'flight') {
+              // Full route over all waypoints (FRA → BER → HND), falling back to the
+              // flat metadata pair for legacy single-leg flights without endpoints.
+              const stops = (r.endpoints || []).slice().sort((a, b) => (a.sequence ?? 0) - (b.sequence ?? 0)).map(e => e.code || e.name)
+              const route = stops.length >= 2 ? stops.join(' → ') : (meta.departure_airport && meta.arrival_airport ? `${meta.departure_airport} → ${meta.arrival_airport}` : '')
+              subtitle = [meta.airline, meta.flight_number, route].filter(Boolean).join(' · ')
+            }
             else if (r.type === 'train') subtitle = [meta.train_number, meta.platform ? `Gl. ${meta.platform}` : '', meta.seat ? `Seat ${meta.seat}` : ''].filter(Boolean).join(' · ')
             else if (r.type === 'restaurant') subtitle = [meta.party_size ? `${meta.party_size} guests` : ''].filter(Boolean).join(' · ')
             else if (r.type === 'event') subtitle = [meta.venue].filter(Boolean).join(' · ')
@@ -287,6 +293,7 @@ export async function downloadTripPDF({ trip, days, places, assignments, categor
                   ${cat ? `<span class="cat-badge" style="background:${color}">${escHtml(cat.name)}</span>` : ''}
                 </div>
                 ${place.address ? `<div class="info-row">${svgPin}<span class="info-text">${escHtml(place.address)}</span></div>` : ''}
+                ${(place.lat != null && place.lng != null) ? `<div class="info-row"><span class="info-spacer"></span><span class="info-text muted">${Number(place.lat).toFixed(5)}, ${Number(place.lng).toFixed(5)}</span></div>` : ''}
                 ${place.description ? `<div class="info-row"><span class="info-spacer"></span><span class="info-text muted italic">${escHtml(place.description)}</span></div>` : ''}
                 ${chips ? `<div class="chips">${chips}</div>` : ''}
                 ${place.notes ? `<div class="info-row"><span class="info-spacer"></span><span class="info-text muted italic">${escHtml(place.notes)}</span></div>` : ''}

client/src/components/Packing/packingListPanel.constants.ts

@@ -45,7 +45,7 @@ export const KAT_COLORS = [
   '#14b8a6', // teal
 ]
 
-export const BAG_COLORS = ['#6366f1', '#ec4899', '#f97316', '#10b981', '#06b6d4', '#8b5cf6', '#ef4444', '#f59e0b']
+export const BAG_COLORS = ['#6366f1', '#ec4899', '#f97316', '#10b981', '#06b6d4', '#8b5cf6', '#ef4444', '#f59e0b', '#3b82f6', '#84cc16', '#d946ef', '#14b8a6', '#f43f5e', '#a855f7', '#eab308', '#64748b']
 
 // A category's first item is seeded with this sentinel because the server
 // rejects empty names. Treat it as a placeholder in the UI.

client/src/components/Planner/AirTrailImportModal.tsx

@@ -0,0 +1,261 @@
+import React from 'react'
+import ReactDOM from 'react-dom'
+import { useState, useRef, useEffect, useMemo } from 'react'
+import { Plane, X, Check } from 'lucide-react'
+import type { AirtrailFlight, AirtrailImportResult } from '@trek/shared'
+import { useTranslation } from '../../i18n'
+import { useToast } from '../shared/Toast'
+import { airtrailApi, reservationsApi } from '../../api/client'
+import { useTripStore } from '../../store/tripStore'
+
+interface AirTrailImportModalProps {
+  isOpen: boolean
+  onClose: () => void
+  tripId: number
+  pushUndo?: (label: string, undoFn: () => Promise<void> | void) => void
+}
+
+/** Locale-aware date (e.g. de → 13.06.2026, en-US → 06/13/2026). */
+function fmtDate(d: string | null, locale: string): string {
+  if (!d) return ''
+  try {
+    return new Date(d + 'T00:00:00Z').toLocaleDateString(locale, {
+      year: 'numeric',
+      month: '2-digit',
+      day: '2-digit',
+      timeZone: 'UTC',
+    })
+  } catch {
+    return d
+  }
+}
+
+export default function AirTrailImportModal({ isOpen, onClose, tripId, pushUndo }: AirTrailImportModalProps) {
+  const { t, locale } = useTranslation()
+  const toast = useToast()
+  const trip = useTripStore(s => s.trip)
+  const reservations = useTripStore(s => s.reservations)
+  const loadReservations = useTripStore(s => s.loadReservations)
+  const mouseDownTarget = useRef<EventTarget | null>(null)
+
+  const [loading, setLoading] = useState(false)
+  const [importing, setImporting] = useState(false)
+  const [error, setError] = useState('')
+  const [flights, setFlights] = useState<AirtrailFlight[]>([])
+  const [selected, setSelected] = useState<Set<string>>(() => new Set())
+
+  // AirTrail flight ids already linked to a reservation in this trip.
+  const importedIds = useMemo(() => {
+    const set = new Set<string>()
+    for (const r of reservations) {
+      if (r.external_source === 'airtrail' && r.external_id) set.add(String(r.external_id))
+    }
+    return set
+  }, [reservations])
+
+  const inRange = (f: AirtrailFlight): boolean =>
+    !!(f.date && trip?.start_date && trip?.end_date && f.date >= trip.start_date && f.date <= trip.end_date)
+
+  useEffect(() => {
+    if (!isOpen) return
+    setError('')
+    setSelected(new Set())
+    setLoading(true)
+    airtrailApi
+      .flights()
+      .then((d: { flights: AirtrailFlight[] }) => {
+        const list = d.flights ?? []
+        setFlights(list)
+        // Pre-select the flights that fall inside the trip and aren't imported yet.
+        const pre = new Set<string>()
+        for (const f of list) if (inRange(f) && !importedIds.has(f.id)) pre.add(f.id)
+        setSelected(pre)
+      })
+      .catch((err: any) => setError(err?.response?.data?.error ?? t('reservations.airtrail.loadError')))
+      .finally(() => setLoading(false))
+    // eslint-disable-next-line react-hooks/exhaustive-deps
+  }, [isOpen])
+
+  const { during, others } = useMemo(() => {
+    const during: AirtrailFlight[] = []
+    const others: AirtrailFlight[] = []
+    for (const f of flights) (inRange(f) ? during : others).push(f)
+    const byDateDesc = (a: AirtrailFlight, b: AirtrailFlight) => (b.date ?? '').localeCompare(a.date ?? '')
+    return { during: during.sort(byDateDesc), others: others.sort(byDateDesc) }
+    // eslint-disable-next-line react-hooks/exhaustive-deps
+  }, [flights, trip?.start_date, trip?.end_date])
+
+  const toggle = (id: string) => {
+    setSelected(prev => {
+      const next = new Set(prev)
+      if (next.has(id)) next.delete(id)
+      else next.add(id)
+      return next
+    })
+  }
+
+  const handleClose = () => { onClose() }
+
+  const handleImport = async () => {
+    const ids = [...selected].filter(id => !importedIds.has(id))
+    if (ids.length === 0 || importing) return
+    setImporting(true)
+    setError('')
+    try {
+      const result: AirtrailImportResult = await airtrailApi.import(tripId, ids)
+      await loadReservations(tripId)
+
+      const imported = result.imported ?? []
+      if (imported.length > 0) {
+        pushUndo?.(t('reservations.airtrail.undo'), async () => {
+          const linked = useTripStore.getState().reservations.filter(
+            r => r.external_source === 'airtrail' && r.external_id && imported.includes(String(r.external_id)),
+          )
+          await Promise.all(linked.map(r => reservationsApi.delete(tripId, r.id).catch(() => {})))
+          await loadReservations(tripId)
+        })
+        toast.success(t('reservations.airtrail.imported', { count: imported.length }))
+      }
+
+      const skippedInTrip = (result.skipped ?? []).filter(s => s.reason === 'already-in-trip').length
+      if (skippedInTrip > 0) toast.warning(t('reservations.airtrail.skippedDuplicate', { count: skippedInTrip }))
+      if (imported.length === 0 && skippedInTrip === 0) toast.warning(t('reservations.airtrail.nothingImported'))
+
+      handleClose()
+    } catch (err: any) {
+      setError(err?.response?.data?.error ?? t('reservations.airtrail.importError'))
+    } finally {
+      setImporting(false)
+    }
+  }
+
+  const selectableCount = [...selected].filter(id => !importedIds.has(id)).length
+
+  if (!isOpen) return null
+
+  const renderFlight = (f: AirtrailFlight) => {
+    const already = importedIds.has(f.id)
+    const isSelected = selected.has(f.id)
+    const label = f.flightNumber ? `${f.airline ? `${f.airline} ` : ''}${f.flightNumber}` : `${f.fromCode ?? '?'} → ${f.toCode ?? '?'}`
+    return (
+      <button
+        key={f.id}
+        onClick={() => !already && toggle(f.id)}
+        disabled={already}
+        className={already ? 'bg-surface-tertiary' : isSelected ? 'bg-surface-secondary' : 'bg-transparent'}
+        style={{
+          width: '100%', textAlign: 'left', borderRadius: 10, padding: '10px 12px', marginBottom: 8,
+          border: `1px solid ${isSelected && !already ? 'var(--accent)' : 'var(--border-primary)'}`,
+          opacity: already ? 0.55 : 1, cursor: already ? 'default' : 'pointer',
+          display: 'flex', gap: 10, alignItems: 'center', fontFamily: 'inherit',
+          transition: 'border-color 0.15s, background 0.15s',
+        }}
+      >
+        <span style={{
+          flexShrink: 0, width: 18, height: 18, borderRadius: 5,
+          border: `1.5px solid ${isSelected || already ? 'var(--accent)' : 'var(--border-primary)'}`,
+          background: isSelected || already ? 'var(--accent)' : 'transparent',
+          display: 'flex', alignItems: 'center', justifyContent: 'center',
+        }}>
+          {(isSelected || already) && <Check size={12} color="var(--accent-text)" strokeWidth={3} />}
+        </span>
+        <Plane size={15} color="#3b82f6" style={{ flexShrink: 0 }} />
+        <span style={{ flex: 1, minWidth: 0 }}>
+          <span style={{ display: 'block', fontSize: 13, fontWeight: 600, color: 'var(--text-primary)', overflow: 'hidden', textOverflow: 'ellipsis', whiteSpace: 'nowrap' }}>{label}</span>
+          <span style={{ display: 'block', fontSize: 11, color: 'var(--text-muted)' }}>
+            {f.fromCode ?? f.fromName ?? '?'} → {f.toCode ?? f.toName ?? '?'}{f.date ? ` · ${fmtDate(f.date, locale)}` : ''}
+          </span>
+        </span>
+        {already && (
+          <span style={{ flexShrink: 0, fontSize: 10, fontWeight: 600, color: 'var(--text-faint)' }}>
+            {t('reservations.airtrail.alreadyImported')}
+          </span>
+        )}
+      </button>
+    )
+  }
+
+  return ReactDOM.createPortal(
+    <div
+      className="bg-[rgba(0,0,0,0.4)]"
+      style={{ position: 'fixed', inset: 0, zIndex: 99999, display: 'flex', alignItems: 'center', justifyContent: 'center', padding: 16 }}
+      onMouseDown={e => { mouseDownTarget.current = e.target }}
+      onClick={e => {
+        if (e.target === e.currentTarget && mouseDownTarget.current === e.currentTarget) handleClose()
+        mouseDownTarget.current = null
+      }}
+    >
+      <div
+        onClick={e => e.stopPropagation()}
+        className="bg-surface-card"
+        style={{ borderRadius: 16, width: '100%', maxWidth: 540, padding: 24, boxShadow: '0 8px 32px rgba(0,0,0,0.2)', fontFamily: 'var(--font-system)', maxHeight: '90vh', display: 'flex', flexDirection: 'column' }}
+      >
+        <div style={{ display: 'flex', alignItems: 'center', gap: 8, marginBottom: 14 }}>
+          <Plane size={16} color="#3b82f6" />
+          <div style={{ flex: 1, fontSize: 15, fontWeight: 700, color: 'var(--text-primary)' }}>
+            {t('reservations.airtrail.title')}
+          </div>
+          <button onClick={handleClose} className="bg-transparent text-content-faint" style={{ border: 'none', cursor: 'pointer', padding: 4, borderRadius: 6, display: 'flex', alignItems: 'center' }}>
+            <X size={16} />
+          </button>
+        </div>
+
+        <div style={{ flex: 1, overflowY: 'auto', minHeight: 0 }}>
+          {loading && (
+            <div className="text-content-faint" style={{ fontSize: 13, textAlign: 'center', padding: '24px 0' }}>
+              {t('common.loading')}
+            </div>
+          )}
+
+          {!loading && flights.length === 0 && !error && (
+            <div className="text-content-faint" style={{ fontSize: 13, textAlign: 'center', padding: '24px 0' }}>
+              {t('reservations.airtrail.empty')}
+            </div>
+          )}
+
+          {!loading && during.length > 0 && (
+            <>
+              <div style={{ fontSize: 12, fontWeight: 700, color: 'var(--text-primary)', margin: '2px 0 8px' }}>
+                {t('reservations.airtrail.duringTrip')}
+              </div>
+              {during.map(renderFlight)}
+            </>
+          )}
+
+          {!loading && others.length > 0 && (
+            <>
+              <div style={{ fontSize: 12, fontWeight: 700, color: 'var(--text-faint)', margin: `${during.length > 0 ? 14 : 2}px 0 8px` }}>
+                {t('reservations.airtrail.otherFlights')}
+              </div>
+              {others.map(renderFlight)}
+            </>
+          )}
+
+          {error && (
+            <div className="bg-[rgba(239,68,68,0.08)] text-[#b91c1c]" style={{ border: '1px solid rgba(239,68,68,0.35)', borderRadius: 10, padding: '8px 10px', fontSize: 12, whiteSpace: 'pre-wrap', marginTop: 8 }}>
+              {error}
+            </div>
+          )}
+        </div>
+
+        <div style={{ display: 'flex', gap: 8, justifyContent: 'flex-end', marginTop: 14, paddingTop: 14, borderTop: '1px solid var(--border-faint)' }}>
+          <button
+            onClick={handleClose}
+            style={{ padding: '8px 16px', borderRadius: 10, border: '1px solid var(--border-primary)', background: 'none', color: 'var(--text-primary)', fontSize: 13, fontWeight: 500, cursor: 'pointer', fontFamily: 'inherit' }}
+          >
+            {t('common.cancel')}
+          </button>
+          <button
+            onClick={handleImport}
+            disabled={selectableCount === 0 || importing}
+            className={selectableCount > 0 && !importing ? 'bg-accent text-accent-text' : 'bg-surface-tertiary text-content-faint'}
+            style={{ padding: '8px 16px', borderRadius: 10, border: 'none', fontSize: 13, fontWeight: 500, cursor: selectableCount > 0 && !importing ? 'pointer' : 'default', fontFamily: 'inherit' }}
+          >
+            {importing ? t('common.loading') : t('reservations.airtrail.importCta', { count: selectableCount })}
+          </button>
+        </div>
+      </div>
+    </div>,
+    document.body,
+  )
+}

client/src/components/Planner/DayPlanSidebar.constants.ts

@@ -2,6 +2,7 @@ import {
   FileText, Info, Clock, MapPin, Navigation, Train, Plane, Bus, Car, Ship,
   Coffee, Ticket, Star, Heart, Camera, Flag, Lightbulb, AlertTriangle,
   ShoppingBag, Bookmark, Hotel, Utensils, Users, Sailboat, Bike, CarTaxiFront, Route,
+  Wine, ParkingSquare, Fuel, Footprints, Mountain, Waves, Sun, Umbrella, Music, Landmark, Gift,
 } from 'lucide-react'
 
 export const RES_ICONS = { flight: Plane, hotel: Hotel, restaurant: Utensils, train: Train, car: Car, cruise: Ship, bus: Bus, ferry: Sailboat, bicycle: Bike, taxi: CarTaxiFront, transport_other: Route, event: Ticket, tour: Users, other: FileText }
@@ -27,6 +28,18 @@ export const NOTE_ICONS = [
   { id: 'AlertTriangle', Icon: AlertTriangle },
   { id: 'ShoppingBag', Icon: ShoppingBag },
   { id: 'Bookmark', Icon: Bookmark },
+  { id: 'Utensils', Icon: Utensils },
+  { id: 'Wine', Icon: Wine },
+  { id: 'ParkingSquare', Icon: ParkingSquare },
+  { id: 'Fuel', Icon: Fuel },
+  { id: 'Footprints', Icon: Footprints },
+  { id: 'Mountain', Icon: Mountain },
+  { id: 'Waves', Icon: Waves },
+  { id: 'Sun', Icon: Sun },
+  { id: 'Umbrella', Icon: Umbrella },
+  { id: 'Music', Icon: Music },
+  { id: 'Landmark', Icon: Landmark },
+  { id: 'Gift', Icon: Gift },
 ]
 const NOTE_ICON_MAP = Object.fromEntries(NOTE_ICONS.map(({ id, Icon }) => [id, Icon]))
 export function getNoteIcon(iconId) { return NOTE_ICON_MAP[iconId] || FileText }

client/src/components/Planner/DayPlanSidebar.test.tsx

@@ -1708,4 +1708,49 @@ describe('DayPlanSidebar', () => {
     expect(onEditTransport).toHaveBeenCalledWith(res)
     expect(onEditReservation).not.toHaveBeenCalled()
   })
+
+  // ── showRouteToolsWhenExpanded (mobile route tools) ───────────────────────
+
+  it('FE-PLANNER-DAYPLAN-099: showRouteToolsWhenExpanded shows route tools on expanded day without selection', () => {
+    const places = [
+      buildPlace({ id: 1, name: 'A', lat: 48.85, lng: 2.35 }),
+      buildPlace({ id: 2, name: 'B', lat: 48.86, lng: 2.36 }),
+    ]
+    const day = buildDay({ id: 10, date: '2025-06-01', title: 'Day 1' })
+    const assigns = {
+      '10': [
+        buildAssignment({ id: 1, day_id: 10, order_index: 0, place: places[0] }),
+        buildAssignment({ id: 2, day_id: 10, order_index: 1, place: places[1] }),
+      ],
+    }
+    render(<DayPlanSidebar {...makeDefaultProps({
+      days: [day], places, assignments: assigns, selectedDayId: null, showRouteToolsWhenExpanded: true,
+    })} />)
+    // Days are expanded by default, so route tools must be visible even with no selected day
+    expect(screen.getByRole('button', { name: /optimize/i })).toBeInTheDocument()
+  })
+
+  it('FE-PLANNER-DAYPLAN-100: optimize via showRouteToolsWhenExpanded reorders the expanded day', async () => {
+    const user = userEvent.setup()
+    const onReorder = vi.fn().mockResolvedValue(undefined)
+    const places = [
+      buildPlace({ id: 1, name: 'A', lat: 48.85, lng: 2.35 }),
+      buildPlace({ id: 2, name: 'B', lat: 48.86, lng: 2.36 }),
+      buildPlace({ id: 3, name: 'C', lat: 48.87, lng: 2.37 }),
+    ]
+    const day = buildDay({ id: 10, date: '2025-06-01', title: 'Day 1' })
+    const assigns = {
+      '10': [
+        buildAssignment({ id: 1, day_id: 10, order_index: 0, place: places[0] }),
+        buildAssignment({ id: 2, day_id: 10, order_index: 1, place: places[1] }),
+        buildAssignment({ id: 3, day_id: 10, order_index: 2, place: places[2] }),
+      ],
+    }
+    render(<DayPlanSidebar {...makeDefaultProps({
+      days: [day], places, assignments: assigns, selectedDayId: null, onReorder, showRouteToolsWhenExpanded: true,
+    })} />)
+    const optimizeBtn = screen.getByRole('button', { name: /optimize/i })
+    await user.click(optimizeBtn)
+    await waitFor(() => expect(onReorder).toHaveBeenCalledWith(10, expect.any(Array)))
+  })
 })

client/src/components/Planner/DayPlanSidebar.tsx

@@ -51,6 +51,8 @@ interface DayPlanSidebarProps {
   onDayDetail: (day: Day) => void
   accommodations?: Accommodation[]
   onReorder: (dayId: number, orderedIds: number[]) => void
+  onReorderDays?: (orderedIds: number[]) => void
+  onAddDay?: (position?: number) => void
   onUpdateDayTitle: (dayId: number, title: string) => void
   onRouteCalculated: (route: RouteResult | null) => void
   onAssignToDay: (placeId: number, dayId: number, position?: number) => void
@@ -82,6 +84,8 @@ interface DayPlanSidebarProps {
   onAddBookingToAssignment?: (dayId: number, assignmentId: number) => void
   initialScrollTop?: number
   onScrollTopChange?: (top: number) => void
+  /** Mobile: show the route tools footer (Route toggle / Optimize / travel profile) on expanded days, since selecting a day closes the sheet */
+  showRouteToolsWhenExpanded?: boolean
 }
 
 /**
@@ -96,7 +100,7 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
   trip, days, places, categories, assignments,
   selectedDayId, selectedPlaceId, selectedAssignmentId,
   onSelectDay, onPlaceClick, onDayDetail, accommodations = [],
-  onReorder, onUpdateDayTitle, onRouteCalculated,
+  onReorder, onReorderDays, onAddDay, onUpdateDayTitle, onRouteCalculated,
   onAssignToDay, onRemoveAssignment, onEditPlace, onDeletePlace,
   reservations = [],
   visibleConnectionIds = [],
@@ -123,6 +127,7 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
   onAddBookingToAssignment,
   initialScrollTop,
   onScrollTopChange,
+  showRouteToolsWhenExpanded = false,
   } = props
   const toast = useToast()
   const { t, language, locale } = useTranslation()
@@ -171,7 +176,7 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
   const [timeConfirm, setTimeConfirm] = useState<{
     dayId: number; fromId: number; time: string;
     // For drag & drop reorder
-    fromType?: string; toType?: string; toId?: number; insertAfter?: boolean;
+    fromType?: string; toType?: string; toId?: number; insertAfter?: boolean; toLegIndex?: number | null;
     // For arrow reorder
     reorderIds?: number[];
   } | null>(null)
@@ -376,14 +381,30 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
     if (legsAbortRef.current) legsAbortRef.current.abort()
     if (!selectedDayId || !routeShown) { setRouteLegs({}); return }
     const merged = mergedItemsMap[selectedDayId] || []
+    const epLoc = (r: any, role: 'from' | 'to'): { lat: number; lng: number } | null => {
+      const e = (r.endpoints || []).find((x: any) => x.role === role)
+      return e && e.lat != null && e.lng != null ? { lat: e.lat, lng: e.lng } : null
+    }
     const runs: { id: number; lat: number; lng: number }[][] = []
     let cur: { id: number; lat: number; lng: number }[] = []
     for (const it of merged) {
       if (it.type === 'place' && it.data.place?.lat && it.data.place?.lng) {
         cur.push({ id: it.data.id, lat: it.data.place.lat, lng: it.data.place.lng })
       } else if (it.type === 'transport') {
-        if (cur.length >= 2) runs.push(cur)
-        cur = []
+        const r = it.data
+        const from = epLoc(r, 'from'), to = epLoc(r, 'to')
+        if (from || to) {
+          // Located transport: route to its departure point, break the run (the
+          // flight/train itself isn't driven), and let its arrival start the next.
+          if (from) cur.push({ id: r.id, lat: from.lat, lng: from.lng })
+          if (cur.length >= 2) runs.push(cur)
+          cur = []
+          if (to) cur.push({ id: r.id, lat: to.lat, lng: to.lng })
+        } else if (cur.length > 0) {
+          // No location: ignore for routing, but attribute the through-leg to the
+          // booking so its distance/duration shows under it (purely cosmetic).
+          cur[cur.length - 1] = { ...cur[cur.length - 1], id: r.id }
+        }
       }
     }
     if (cur.length >= 2) runs.push(cur)
@@ -471,6 +492,9 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
     const assignmentIds: number[] = []
     const noteUpdates: { id: number; sort_order: number }[] = []
     const transportUpdates: { id: number; day_plan_position: number }[] = []
+    // Multi-leg flight legs share a reservation id, so their positions can't live in
+    // the single per-booking slot — collect them per leg, keyed reservationId → legIndex → pos.
+    const legPosUpdates: Record<number, Record<number, number>> = {}
 
     let placeCount = 0
     let i = 0
@@ -491,7 +515,10 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
         group.forEach((g, idx) => {
           const pos = base + (idx + 1) / (group.length + 1)
           if (g.type === 'note') noteUpdates.push({ id: g.data.id, sort_order: pos })
-          else if (g.type === 'transport') transportUpdates.push({ id: g.data.id, day_plan_position: pos })
+          else if (g.type === 'transport') {
+            if (g.data.__leg) ((legPosUpdates[g.data.id] ??= {})[g.data.__leg.index] = pos)
+            else transportUpdates.push({ id: g.data.id, day_plan_position: pos })
+          }
         })
       }
     }
@@ -510,6 +537,30 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
         }))
         setTransportPosVersion(v => v + 1)
       }
+      // Per-leg positions of multi-leg flights live in metadata.legs[i].day_positions
+      // (the single per-booking slot can't hold one position per leg).
+      const legResIds = Object.keys(legPosUpdates)
+      if (legResIds.length) {
+        for (const ridStr of legResIds) {
+          const rid = Number(ridStr)
+          const r = useTripStore.getState().reservations.find(x => x.id === rid)
+          if (!r) continue
+          let parsed: any = {}
+          try { parsed = typeof r.metadata === 'string' ? JSON.parse(r.metadata || '{}') : (r.metadata || {}) } catch { parsed = {} }
+          if (!Array.isArray(parsed.legs)) continue
+          const legs = parsed.legs.map((leg: any, i: number) => {
+            const pos = legPosUpdates[rid][i]
+            return pos == null ? leg : { ...leg, day_positions: { ...(leg.day_positions || {}), [dayId]: pos } }
+          })
+          // Send metadata as an OBJECT (like the form does) — passing a JSON string
+          // here double-encodes it on the server, which wipes metadata.legs on read
+          // and collapses the flight back to a single span.
+          const newMeta = { ...parsed, legs }
+          useTripStore.setState(state => ({ reservations: state.reservations.map(x => (x.id === rid ? { ...x, metadata: newMeta } : x)) }))
+          await tripActions.updateReservation(tripId, rid, { metadata: newMeta })
+        }
+        setTransportPosVersion(v => v + 1)
+      }
       if (assignmentIds.length) await onReorder(dayId, assignmentIds)
       if (transportUpdates.length) {
         onRouteRefresh?.()
@@ -528,8 +579,11 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
     } catch (err: unknown) { toast.error(err instanceof Error ? err.message : t('common.unknownError')) }
   }
 
-  const handleMergedDrop = async (dayId, fromType, fromId, toType, toId, insertAfter = false) => {
+  const handleMergedDrop = async (dayId, fromType, fromId, toType, toId, insertAfter = false, toLegIndex = null) => {
     const m = getMergedItems(dayId)
+    // Multi-leg flights expose one item per leg sharing the same reservation id;
+    // disambiguate the drop target by leg index so you can drop BETWEEN legs.
+    const matchTo = (i: any) => i.type === toType && i.data.id === toId && (toLegIndex == null || i.data?.__leg?.index === toLegIndex)
 
     // Check if a timed place is being moved → would it break chronological order?
     if (fromType === 'place') {
@@ -537,11 +591,11 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
       const fromMinutes = parseTimeToMinutes(fromItem?.data?.place?.place_time)
       if (fromItem && fromMinutes !== null) {
         const fromIdx = m.findIndex(i => i.type === fromType && i.data.id === fromId)
-        const toIdx = m.findIndex(i => i.type === toType && i.data.id === toId)
+        const toIdx = m.findIndex(matchTo)
         if (fromIdx !== -1 && toIdx !== -1) {
           const simulated = [...m]
           const [moved] = simulated.splice(fromIdx, 1)
-          let insertIdx = simulated.findIndex(i => i.type === toType && i.data.id === toId)
+          let insertIdx = simulated.findIndex(matchTo)
           if (insertIdx === -1) insertIdx = simulated.length
           if (insertAfter) insertIdx += 1
           simulated.splice(insertIdx, 0, moved)
@@ -558,7 +612,7 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
           if (!isChronological) {
             const placeTime = fromItem.data.place.place_time
             const timeStr = placeTime.includes(':') ? placeTime.substring(0, 5) : placeTime
-            setTimeConfirm({ dayId, fromType, fromId, toType, toId, insertAfter, time: timeStr })
+            setTimeConfirm({ dayId, fromType, fromId, toType, toId, insertAfter, toLegIndex, time: timeStr })
             setDraggingId(null); setDropTargetKey(null); dragDataRef.current = null
             return
           }
@@ -568,7 +622,7 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
 
     // Build new order: remove the dragged item, insert at target position
     const fromIdx = m.findIndex(i => i.type === fromType && i.data.id === fromId)
-    const toIdx = m.findIndex(i => i.type === toType && i.data.id === toId)
+    const toIdx = m.findIndex(matchTo)
     if (fromIdx === -1 || toIdx === -1 || fromIdx === toIdx) {
       setDraggingId(null); setDropTargetKey(null); dragDataRef.current = null
       return
@@ -576,7 +630,7 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
 
     const newOrder = [...m]
     const [moved] = newOrder.splice(fromIdx, 1)
-    let adjustedTo = newOrder.findIndex(i => i.type === toType && i.data.id === toId)
+    let adjustedTo = newOrder.findIndex(matchTo)
     if (adjustedTo === -1) adjustedTo = newOrder.length
     if (insertAfter) adjustedTo += 1
     newOrder.splice(adjustedTo, 0, moved)
@@ -590,7 +644,7 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
   const confirmTimeRemoval = async () => {
     if (!timeConfirm) return
     const saved = { ...timeConfirm }
-    const { dayId, fromId, reorderIds, fromType, toType, toId, insertAfter } = saved
+    const { dayId, fromId, reorderIds, fromType, toType, toId, insertAfter, toLegIndex } = saved
     setTimeConfirm(null)
 
     // Remove time from assignment
@@ -633,13 +687,14 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
 
     // Drag & drop reorder
     if (fromType && toType) {
+      const matchTo = (i: any) => i.type === toType && i.data.id === toId && (toLegIndex == null || i.data?.__leg?.index === toLegIndex)
       const fromIdx = m.findIndex(i => i.type === fromType && i.data.id === fromId)
-      const toIdx = m.findIndex(i => i.type === toType && i.data.id === toId)
+      const toIdx = m.findIndex(matchTo)
       if (fromIdx === -1 || toIdx === -1 || fromIdx === toIdx) return
 
       const newOrder = [...m]
       const [moved] = newOrder.splice(fromIdx, 1)
-      let adjustedTo = newOrder.findIndex(i => i.type === toType && i.data.id === toId)
+      let adjustedTo = newOrder.findIndex(matchTo)
       if (adjustedTo === -1) adjustedTo = newOrder.length
       if (insertAfter) adjustedTo += 1
       newOrder.splice(adjustedTo, 0, moved)
@@ -690,18 +745,20 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
     pushUndo?.(t('undo.lock'), () => { setLockedIds(prevLocked) })
   }
 
-  const handleOptimize = async () => {
-    if (!selectedDayId) return
-    const da = getDayAssignments(selectedDayId)
+  const handleOptimize = async (dayId: number | null = selectedDayId) => {
+    if (!dayId) return
+    const da = getDayAssignments(dayId)
     if (da.length < 3) return
 
     const prevIds = da.map(a => a.id)
 
-    // Separate locked (stay at their index) and unlocked assignments
+    // Separate fixed (stay at their index) and movable assignments. A place is
+    // fixed if it's locked OR has a set time — timed places are anchored by their
+    // time, so the optimizer must not reshuffle them.
     const locked = new Map() // index -> assignment
     const unlocked = []
     da.forEach((a, i) => {
-      if (lockedIds.has(a.id)) locked.set(i, a)
+      if (lockedIds.has(a.id) || a.place?.place_time) locked.set(i, a)
       else unlocked.push(a)
     })
 
@@ -710,7 +767,7 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
     const unlockedNoCoords = unlocked.filter(a => !a.place?.lat || !a.place?.lng)
     // Anchor the route on the day's accommodation (when enabled): a loop out from and back to the
     // hotel, or — on a transfer day — a run from the hotel you leave to the one you arrive at.
-    const day = days.find(d => d.id === selectedDayId)
+    const day = days.find(d => d.id === dayId)
     const anchors = day && useSettingsStore.getState().settings.optimize_from_accommodation !== false
       ? getAccommodationAnchors(day, days, accommodations)
       : {}
@@ -727,10 +784,10 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
       if (!result[i]) result[i] = optimizedQueue[qi++]
     }
 
-    await onReorder(selectedDayId, result.map(a => a.id))
+    await onReorder(dayId, result.map(a => a.id))
     const usedHotel = !!(anchors.start || anchors.end)
     toast.success(usedHotel ? t('dayplan.toast.routeOptimizedFromHotel') : t('dayplan.toast.routeOptimized'))
-    const capturedDayId = selectedDayId
+    const capturedDayId = dayId
     pushUndo?.(t('undo.optimize'), async () => {
       await tripActions.reorderAssignments(tripId, capturedDayId, prevIds)
     })
@@ -814,6 +871,8 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
     onDayDetail,
     accommodations,
     onReorder,
+    onReorderDays,
+    onAddDay,
     onUpdateDayTitle,
     onRouteCalculated,
     onAssignToDay,
@@ -845,6 +904,7 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
     onAddBookingToAssignment,
     initialScrollTop,
     onScrollTopChange,
+    showRouteToolsWhenExpanded,
     toast,
     t,
     language,
@@ -958,6 +1018,8 @@ const DayPlanSidebar = React.memo(function DayPlanSidebar(props: DayPlanSidebarP
     onDayDetail,
     accommodations,
     onReorder,
+    onReorderDays,
+    onAddDay,
     onUpdateDayTitle,
     onRouteCalculated,
     onAssignToDay,
@@ -989,6 +1051,7 @@ const DayPlanSidebar = React.memo(function DayPlanSidebar(props: DayPlanSidebarP
     onAddBookingToAssignment,
     initialScrollTop,
     onScrollTopChange,
+    showRouteToolsWhenExpanded,
     toast,
     t,
     language,
@@ -1109,6 +1172,9 @@ const DayPlanSidebar = React.memo(function DayPlanSidebar(props: DayPlanSidebarP
         undoHover={undoHover}
         setUndoHover={setUndoHover}
         lastActionLabel={lastActionLabel}
+        canEditDays={canEditDays}
+        onReorderDays={onReorderDays}
+        onAddDay={onAddDay}
       />
 
       {/* Tagesliste */}
@@ -1311,6 +1377,8 @@ const DayPlanSidebar = React.memo(function DayPlanSidebar(props: DayPlanSidebarP
                       const isAfter = dropTargetRef.current.startsWith('transport-after-')
                       const parts = dropTargetRef.current.replace('transport-after-', '').replace('transport-', '').split('-')
                       const transportId = Number(parts[0])
+                      const legPart = parts.find(p => /^leg\d+$/.test(p))
+                      const toLegIndex = legPart ? Number(legPart.slice(3)) : null
 
                       if (placeId) {
                         onAssignToDay?.(parseInt(placeId), day.id)
@@ -1318,15 +1386,15 @@ const DayPlanSidebar = React.memo(function DayPlanSidebar(props: DayPlanSidebarP
                         const r = reservations.find(x => x.id === Number(fromReservationId))
                         if (r) { const update = computeMultiDayMove(r, day.id, phase); tripActions.updateReservation(tripId, r.id, update).catch((err: unknown) => toast.error(err instanceof Error ? err.message : t('common.unknownError'))) }
                       } else if (fromReservationId) {
-                        handleMergedDrop(day.id, 'transport', Number(fromReservationId), 'transport', transportId, isAfter)
+                        handleMergedDrop(day.id, 'transport', Number(fromReservationId), 'transport', transportId, isAfter, toLegIndex)
                       } else if (assignmentId && fromDayId !== day.id) {
                         tripActions.moveAssignment(tripId, Number(assignmentId), fromDayId, day.id).catch((err: unknown) => toast.error(err instanceof Error ? err.message : t('common.unknownError')))
                       } else if (assignmentId) {
-                        handleMergedDrop(day.id, 'place', Number(assignmentId), 'transport', transportId, isAfter)
+                        handleMergedDrop(day.id, 'place', Number(assignmentId), 'transport', transportId, isAfter, toLegIndex)
                       } else if (noteId && fromDayId !== day.id) {
                         tripActions.moveDayNote(tripId, fromDayId, day.id, Number(noteId)).catch((err: unknown) => toast.error(err instanceof Error ? err.message : t('common.unknownError')))
                       } else if (noteId) {
-                        handleMergedDrop(day.id, 'note', Number(noteId), 'transport', transportId, isAfter)
+                        handleMergedDrop(day.id, 'note', Number(noteId), 'transport', transportId, isAfter, toLegIndex)
                       }
                       setDraggingId(null); setDropTargetKey(null); dragDataRef.current = null; window.__dragData = null
                       return
@@ -1372,9 +1440,10 @@ const DayPlanSidebar = React.memo(function DayPlanSidebar(props: DayPlanSidebarP
                     </div>
                   ) : (
                     merged.map((item, idx) => {
-                      const itemKey = item.type === 'transport' ? `transport-${item.data.id}-${day.id}` : (item.type === 'place' ? `place-${item.data.id}` : `note-${item.data.id}`)
+                      const legSuffix = item.data?.__leg ? `-leg${item.data.__leg.index}` : ''
+                      const itemKey = item.type === 'transport' ? `transport-${item.data.id}${legSuffix}-${day.id}` : (item.type === 'place' ? `place-${item.data.id}` : `note-${item.data.id}`)
                       const showDropLine = (!!draggingId || !!dropTargetKey) && dropTargetKey === itemKey
-                      const showDropLineAfter = item.type === 'transport' && (!!draggingId || !!dropTargetKey) && dropTargetKey === `transport-after-${item.data.id}-${day.id}`
+                      const showDropLineAfter = item.type === 'transport' && (!!draggingId || !!dropTargetKey) && dropTargetKey === `transport-after-${item.data.id}${legSuffix}-${day.id}`
 
                       if (item.type === 'place') {
                         const assignment = item.data
@@ -1722,7 +1791,13 @@ const DayPlanSidebar = React.memo(function DayPlanSidebar(props: DayPlanSidebarP
 
                         // Subtitle aus Metadaten zusammensetzen
                         let subtitle = ''
-                        if (res.type === 'flight') {
+                        if (res.__leg) {
+                          // One leg of a multi-leg flight — show this segment's own route.
+                          const parts = [res.__leg.airline, res.__leg.flight_number].filter(Boolean)
+                          if (res.__leg.from || res.__leg.to)
+                            parts.push([res.__leg.from, res.__leg.to].filter(Boolean).join(' → '))
+                          subtitle = parts.join(' · ')
+                        } else if (res.type === 'flight') {
                           const parts = [meta.airline, meta.flight_number].filter(Boolean)
                           if (meta.departure_airport || meta.arrival_airport)
                             parts.push([meta.departure_airport, meta.arrival_airport].filter(Boolean).join(' → '))
@@ -1731,28 +1806,32 @@ const DayPlanSidebar = React.memo(function DayPlanSidebar(props: DayPlanSidebarP
                           subtitle = [meta.train_number, meta.platform ? `Gl. ${meta.platform}` : '', meta.seat ? `Sitz ${meta.seat}` : ''].filter(Boolean).join(' · ')
                         }
 
-                        // Multi-day span phase
-                        const spanLabel = getSpanLabel(res, spanPhase)
+                        // Multi-day span phase (single-leg / non-flight only — a
+                        // multi-leg flight is shown as one row per leg, see below).
+                        const spanLabel = res.__leg ? null : getSpanLabel(res, spanPhase)
                         const displayTime = getDisplayTimeForDay(res, day.id)
+                        const legKey = res.__leg ? `leg${res.__leg.index}` : 'x'
 
                         return (
-                          <React.Fragment key={`transport-${res.id}-${day.id}`}>
+                          <React.Fragment key={`transport-${res.id}-${legKey}-${day.id}`}>
                           <div
                             onClick={() => {
                               if (!canEditDays) return
-                              if (TRANSPORT_TYPES.has(res.type)) onEditTransport?.(res)
-                              else onEditReservation?.(res)
+                              const target = reservations.find(x => x.id === res.id) ?? res
+                              if (TRANSPORT_TYPES.has(res.type)) onEditTransport?.(target)
+                              else onEditReservation?.(target)
                             }}
                             onDragOver={e => {
                               e.preventDefault(); e.stopPropagation()
                               const rect = e.currentTarget.getBoundingClientRect()
                               const inBottom = e.clientY > rect.top + rect.height / 2
-                              const key = inBottom ? `transport-after-${res.id}-${day.id}` : `transport-${res.id}-${day.id}`
+                              const ls = res.__leg ? `-leg${res.__leg.index}` : ''
+                              const key = inBottom ? `transport-after-${res.id}${ls}-${day.id}` : `transport-${res.id}${ls}-${day.id}`
                               if (dropTargetRef.current !== key) setDropTargetKey(key)
                             }}
-                            draggable={canEditDays && spanPhase !== 'middle'}
+                            draggable={canEditDays && spanPhase !== 'middle' && !res.__leg}
                             onDragStart={e => {
-                              if (!canEditDays || spanPhase === 'middle') { e.preventDefault(); return }
+                              if (!canEditDays || spanPhase === 'middle' || res.__leg) { e.preventDefault(); return }
                               // setData is required for the drag to start reliably (Firefox) and
                               // matches how place/note items initiate their drag.
                               e.dataTransfer.setData('reservationId', String(res.id))
@@ -1773,15 +1852,15 @@ const DayPlanSidebar = React.memo(function DayPlanSidebar(props: DayPlanSidebarP
                                 const r2 = reservations.find(x => x.id === Number(fromReservationId))
                                 if (r2) { const update = computeMultiDayMove(r2, day.id, phase); tripActions.updateReservation(tripId, r2.id, update).catch((err: unknown) => toast.error(err instanceof Error ? err.message : t('common.unknownError'))) }
                               } else if (fromReservationId) {
-                                handleMergedDrop(day.id, 'transport', Number(fromReservationId), 'transport', res.id, insertAfter)
+                                handleMergedDrop(day.id, 'transport', Number(fromReservationId), 'transport', res.id, insertAfter, res.__leg?.index ?? null)
                               } else if (fromAssignmentId && fromDayId !== day.id) {
                                 tripActions.moveAssignment(tripId, Number(fromAssignmentId), fromDayId, day.id).catch((err: unknown) => toast.error(err instanceof Error ? err.message : t('common.unknownError')))
                               } else if (fromAssignmentId) {
-                                handleMergedDrop(day.id, 'place', Number(fromAssignmentId), 'transport', res.id, insertAfter)
+                                handleMergedDrop(day.id, 'place', Number(fromAssignmentId), 'transport', res.id, insertAfter, res.__leg?.index ?? null)
                               } else if (noteId && fromDayId !== day.id) {
                                 tripActions.moveDayNote(tripId, fromDayId, day.id, Number(noteId)).catch((err: unknown) => toast.error(err instanceof Error ? err.message : t('common.unknownError')))
                               } else if (noteId) {
-                                handleMergedDrop(day.id, 'note', Number(noteId), 'transport', res.id, insertAfter)
+                                handleMergedDrop(day.id, 'note', Number(noteId), 'transport', res.id, insertAfter, res.__leg?.index ?? null)
                               }
                               setDraggingId(null); setDropTargetKey(null); dragDataRef.current = null; window.__dragData = null
                             }}
@@ -1801,7 +1880,7 @@ const DayPlanSidebar = React.memo(function DayPlanSidebar(props: DayPlanSidebarP
                               opacity: draggingId === res.id ? 0.4 : spanPhase === 'middle' ? 0.65 : 1,
                             }}
                           >
-                            {canEditDays && spanPhase !== 'middle' && (
+                            {canEditDays && spanPhase !== 'middle' && !res.__leg && (
                               <div className="dp-grip" style={{ flexShrink: 0, color: 'var(--text-faint)', display: 'flex', alignItems: 'center', opacity: 0.3, transition: 'opacity 0.15s', cursor: 'grab' }}>
                                 <GripVertical size={13} strokeWidth={1.8} />
                               </div>
@@ -1846,7 +1925,7 @@ const DayPlanSidebar = React.memo(function DayPlanSidebar(props: DayPlanSidebarP
                                 </div>
                               )}
                             </div>
-                            {onToggleConnection && (res.endpoints || []).length >= 2 && (() => {
+                            {onToggleConnection && (!res.__leg || res.__leg.index === 0) && (res.endpoints || []).length >= 2 && (() => {
                               const active = visibleConnectionIds.includes(res.id)
                               return (
                                 <button
@@ -1870,6 +1949,7 @@ const DayPlanSidebar = React.memo(function DayPlanSidebar(props: DayPlanSidebarP
                               )
                             })()}
                           </div>
+                          {routeLegs[res.id] && <RouteConnector seg={routeLegs[res.id]} profile={routeProfile} />}
                           </React.Fragment>
                         )
                       }
@@ -2021,7 +2101,7 @@ const DayPlanSidebar = React.memo(function DayPlanSidebar(props: DayPlanSidebarP
                   </div>
 
                   {/* Routen-Werkzeuge (ausgewählter Tag, 2+ Orte) */}
-                  {isSelected && getDayAssignments(day.id).length >= 2 && (
+                  {(isSelected || (showRouteToolsWhenExpanded && isExpanded)) && getDayAssignments(day.id).length >= 2 && (
                     <div style={{ padding: '10px 16px 12px', borderTop: '1px solid var(--border-faint)', display: 'flex', flexDirection: 'column', gap: 7 }}>
                       <div style={{ display: 'flex', gap: 6, alignItems: 'stretch' }}>
                         <button
@@ -2037,7 +2117,7 @@ const DayPlanSidebar = React.memo(function DayPlanSidebar(props: DayPlanSidebarP
                           <RouteIcon size={12} strokeWidth={2} />
                           {t('dayplan.route')}
                         </button>
-                        <button onClick={handleOptimize} className="bg-surface-hover text-content-secondary" style={{
+                        <button onClick={() => handleOptimize(day.id)} className="bg-surface-hover text-content-secondary" style={{
                           flex: 1, display: 'flex', alignItems: 'center', justifyContent: 'center', gap: 5,
                           padding: '6px 0', fontSize: 11, fontWeight: 500, borderRadius: 8, border: 'none',
                           cursor: 'pointer', fontFamily: 'inherit',
@@ -2066,7 +2146,7 @@ const DayPlanSidebar = React.memo(function DayPlanSidebar(props: DayPlanSidebarP
                           })}
                         </div>
                       </div>
-                      {routeInfo && (
+                      {isSelected && routeInfo && (
                         <div className="text-content-secondary bg-surface-hover" style={{ display: 'flex', justifyContent: 'center', gap: 12, fontSize: 12, borderRadius: 8, padding: '5px 10px' }}>
                           <span>{routeInfo.distance}</span>
                           <span className="text-content-faint">·</span>

client/src/components/Planner/DayPlanSidebarNoteModal.tsx

@@ -58,7 +58,7 @@ export function DayPlanSidebarNoteModal({ noteUi, setNoteUi, noteInputRef, cance
             />
             <textarea
               value={ui.time}
-              maxLength={150}
+              maxLength={250}
               rows={3}
               onChange={e => setNoteUi(prev => ({ ...prev, [dayId]: { ...prev[dayId], time: e.target.value } }))}
               onKeyDown={e => { if (e.key === 'Escape') cancelNote(Number(dayId)) }}
@@ -66,7 +66,7 @@ export function DayPlanSidebarNoteModal({ noteUi, setNoteUi, noteInputRef, cance
               className="text-content"
               style={{ fontSize: 12, border: '1px solid var(--border-primary)', borderRadius: 8, padding: '7px 10px', fontFamily: 'inherit', outline: 'none', width: '100%', boxSizing: 'border-box', resize: 'none', lineHeight: 1.4 }}
             />
-            <div className={(ui.time?.length || 0) >= 140 ? 'text-[#d97706]' : 'text-content-faint'} style={{ textAlign: 'right', fontSize: 11, marginTop: -2 }}>{ui.time?.length || 0}/150</div>
+            <div className={(ui.time?.length || 0) >= 240 ? 'text-[#d97706]' : 'text-content-faint'} style={{ textAlign: 'right', fontSize: 11, marginTop: -2 }}>{ui.time?.length || 0}/250</div>
             <div style={{ display: 'flex', gap: 8, justifyContent: 'flex-end' }}>
               <button onClick={() => cancelNote(Number(dayId))} className="text-content-muted" style={{ fontSize: 12, background: 'none', border: '1px solid var(--border-primary)', borderRadius: 8, padding: '6px 14px', cursor: 'pointer', fontFamily: 'inherit' }}>{t('common.cancel')}</button>
               <button onClick={() => saveNote(Number(dayId))} disabled={!ui.text?.trim()} className={!ui.text?.trim() ? 'bg-[var(--border-primary)] text-content-faint' : 'bg-accent text-accent-text'} style={{ fontSize: 12, border: 'none', borderRadius: 8, padding: '6px 16px', cursor: !ui.text?.trim() ? 'not-allowed' : 'pointer', fontWeight: 600, fontFamily: 'inherit', transition: 'background 0.15s, color 0.15s' }}>

client/src/components/Planner/DayPlanSidebarToolbar.tsx

@@ -1,5 +1,7 @@
-import { ChevronsDownUp, ChevronsUpDown, FileDown, Undo2 } from 'lucide-react'
+import { useState } from 'react'
+import { ChevronsDownUp, ChevronsUpDown, FileDown, Undo2, ArrowUpDown } from 'lucide-react'
 import { downloadTripPDF } from '../PDF/TripPDF'
+import { DayReorderPopup } from './DayReorderPopup'
 import Tooltip from '../shared/Tooltip'
 import { useToast } from '../shared/Toast'
 import type { Trip, Day, Place, Category, AssignmentsMap, Reservation, DayNote } from '../../types'
@@ -27,13 +29,18 @@ interface DayPlanSidebarToolbarProps {
   undoHover: boolean
   setUndoHover: (v: boolean) => void
   lastActionLabel: string | null
+  canEditDays?: boolean
+  onReorderDays?: (orderedIds: number[]) => void
+  onAddDay?: (position?: number) => void
 }
 
 export function DayPlanSidebarToolbar({
   tripId, trip, days, places, categories, assignments, reservations, dayNotes,
   t, locale, toast, pdfHover, setPdfHover, icsHover, setIcsHover,
   expandedDays, setExpandedDays, onUndo, canUndo, undoHover, setUndoHover, lastActionLabel,
+  canEditDays, onReorderDays, onAddDay,
 }: DayPlanSidebarToolbarProps) {
+  const [reorderOpen, setReorderOpen] = useState(false)
   return (
     <div className="border-b border-edge-faint" style={{ padding: '12px 16px', flexShrink: 0 }}>
       <div style={{ display: 'flex', alignItems: 'center', justifyContent: 'flex-end', gap: 8 }}>
@@ -197,6 +204,38 @@ export function DayPlanSidebarToolbar({
             )}
           </div>
         )}
+        {canEditDays && onReorderDays && onAddDay && days.length > 0 && (
+          <div style={{ position: 'relative', flexShrink: 0 }}>
+            <Tooltip label={t('dayplan.reorderDays')} placement="bottom">
+              <button
+                onClick={() => setReorderOpen(v => !v)}
+                aria-label={t('dayplan.reorderDays')}
+                aria-pressed={reorderOpen}
+                style={{
+                  display: 'flex', alignItems: 'center', justifyContent: 'center',
+                  width: 30, height: 30, borderRadius: 8,
+                  border: '1px solid var(--border-primary)',
+                  background: reorderOpen ? 'var(--bg-hover)' : 'none',
+                  color: 'var(--text-primary)', cursor: 'pointer', fontFamily: 'inherit', padding: 0,
+                  transition: 'color 0.15s, border-color 0.15s, background 0.15s',
+                }}
+                onMouseEnter={e => { if (!reorderOpen) e.currentTarget.style.background = 'var(--bg-hover)' }}
+                onMouseLeave={e => { if (!reorderOpen) e.currentTarget.style.background = 'transparent' }}
+              >
+                <ArrowUpDown size={14} strokeWidth={2} />
+              </button>
+            </Tooltip>
+            <DayReorderPopup
+              isOpen={reorderOpen}
+              days={days}
+              t={t}
+              locale={locale}
+              onReorder={onReorderDays}
+              onAddDay={() => onAddDay()}
+              onClose={() => setReorderOpen(false)}
+            />
+          </div>
+        )}
       </div>
     </div>
   )

client/src/components/Planner/DayReorderPopup.tsx

@@ -0,0 +1,143 @@
+import { useState } from 'react'
+import { GripVertical, ArrowUp, ArrowDown, Plus } from 'lucide-react'
+import Modal from '../shared/Modal'
+import type { Day } from '../../types'
+
+interface DayReorderPopupProps {
+  isOpen: boolean
+  days: Day[]
+  t: (key: string, params?: Record<string, any>) => string
+  locale: string
+  onReorder: (orderedIds: number[]) => void
+  onAddDay: () => void
+  onClose: () => void
+}
+
+/**
+ * Modal for moving whole days around: drag a row by its grip or use the up/down
+ * arrows, and add a day at the end. Day headers stay untouched — this is the
+ * single surface for ordering. Reorders are applied optimistically by the store,
+ * so the list reflects each move immediately.
+ */
+export function DayReorderPopup({ isOpen, days, t, locale, onReorder, onAddDay, onClose }: DayReorderPopupProps) {
+  const [dragIndex, setDragIndex] = useState<number | null>(null)
+  const [overIndex, setOverIndex] = useState<number | null>(null)
+
+  const ordered = [...days].sort((a, b) => (a.day_number ?? 0) - (b.day_number ?? 0))
+
+  const label = (day: Day, index: number) => {
+    if (day.title) return day.title
+    if (day.date) {
+      const d = new Date(day.date + 'T00:00:00')
+      return d.toLocaleDateString(locale, { weekday: 'short', day: 'numeric', month: 'short' })
+    }
+    return t('dayplan.dayN', { n: index + 1 })
+  }
+
+  const move = (from: number, to: number) => {
+    if (to < 0 || to >= ordered.length || from === to) return
+    const ids = ordered.map(d => d.id)
+    const [moved] = ids.splice(from, 1)
+    ids.splice(to, 0, moved)
+    onReorder(ids)
+  }
+
+  const cellBtn = {
+    display: 'grid', placeItems: 'center', width: 28, height: 28,
+    border: '1px solid var(--border-faint)', borderRadius: 7,
+    background: 'none', cursor: 'pointer', color: 'var(--text-muted)', padding: 0,
+  } as const
+
+  return (
+    <Modal
+      isOpen={isOpen}
+      onClose={onClose}
+      title={t('dayplan.reorderTitle')}
+      size="md"
+      footer={
+        <div style={{ display: 'flex', alignItems: 'center', justifyContent: 'space-between', gap: 12 }}>
+          <button
+            onClick={onClose}
+            style={{
+              padding: '8px 16px', borderRadius: 8, fontSize: 13, fontWeight: 500,
+              border: '1px solid var(--border-primary)', background: 'none',
+              color: 'var(--text-muted)', cursor: 'pointer', fontFamily: 'inherit',
+            }}
+          >
+            {t('common.close')}
+          </button>
+          <button
+            onClick={onAddDay}
+            className="bg-accent text-accent-text"
+            style={{
+              display: 'flex', alignItems: 'center', gap: 6, padding: '8px 16px',
+              borderRadius: 8, border: 'none', fontSize: 13, fontWeight: 500,
+              cursor: 'pointer', fontFamily: 'inherit',
+            }}
+          >
+            <Plus size={15} strokeWidth={2} />
+            {t('dayplan.addDay')}
+          </button>
+        </div>
+      }
+    >
+      <p style={{ margin: '0 0 14px', fontSize: 12.5, color: 'var(--text-faint)', lineHeight: 1.4 }}>
+        {t('dayplan.reorderHint')}
+      </p>
+
+      <div style={{ display: 'flex', flexDirection: 'column', gap: 4 }}>
+        {ordered.map((day, index) => (
+          <div
+            key={day.id}
+            draggable
+            onDragStart={() => setDragIndex(index)}
+            onDragEnd={() => { setDragIndex(null); setOverIndex(null) }}
+            onDragOver={e => { e.preventDefault(); if (overIndex !== index) setOverIndex(index) }}
+            onDrop={e => {
+              e.preventDefault()
+              if (dragIndex !== null && dragIndex !== index) move(dragIndex, index)
+              setDragIndex(null); setOverIndex(null)
+            }}
+            style={{
+              display: 'flex', alignItems: 'center', gap: 10, padding: '8px 10px',
+              borderRadius: 9,
+              border: '1px solid var(--border-faint)',
+              background: overIndex === index && dragIndex !== null && dragIndex !== index ? 'var(--bg-hover)' : 'var(--bg-card, white)',
+              opacity: dragIndex === index ? 0.5 : 1,
+              outline: overIndex === index && dragIndex !== null && dragIndex !== index ? '2px dashed var(--border-primary)' : 'none',
+              outlineOffset: -2,
+            }}
+          >
+            <GripVertical size={15} strokeWidth={1.8} style={{ cursor: 'grab', color: 'var(--text-faint)', flexShrink: 0 }} />
+            <span style={{
+              flexShrink: 0, width: 24, height: 24, borderRadius: '50%',
+              background: 'var(--bg-hover)', color: 'var(--text-muted)',
+              display: 'grid', placeItems: 'center', fontSize: 11, fontWeight: 700,
+            }}>
+              {index + 1}
+            </span>
+            <span style={{ flex: 1, minWidth: 0, fontSize: 13.5, fontWeight: 500, overflow: 'hidden', textOverflow: 'ellipsis', whiteSpace: 'nowrap' }}>
+              {label(day, index)}
+            </span>
+            <button
+              onClick={() => move(index, index - 1)}
+              disabled={index === 0}
+              aria-label={t('dayplan.moveUp')}
+              style={{ ...cellBtn, opacity: index === 0 ? 0.35 : 1, cursor: index === 0 ? 'default' : 'pointer' }}
+            >
+              <ArrowUp size={14} strokeWidth={2} />
+            </button>
+            <button
+              onClick={() => move(index, index + 1)}
+              disabled={index === ordered.length - 1}
+              aria-label={t('dayplan.moveDown')}
+              style={{ ...cellBtn, opacity: index === ordered.length - 1 ? 0.35 : 1, cursor: index === ordered.length - 1 ? 'default' : 'pointer' }}
+            >
+              <ArrowDown size={14} strokeWidth={2} />
+            </button>
+          </div>
+        ))}
+      </div>
+    </Modal>
+  )
+}

client/src/components/Planner/PlaceFormModal.test.tsx

@@ -253,6 +253,101 @@ describe('PlaceFormModal', () => {
     delete window.__addToast;
   });
 
+  // ── Autocomplete suggestion click (#1192) ─────────────────────────────────────
+  // Selecting a dropdown suggestion does a second `details` lookup which is fragile
+  // (details kill-switch, an overloaded OSM Overpass mirror, upstream errors). When
+  // it yields no usable place the modal must fall back to the reliable text search
+  // instead of dead-ending on "Place search failed".
+
+  async function openSuggestion(user: ReturnType<typeof userEvent.setup>) {
+    const searchInput = screen.getByPlaceholderText('Search places...');
+    await user.type(searchInput, 'Eiffel');
+    // Debounced autocomplete (300ms) then the dropdown renders the suggestion.
+    return screen.findByText('Paris, France');
+  }
+
+  it('FE-PLANNER-PLACEFORM-021b: suggestion click falls back to search when details fails', async () => {
+    const addToast = vi.fn();
+    window.__addToast = addToast;
+    const user = userEvent.setup();
+    server.use(
+      http.post('/api/maps/autocomplete', () =>
+        HttpResponse.json({
+          suggestions: [{ placeId: 'node:123', mainText: 'Eiffel Tower', secondaryText: 'Paris, France' }],
+          source: 'nominatim',
+        }),
+      ),
+      // details rejects (e.g. proxy 504 from a hung Overpass mirror)
+      http.get('/api/maps/details/:placeId', () => HttpResponse.json({ error: 'boom' }, { status: 500 })),
+      http.post('/api/maps/search', () =>
+        HttpResponse.json({
+          places: [{ name: 'Eiffel Tower', address: 'Paris, France', lat: '48.8584', lng: '2.2945' }],
+          source: 'openstreetmap',
+        }),
+      ),
+    );
+
+    render(<PlaceFormModal {...defaultProps} />);
+    const suggestion = await openSuggestion(user);
+    await user.click(suggestion);
+
+    // Form is populated from the search fallback, and no error toast is shown.
+    expect(await screen.findByDisplayValue('48.8584')).toBeInTheDocument();
+    expect(screen.getByDisplayValue('2.2945')).toBeInTheDocument();
+    expect(addToast).not.toHaveBeenCalledWith(expect.anything(), 'error', expect.anything());
+    delete window.__addToast;
+  });
+
+  it('FE-PLANNER-PLACEFORM-021c: suggestion click falls back when details is disabled (place: null)', async () => {
+    const user = userEvent.setup();
+    server.use(
+      http.post('/api/maps/autocomplete', () =>
+        HttpResponse.json({
+          suggestions: [{ placeId: 'node:123', mainText: 'Eiffel Tower', secondaryText: 'Paris, France' }],
+          source: 'nominatim',
+        }),
+      ),
+      http.get('/api/maps/details/:placeId', () => HttpResponse.json({ place: null, disabled: true })),
+      http.post('/api/maps/search', () =>
+        HttpResponse.json({
+          places: [{ name: 'Eiffel Tower', address: 'Paris, France', lat: '48.8584', lng: '2.2945' }],
+          source: 'openstreetmap',
+        }),
+      ),
+    );
+
+    render(<PlaceFormModal {...defaultProps} />);
+    const suggestion = await openSuggestion(user);
+    await user.click(suggestion);
+
+    expect(await screen.findByDisplayValue('48.8584')).toBeInTheDocument();
+  });
+
+  it('FE-PLANNER-PLACEFORM-021d: suggestion click shows error only when the fallback also finds nothing', async () => {
+    const addToast = vi.fn();
+    window.__addToast = addToast;
+    const user = userEvent.setup();
+    server.use(
+      http.post('/api/maps/autocomplete', () =>
+        HttpResponse.json({
+          suggestions: [{ placeId: 'node:123', mainText: 'Eiffel Tower', secondaryText: 'Paris, France' }],
+          source: 'nominatim',
+        }),
+      ),
+      http.get('/api/maps/details/:placeId', () => HttpResponse.json({ place: null, disabled: true })),
+      http.post('/api/maps/search', () => HttpResponse.json({ places: [], source: 'openstreetmap' })),
+    );
+
+    render(<PlaceFormModal {...defaultProps} />);
+    const suggestion = await openSuggestion(user);
+    await user.click(suggestion);
+
+    await waitFor(() => {
+      expect(addToast).toHaveBeenCalledWith('Place search failed.', 'error', undefined);
+    });
+    delete window.__addToast;
+  });
+
   it('FE-PLANNER-PLACEFORM-022: hasMapsKey=false shows OSM active message', () => {
     // hasMapsKey is false by default in beforeEach
     render(<PlaceFormModal {...defaultProps} />);

client/src/components/Planner/PlaceFormModal.tsx

@@ -27,7 +27,7 @@ interface PlaceFormModalProps {
   onClose: () => void
   onSave: (data: PlaceSubmitData, files?: File[]) => Promise<void> | void
   place: Place | null
-  prefillCoords?: { lat: number; lng: number; name?: string; address?: string } | null
+  prefillCoords?: { lat: number; lng: number; name?: string; address?: string; website?: string; phone?: string; osm_id?: string } | null
   tripId: number
   categories: Category[]
   onCategoryCreated: (category: { name: string; color?: string; icon?: string }) => Promise<Category> | undefined
@@ -39,6 +39,31 @@ interface PlaceFormModalProps {
 /** Place create/edit form state: maps search + Google-URL resolve + autocomplete,
  * category creation, file attachments and submit. Keeps PlaceFormModal a thin
  * render over the form fields. */
+
+// #1152: a manually-added place is treated as a likely duplicate of an existing
+// trip place if it shares the Google Place ID, the (case-insensitive) name, or
+// near-identical coordinates (~11 m). Mirrors the server-side import dedup.
+const DUP_COORD_TOLERANCE = 0.0001
+function findDuplicatePlace(
+  form: PlaceFormData,
+  places: { name?: string | null; lat?: number | null; lng?: number | null; google_place_id?: string | null }[],
+): { name?: string | null } | null {
+  const name = (form.name || '').trim().toLowerCase()
+  const gid = (form.google_place_id || '').trim()
+  const lat = form.lat ? parseFloat(form.lat) : null
+  const lng = form.lng ? parseFloat(form.lng) : null
+  for (const p of places || []) {
+    if (gid && p.google_place_id && p.google_place_id === gid) return p
+    if (name && p.name && p.name.trim().toLowerCase() === name) return p
+    if (
+      lat != null && lng != null && p.lat != null && p.lng != null &&
+      Math.abs(Number(p.lat) - lat) <= DUP_COORD_TOLERANCE &&
+      Math.abs(Number(p.lng) - lng) <= DUP_COORD_TOLERANCE
+    ) return p
+  }
+  return null
+}
+
 function usePlaceFormModal(props: PlaceFormModalProps) {
   const {
   isOpen, onClose, onSave, place, prefillCoords, tripId, categories,
@@ -51,6 +76,7 @@ function usePlaceFormModal(props: PlaceFormModalProps) {
   const [newCategoryName, setNewCategoryName] = useState('')
   const [showNewCategory, setShowNewCategory] = useState(false)
   const [isSaving, setIsSaving] = useState(false)
+  const [duplicateWarning, setDuplicateWarning] = useState<string | null>(null)
   const [pendingFiles, setPendingFiles] = useState([])
   const fileRef = useRef(null)
   const [acSuggestions, setAcSuggestions] = useState<{ placeId: string; mainText: string; secondaryText: string }[]>([])
@@ -86,11 +112,15 @@ function usePlaceFormModal(props: PlaceFormModalProps) {
         lng: String(prefillCoords.lng),
         name: prefillCoords.name || '',
         address: prefillCoords.address || '',
+        website: prefillCoords.website || '',
+        phone: prefillCoords.phone || '',
+        osm_id: prefillCoords.osm_id,
       })
     } else {
       setForm(DEFAULT_FORM)
     }
     setPendingFiles([])
+    setDuplicateWarning(null)
   }, [place, prefillCoords, isOpen])
 
   // Derive location bias bounding box from the trip's existing places
@@ -219,15 +249,34 @@ function usePlaceFormModal(props: PlaceFormModalProps) {
     setForm(prev => ({ ...prev, name: suggestion.mainText }))
     setIsSearchingMaps(true)
     try {
-      const result = await mapsApi.details(suggestion.placeId, language)
-      if (result.place) {
-        handleSelectMapsResult(result.place)
+      // The details lookup is a fragile second hop — it can fail when the
+      // details kill-switch is off, when the OSM Overpass mirror is overloaded,
+      // or on any upstream error. Treat a missing/coordinate-less place as a
+      // miss and fall back to the reliable text-search path the search button
+      // uses (its results already carry coordinates), so dropdown items stay
+      // clickable instead of dead-ending on "Place search failed". (#1192)
+      let place: Record<string, unknown> | null = null
+      try {
+        const result = await mapsApi.details(suggestion.placeId, language)
+        if (result.place && result.place.lat != null && result.place.lng != null) {
+          place = result.place
+        }
+      } catch (err) {
+        console.error('Failed to fetch place details:', err)
+      }
+      if (!place) {
+        const query = [suggestion.mainText, suggestion.secondaryText].filter(Boolean).join(', ')
+        const search = await mapsApi.search(query, language)
+        place = search.places?.[0] ?? null
+      }
+      if (place) {
+        handleSelectMapsResult(place)
       } else {
         setMapsSearch(previousSearch)
         toast.error(t('places.mapsSearchError'))
       }
     } catch (err) {
-      console.error('Failed to fetch place details:', err)
+      console.error('Place suggestion lookup failed:', err)
       setMapsSearch(previousSearch)
       toast.error(getApiErrorMessage(err, t('places.mapsSearchError')))
     } finally {
@@ -306,6 +355,17 @@ function usePlaceFormModal(props: PlaceFormModalProps) {
       toast.error(t('places.nameRequired'))
       return
     }
+    // #1152: only for new places, and only on the first attempt — a second click
+    // (with the warning already showing) is the explicit "add anyway" confirmation.
+    if (!place && !duplicateWarning) {
+      const dup = findDuplicatePlace(form, places)
+      if (dup) {
+        const dupName = dup.name || form.name
+        setDuplicateWarning(dupName)
+        toast.warning(t('places.duplicateExists', { name: dupName }))
+        return
+      }
+    }
     setIsSaving(true)
     try {
       await onSave({
@@ -378,6 +438,7 @@ function usePlaceFormModal(props: PlaceFormModalProps) {
     handlePaste,
     hasTimeError,
     handleSubmit,
+    duplicateWarning,
   }
 }
 
@@ -438,6 +499,7 @@ export default function PlaceFormModal(props: PlaceFormModalProps) {
     handlePaste,
     hasTimeError,
     handleSubmit,
+    duplicateWarning,
   } = S
   return (
     <Modal
@@ -460,7 +522,7 @@ export default function PlaceFormModal(props: PlaceFormModalProps) {
             disabled={isSaving || hasTimeError}
             className="px-6 py-2 bg-slate-900 text-white text-sm rounded-lg hover:bg-slate-700 disabled:opacity-60 font-medium"
           >
-            {isSaving ? t('common.saving') : place ? t('common.update') : t('common.add')}
+            {isSaving ? t('common.saving') : place ? t('common.update') : duplicateWarning ? t('places.addAnyway') : t('common.add')}
           </button>
         </div>
       }

client/src/components/Planner/PlaceInspector.test.tsx

@@ -647,5 +647,43 @@ describe('PlaceInspector', () => {
     expect(screen.queryByText('Participants')).toBeNull();
   });
 
+  // ── Scroll / overflow (issue #1195) ──────────────────────────────────────
+
+  it('FE-PLANNER-INSPECTOR-046: content area is a bounded flex scroll region', () => {
+    const longText = 'Lorem ipsum dolor sit amet. '.repeat(200);
+    const p = buildPlace({ id: 200, description: longText, notes: longText } as any);
+    render(<PlaceInspector {...defaultProps} place={p} />);
+    const scroll = screen.getByTestId('inspector-scroll') as HTMLElement;
+    expect(scroll.style.overflowY).toBe('auto');
+    expect(scroll.style.minHeight).toBe('0px');
+    // flex must allow the region to shrink/grow within the capped card
+    expect(scroll.style.flex).not.toBe('');
+    expect(scroll.style.flex).not.toBe('0 0 auto');
+  });
+
+  it('FE-PLANNER-INSPECTOR-047: long unbroken description wraps instead of clipping horizontally', () => {
+    const longWord = 'https://example.com/' + 'a'.repeat(300);
+    const p = buildPlace({ id: 201, description: longWord } as any);
+    const { container } = render(<PlaceInspector {...defaultProps} place={p} />);
+    const descDiv = container.querySelector('.collab-note-md') as HTMLElement;
+    expect(descDiv).toBeTruthy();
+    expect(descDiv.style.overflowWrap).toBe('anywhere');
+    expect(descDiv.style.wordBreak).toBe('break-word');
+  });
+
+  it('FE-PLANNER-INSPECTOR-048: description/notes do not shrink so the card scrolls instead of clipping', () => {
+    const longText = 'Lorem ipsum dolor sit amet. '.repeat(200);
+    const p = buildPlace({ id: 202, description: longText, notes: longText } as any);
+    const { container } = render(<PlaceInspector {...defaultProps} place={p} />);
+    const notes = Array.from(container.querySelectorAll('.collab-note-md')) as HTMLElement[];
+    // Both description and notes containers must keep their natural height
+    // (flex-shrink: 0) — otherwise they compress inside the flex column and
+    // overflow:hidden clips the text with no scroll (issue #1195).
+    expect(notes.length).toBe(2);
+    for (const el of notes) {
+      expect(el.style.flexShrink).toBe('0');
+    }
+  });
+
 });
 

client/src/components/Planner/PlaceInspector.tsx

@@ -217,7 +217,7 @@ export default function PlaceInspector({
           locale={locale} timeFormat={timeFormat} onClose={onClose} />
 
         {/* Content — scrollable */}
-        <div style={{ overflowY: 'auto', padding: '12px 16px', display: 'flex', flexDirection: 'column', gap: 10 }}>
+        <div data-testid="inspector-scroll" style={{ flex: '1 1 auto', minHeight: 0, overflowY: 'auto', WebkitOverflowScrolling: 'touch', overscrollBehavior: 'contain', padding: '12px 16px', display: 'flex', flexDirection: 'column', gap: 10 }}>
 
           {/* Info-Chips — hidden on mobile, shown on desktop */}
           <div className="hidden sm:flex" style={{ flexWrap: 'wrap', gap: 6, alignItems: 'center' }}>
@@ -253,14 +253,14 @@ export default function PlaceInspector({
 
           {/* Description / Summary */}
           {(place.description || googleDetails?.summary) && (
-            <div className="collab-note-md bg-surface-hover text-content-muted" style={{ borderRadius: 10, overflow: 'hidden', fontSize: 12, lineHeight: '1.5', padding: '8px 12px' }}>
+            <div className="collab-note-md bg-surface-hover text-content-muted" style={{ borderRadius: 10, overflow: 'hidden', flexShrink: 0, fontSize: 12, lineHeight: '1.5', padding: '8px 12px', wordBreak: 'break-word', overflowWrap: 'anywhere' }}>
               <Markdown remarkPlugins={[remarkGfm, remarkBreaks]}>{place.description || googleDetails?.summary || ''}</Markdown>
             </div>
           )}
 
           {/* Notes */}
           {place.notes && (
-            <div className="collab-note-md bg-surface-hover text-content-muted" style={{ borderRadius: 10, overflow: 'hidden', fontSize: 12, lineHeight: '1.5', padding: '8px 12px', wordBreak: 'break-word', overflowWrap: 'anywhere' }}>
+            <div className="collab-note-md bg-surface-hover text-content-muted" style={{ borderRadius: 10, overflow: 'hidden', flexShrink: 0, fontSize: 12, lineHeight: '1.5', padding: '8px 12px', wordBreak: 'break-word', overflowWrap: 'anywhere' }}>
               <Markdown remarkPlugins={[remarkGfm, remarkBreaks]}>{place.notes}</Markdown>
             </div>
           )}
@@ -279,7 +279,7 @@ export default function PlaceInspector({
         </div>
 
         {/* Footer actions */}
-        <div className="border-t border-edge-faint" style={{ padding: '10px 16px', display: 'flex', gap: 6, alignItems: 'center', flexWrap: 'wrap' }}>
+        <div className="border-t border-edge-faint" style={{ padding: '10px 16px', display: 'flex', gap: 6, alignItems: 'center', flexWrap: 'wrap', flexShrink: 0 }}>
           {selectedDayId && (
             assignmentInDay ? (
               <ActionButton onClick={() => onRemoveAssignment(selectedDayId, assignmentInDay.id)} variant="ghost" icon={<Minus size={13} />}
@@ -497,7 +497,7 @@ function ParticipantsBox({ tripMembers, participantIds, allJoined, onSetParticip
 function PlaceInspectorHeader({ openNow, place, category, t, editingName, nameInputRef, nameValue, setNameValue,
   commitNameEdit, handleNameKeyDown, startNameEdit, onUpdatePlace, locale, timeFormat, onClose }: any) {
   return (
-        <div style={{ display: 'flex', alignItems: 'center', gap: openNow !== null ? 26 : 14, padding: openNow !== null ? '18px 16px 14px 28px' : '18px 16px 14px', borderBottom: '1px solid var(--border-faint)' }}>
+        <div style={{ display: 'flex', alignItems: 'center', gap: openNow !== null ? 26 : 14, padding: openNow !== null ? '18px 16px 14px 28px' : '18px 16px 14px', borderBottom: '1px solid var(--border-faint)', flexShrink: 0 }}>
           {/* Avatar with open/closed ring + tag */}
           <div style={{ position: 'relative', flexShrink: 0, marginBottom: openNow !== null ? 8 : 0 }}>
             <div style={{

client/src/components/Planner/PlacesSidebarListImportModal.tsx

@@ -1,10 +1,12 @@
 import ReactDOM from 'react-dom'
+import ToggleSwitch from '../Settings/ToggleSwitch'
 import type { SidebarState } from './usePlacesSidebar'
 
 export function ListImportModal(S: SidebarState) {
   const {
     setListImportOpen, setListImportUrl, t, hasMultipleListImportProviders, availableListImportProviders,
     listImportProvider, setListImportProvider, listImportUrl, listImportLoading, handleListImport,
+    listImportEnrich, setListImportEnrich, canEnrichImport,
   } = S
   return ReactDOM.createPortal(
     <div
@@ -55,6 +57,15 @@ export function ListImportModal(S: SidebarState) {
             fontFamily: 'inherit', boxSizing: 'border-box',
           }}
         />
+        {canEnrichImport && (
+          <div style={{ display: 'flex', alignItems: 'flex-start', gap: 12, marginTop: 12 }}>
+            <div style={{ flex: 1, minWidth: 0 }}>
+              <div className="text-content" style={{ fontSize: 12, fontWeight: 600 }}>{t('places.enrichOnImport')}</div>
+              <div className="text-content-faint" style={{ fontSize: 12, marginTop: 2 }}>{t('places.enrichOnImportHint')}</div>
+            </div>
+            <ToggleSwitch on={listImportEnrich} onToggle={() => setListImportEnrich(!listImportEnrich)} />
+          </div>
+        )}
         <div style={{ display: 'flex', gap: 8, marginTop: 16, justifyContent: 'flex-end' }}>
           <button
             onClick={() => { setListImportOpen(false); setListImportUrl('') }}

client/src/components/Planner/ReservationsPanel.tsx

@@ -179,6 +179,16 @@ function ReservationCard({ r, tripId, onEdit, onDelete, files = [], onNavigateTo
               {t('reservations.needsReview')}
             </span>
           ) : null}
+          {r.external_source === 'airtrail' ? (
+            <span
+              className={r.sync_enabled ? 'text-[#2563eb] bg-[rgba(59,130,246,0.12)]' : 'text-content-faint bg-surface-tertiary'}
+              style={{ display: 'inline-flex', alignItems: 'center', gap: 4, fontSize: 11, fontWeight: 600, padding: '3px 8px', borderRadius: 6 }}
+              title={r.sync_enabled ? t('reservations.airtrail.syncedHint') : t('reservations.airtrail.notSyncedHint')}
+            >
+              <Plane size={11} />
+              {r.sync_enabled ? t('reservations.airtrail.synced') : t('reservations.airtrail.notSynced')}
+            </span>
+          ) : null}
         </div>
         <div style={{ display: 'flex', alignItems: 'center', gap: 2 }}>
           <span className="text-content" style={{
@@ -271,19 +281,21 @@ function ReservationCard({ r, tripId, onEdit, onDelete, files = [], onNavigateTo
         )}
 
         {(() => {
-          const eps = r.endpoints || []
-          const from = eps.find(e => e.role === 'from')
-          const to = eps.find(e => e.role === 'to')
-          if (!from || !to) return null
+          // Full route over all waypoints (from · stops · to), ordered by sequence.
+          const eps = (r.endpoints || []).slice().sort((a, b) => (a.sequence ?? 0) - (b.sequence ?? 0))
+          if (eps.length < 2) return null
           return (
             <div className="bg-surface-tertiary text-content" style={{
               display: 'flex', alignItems: 'center', justifyContent: 'center', gap: 8,
               padding: '8px 12px', borderRadius: 10,
-              fontSize: 12.5,
+              fontSize: 12.5, flexWrap: 'wrap',
             }}>
-              <span style={{ fontWeight: 500, whiteSpace: 'nowrap', overflow: 'hidden', textOverflow: 'ellipsis' }}>{from.name}</span>
-              <TypeIcon size={14} style={{ color: typeInfo.color, flexShrink: 0 }} />
-              <span style={{ fontWeight: 500, whiteSpace: 'nowrap', overflow: 'hidden', textOverflow: 'ellipsis' }}>{to.name}</span>
+              {eps.map((ep, i) => (
+                <span key={i} style={{ display: 'inline-flex', alignItems: 'center', gap: 8, minWidth: 0 }}>
+                  {i > 0 && <TypeIcon size={14} style={{ color: typeInfo.color, flexShrink: 0 }} />}
+                  <span style={{ fontWeight: 500, whiteSpace: 'nowrap', overflow: 'hidden', textOverflow: 'ellipsis' }}>{ep.name}</span>
+                </span>
+              ))}
             </div>
           )
         })()}
@@ -470,6 +482,8 @@ interface ReservationsPanelProps {
   onAdd: () => void
   onImport?: () => void
   bookingImportAvailable?: boolean
+  onAirTrailImport?: () => void
+  airTrailAvailable?: boolean
   onEdit: (reservation: Reservation) => void
   onDelete: (id: number) => void
   onNavigateToFiles: () => void
@@ -477,7 +491,7 @@ interface ReservationsPanelProps {
   addManualKey?: string
 }
 
-export default function ReservationsPanel({ tripId, reservations, days, assignments, files = [], onAdd, onImport, bookingImportAvailable, onEdit, onDelete, onNavigateToFiles, titleKey = 'reservations.title', addManualKey = 'reservations.addManual' }: ReservationsPanelProps) {
+export default function ReservationsPanel({ tripId, reservations, days, assignments, files = [], onAdd, onImport, bookingImportAvailable, onAirTrailImport, airTrailAvailable, onEdit, onDelete, onNavigateToFiles, titleKey = 'reservations.title', addManualKey = 'reservations.addManual' }: ReservationsPanelProps) {
   const { t, locale } = useTranslation()
   const can = useCanDo()
   const trip = useTripStore((s) => s.trip)
@@ -600,6 +614,21 @@ export default function ReservationsPanel({ tripId, reservations, days, assignme
                   <span className="hidden sm:inline">{t('reservations.import.cta')}</span>
                 </button>
               )}
+              {onAirTrailImport && airTrailAvailable && (
+                <button onClick={onAirTrailImport} className="bg-surface-secondary text-content" style={{
+                  appearance: 'none', border: '1px solid var(--border-primary)', cursor: 'pointer', fontFamily: 'inherit',
+                  display: 'inline-flex', alignItems: 'center', gap: 6,
+                  padding: '8px 14px', borderRadius: 10, fontSize: 13, fontWeight: 500, boxSizing: 'border-box',
+                  transition: 'opacity 0.15s ease',
+                }}
+                  onMouseEnter={e => e.currentTarget.style.opacity = '0.75'}
+                  onMouseLeave={e => e.currentTarget.style.opacity = '1'}
+                  title={t('reservations.airtrail.title')}
+                >
+                  <Plane size={14} strokeWidth={2} />
+                  <span className="hidden sm:inline">{t('reservations.airtrail.cta')}</span>
+                </button>
+              )}
               <button onClick={onAdd} className="bg-accent text-accent-text" style={{
                 appearance: 'none', border: 'none', cursor: 'pointer', fontFamily: 'inherit',
                 display: 'inline-flex', alignItems: 'center', gap: 6,

client/src/components/Planner/TransportModal.tsx

@@ -1,6 +1,6 @@
 import { useState, useEffect, useMemo, useRef } from 'react'
 import { useParams } from 'react-router-dom'
-import { Plane, Train, Car, Ship, Bus, Sailboat, Bike, CarTaxiFront, Route, Paperclip, FileText, X, ExternalLink, Link2 } from 'lucide-react'
+import { Plane, Train, Car, Ship, Bus, Sailboat, Bike, CarTaxiFront, Route, Paperclip, FileText, X, ExternalLink, Link2, Plus, Trash2 } from 'lucide-react'
 import Modal from '../shared/Modal'
 import CustomSelect from '../shared/CustomSelect'
 import CustomTimePicker from '../shared/CustomTimePicker'
@@ -14,6 +14,7 @@ import { formatDate, splitReservationDateTime } from '../../utils/formatters'
 import { openFile } from '../../utils/fileDownload'
 import apiClient from '../../api/client'
 import type { Day, Reservation, ReservationEndpoint, TripFile } from '../../types'
+import { parseReservationMetadata, orderedEndpoints } from '../../utils/flightLegs'
 
 const TRANSPORT_TYPES = ['flight', 'train', 'bus', 'car', 'taxi', 'bicycle', 'cruise', 'ferry', 'transport_other'] as const
 type TransportType = typeof TRANSPORT_TYPES[number]
@@ -23,7 +24,7 @@ interface EndpointPick {
   location?: LocationPoint
 }
 
-function endpointFromAirport(a: Airport, role: 'from' | 'to', sequence: number, date: string | null, time: string | null): Omit<ReservationEndpoint, 'id' | 'reservation_id'> {
+function endpointFromAirport(a: Airport, role: 'from' | 'to' | 'stop', sequence: number, date: string | null, time: string | null): Omit<ReservationEndpoint, 'id' | 'reservation_id'> {
   return {
     role, sequence,
     name: a.city ? `${a.city} (${a.iata})` : a.name,
@@ -63,6 +64,25 @@ function locationFromEndpoint(e: ReservationEndpoint | undefined): LocationPoint
   return { name: e.name, lat: e.lat, lng: e.lng, address: null }
 }
 
+// ── Multi-leg flight waypoints ─────────────────────────────────────────────
+// A flight is an ordered list of airports. The origin has only a departure, the
+// destination only an arrival, and each intermediate stop has both — plus the
+// airline/flight number of the flight LEAVING it. N waypoints = N-1 legs. A
+// single-leg flight is just two waypoints, so it persists exactly as before.
+interface WaypointForm {
+  airport: Airport | null
+  arrDayId: string | number
+  arrTime: string
+  depDayId: string | number
+  depTime: string
+  airline: string
+  flight_number: string
+  seat: string
+}
+function emptyWaypoint(dayId: string | number = ''): WaypointForm {
+  return { airport: null, arrDayId: dayId, arrTime: '', depDayId: dayId, depTime: '', airline: '', flight_number: '', seat: '' }
+}
+
 const TYPE_OPTIONS = [
   { value: 'flight',          labelKey: 'reservations.type.flight',          Icon: Plane },
   { value: 'train',           labelKey: 'reservations.type.train',           Icon: Train },
@@ -122,6 +142,8 @@ export function TransportModal({ isOpen, onClose, onSave, reservation, days, sel
   const [isSaving, setIsSaving] = useState(false)
   const [fromPick, setFromPick] = useState<EndpointPick>({})
   const [toPick, setToPick] = useState<EndpointPick>({})
+  // Flight route as an ordered list of airports (origin .. stops .. destination).
+  const [waypoints, setWaypoints] = useState<WaypointForm[]>([emptyWaypoint(), emptyWaypoint()])
   const [uploadingFile, setUploadingFile] = useState(false)
   const [pendingFiles, setPendingFiles] = useState<File[]>([])
   const [showFilePicker, setShowFilePicker] = useState(false)
@@ -159,8 +181,40 @@ export function TransportModal({ isOpen, onClose, onSave, reservation, days, sel
         budget_category: (meta.budget_category && budgetItems.some(i => i.category === meta.budget_category)) ? meta.budget_category : '',
       })
       if (type === 'flight') {
-        setFromPick({ airport: airportFromEndpoint(from) || undefined })
-        setToPick({ airport: airportFromEndpoint(to) || undefined })
+        const orderedEps = orderedEndpoints(reservation)
+        const metaLegs: any[] = Array.isArray(meta.legs) ? meta.legs : []
+        let wps: WaypointForm[]
+        if (orderedEps.length >= 2) {
+          wps = orderedEps.map((ep, i) => {
+            const legInto = metaLegs[i - 1] // leg arriving INTO waypoint i
+            const legOut = metaLegs[i] // leg departing FROM waypoint i
+            const isFirst = i === 0
+            const isLast = i === orderedEps.length - 1
+            return {
+              airport: airportFromEndpoint(ep),
+              arrDayId: legInto?.arr_day_id ?? (isLast ? (reservation.end_day_id ?? '') : ''),
+              arrTime: legInto?.arr_time ?? (!isFirst ? (ep.local_time ?? '') : ''),
+              depDayId: legOut?.dep_day_id ?? (isFirst ? (reservation.day_id ?? '') : ''),
+              depTime: legOut?.dep_time ?? (!isLast ? (ep.local_time ?? '') : ''),
+              airline: legOut?.airline ?? (isFirst ? (meta.airline ?? '') : ''),
+              flight_number: legOut?.flight_number ?? (isFirst ? (meta.flight_number ?? '') : ''),
+              seat: legOut?.seat ?? (isFirst ? (meta.seat ?? '') : ''),
+            }
+          })
+        } else {
+          // Legacy flight with no (or partial) endpoints — seed two waypoints.
+          const dep = emptyWaypoint(reservation.day_id ?? '')
+          dep.airport = airportFromEndpoint(from)
+          dep.depTime = splitReservationDateTime(reservation.reservation_time).time ?? ''
+          dep.airline = meta.airline ?? ''
+          dep.flight_number = meta.flight_number ?? ''
+          dep.seat = meta.seat ?? ''
+          const arr = emptyWaypoint(reservation.end_day_id ?? reservation.day_id ?? '')
+          arr.airport = airportFromEndpoint(to)
+          arr.arrTime = splitReservationDateTime(reservation.reservation_end_time).time ?? ''
+          wps = [dep, arr]
+        }
+        setWaypoints(wps)
       } else {
         setFromPick({ location: locationFromEndpoint(from) || undefined })
         setToPick({ location: locationFromEndpoint(to) || undefined })
@@ -169,6 +223,7 @@ export function TransportModal({ isOpen, onClose, onSave, reservation, days, sel
       setForm({ ...defaultForm, start_day_id: selectedDayId ?? '', end_day_id: selectedDayId ?? '' })
       setFromPick({})
       setToPick({})
+      setWaypoints([emptyWaypoint(selectedDayId ?? ''), emptyWaypoint(selectedDayId ?? '')])
     }
   }, [isOpen, reservation, selectedDayId, budgetItems])
 
@@ -187,18 +242,48 @@ export function TransportModal({ isOpen, onClose, onSave, reservation, days, sel
         return day?.date ? `${day.date}T${time}` : time
       }
 
-      const metadata: Record<string, string> = {}
+      const dayDate = (id: string | number): string | null => days.find(d => d.id === Number(id))?.date ?? null
+      // Flight route as an ordered list of airports (origin .. stops .. destination).
+      const flightWps = form.type === 'flight' ? waypoints.filter(w => w.airport) : []
+      const firstWp = flightWps[0]
+      const lastWp = flightWps[flightWps.length - 1]
+      // Per-leg day-plan positions are owned by the day planner, not this form — keep
+      // them when re-saving so editing a flight doesn't reset where its legs sit.
+      const origLegs: any[] = reservation ? (parseReservationMetadata(reservation).legs || []) : []
+
+      const metadata: Record<string, any> = {}
       if (form.type === 'flight') {
-        if (form.meta_airline) metadata.airline = form.meta_airline
-        if (form.meta_flight_number) metadata.flight_number = form.meta_flight_number
-        if (fromPick.airport) {
-          metadata.departure_airport = fromPick.airport.iata
-          metadata.departure_timezone = fromPick.airport.tz
+        // Top-level keys mirror the first/last leg so legacy readers keep working.
+        if (firstWp?.airline) metadata.airline = firstWp.airline
+        if (firstWp?.flight_number) metadata.flight_number = firstWp.flight_number
+        if (firstWp?.airport) {
+          metadata.departure_airport = firstWp.airport.iata
+          metadata.departure_timezone = firstWp.airport.tz
         }
-        if (toPick.airport) {
-          metadata.arrival_airport = toPick.airport.iata
-          metadata.arrival_timezone = toPick.airport.tz
+        if (lastWp?.airport) {
+          metadata.arrival_airport = lastWp.airport.iata
+          metadata.arrival_timezone = lastWp.airport.tz
         }
+        // Per-leg detail only for true multi-leg flights — a single-leg flight
+        // keeps the exact same (flat) metadata it had before this feature.
+        if (flightWps.length > 2) {
+          metadata.legs = flightWps.slice(0, -1).map((w, i) => {
+            const next = flightWps[i + 1]
+            return {
+              from: w.airport!.iata,
+              to: next.airport!.iata,
+              ...(w.airline ? { airline: w.airline } : {}),
+              ...(w.flight_number ? { flight_number: w.flight_number } : {}),
+              ...(w.seat ? { seat: w.seat } : {}),
+              dep_day_id: w.depDayId ? Number(w.depDayId) : null,
+              dep_time: w.depTime || null,
+              arr_day_id: next.arrDayId ? Number(next.arrDayId) : null,
+              arr_time: next.arrTime || null,
+              ...(origLegs[i]?.day_positions ? { day_positions: origLegs[i].day_positions } : {}),
+            }
+          })
+        }
+        if (firstWp?.seat) metadata.seat = firstWp.seat
       } else if (form.type === 'train') {
         if (form.meta_train_number) metadata.train_number = form.meta_train_number
         if (form.meta_platform) metadata.platform = form.meta_platform
@@ -213,21 +298,35 @@ export function TransportModal({ isOpen, onClose, onSave, reservation, days, sel
       const endDate = (endDay ?? startDay)?.date ?? null
       const endpoints: ReturnType<typeof endpointFromAirport>[] = []
       if (form.type === 'flight') {
-        if (fromPick.airport) endpoints.push(endpointFromAirport(fromPick.airport, 'from', 0, startDate, form.departure_time || null))
-        if (toPick.airport) endpoints.push(endpointFromAirport(toPick.airport, 'to', 1, endDate, form.arrival_time || null))
+        flightWps.forEach((w, i) => {
+          const isFirst = i === 0
+          const isLast = i === flightWps.length - 1
+          const role: 'from' | 'to' | 'stop' = isFirst ? 'from' : isLast ? 'to' : 'stop'
+          const dId = isLast ? w.arrDayId : w.depDayId
+          const time = isLast ? w.arrTime : w.depTime
+          endpoints.push(endpointFromAirport(w.airport!, role, i, dayDate(dId), time || null))
+        })
       } else {
         if (fromPick.location) endpoints.push(endpointFromLocation(fromPick.location, 'from', 0, startDate, form.departure_time || null))
         if (toPick.location) endpoints.push(endpointFromLocation(toPick.location, 'to', 1, endDate, form.arrival_time || null))
       }
 
+      // Flights derive their span from the first/last waypoint; other transports
+      // keep using the single departure/arrival form fields unchanged.
+      const flightDepDay = firstWp && firstWp.depDayId ? Number(firstWp.depDayId) : null
+      const flightArrDay = lastWp && lastWp.arrDayId ? Number(lastWp.arrDayId) : null
       const payload = {
         title: form.title,
         type: form.type,
         status: form.status,
-        day_id: form.start_day_id ? Number(form.start_day_id) : null,
-        end_day_id: form.end_day_id ? Number(form.end_day_id) : null,
-        reservation_time: buildTime(startDay, form.departure_time),
-        reservation_end_time: buildTime(endDay ?? startDay, form.arrival_time),
+        day_id: form.type === 'flight' ? flightDepDay : (form.start_day_id ? Number(form.start_day_id) : null),
+        end_day_id: form.type === 'flight' ? flightArrDay : (form.end_day_id ? Number(form.end_day_id) : null),
+        reservation_time: form.type === 'flight'
+          ? buildTime(days.find(d => d.id === flightDepDay), firstWp?.depTime || '')
+          : buildTime(startDay, form.departure_time),
+        reservation_end_time: form.type === 'flight'
+          ? buildTime(days.find(d => d.id === flightArrDay), lastWp?.arrTime || '')
+          : buildTime(endDay ?? startDay, form.arrival_time),
         location: null,
         confirmation_number: form.confirmation_number || null,
         notes: form.notes || null,
@@ -348,100 +447,130 @@ export function TransportModal({ isOpen, onClose, onSave, reservation, days, sel
             placeholder={t('reservations.titlePlaceholder')} className={inputClass} />
         </div>
 
-        {/* From / To endpoints */}
-        <div className="grid grid-cols-1 sm:grid-cols-2 gap-3">
-          <div>
-            <label className={labelClass}>{t('reservations.meta.from')}</label>
-            {form.type === 'flight' ? (
-              <AirportSelect value={fromPick.airport || null} onChange={a => setFromPick({ airport: a || undefined })} />
-            ) : (
-              <LocationSelect value={fromPick.location || null} onChange={l => setFromPick({ location: l || undefined })} />
-            )}
+        {form.type === 'flight' ? (
+          /* ── Flight route: ordered airports (origin · stops · destination) ── */
+          <div style={{ display: 'flex', flexDirection: 'column', gap: 8 }}>
+            <label className={labelClass}>{t('reservations.layover.route')}</label>
+            {waypoints.map((wp, i) => {
+              const isFirst = i === 0
+              const isLast = i === waypoints.length - 1
+              const updateWp = (patch: Partial<WaypointForm>) => setWaypoints(prev => prev.map((w, j) => (j === i ? { ...w, ...patch } : w)))
+              const roleLabel = isFirst ? t('reservations.meta.from') : isLast ? t('reservations.meta.to') : t('reservations.layover.stop')
+              return (
+                <div key={i} style={{ display: 'flex', flexDirection: 'column', gap: 6 }}>
+                  <div className="bg-surface-card" style={{ border: '1px solid var(--border-primary)', borderRadius: 10, padding: 10, display: 'flex', flexDirection: 'column', gap: 8 }}>
+                    <div style={{ display: 'flex', alignItems: 'center', gap: 8 }}>
+                      <span className="text-content-faint" style={{ fontSize: 10, fontWeight: 700, textTransform: 'uppercase', letterSpacing: '0.03em', flexShrink: 0 }}>{roleLabel}</span>
+                      <div style={{ flex: 1, minWidth: 0 }}>
+                        <AirportSelect value={wp.airport} onChange={a => updateWp({ airport: a || null })} />
+                      </div>
+                      {!isFirst && !isLast && (
+                        <button type="button" onClick={() => setWaypoints(prev => prev.filter((_, j) => j !== i))} aria-label={t('common.delete')} className="text-content-faint" style={{ background: 'none', border: 'none', cursor: 'pointer', display: 'flex', padding: 4, flexShrink: 0 }}>
+                          <Trash2 size={14} />
+                        </button>
+                      )}
+                    </div>
+                    {!isFirst && (
+                      <div style={{ display: 'flex', gap: 8 }}>
+                        <div style={{ flex: 1, minWidth: 0 }}>
+                          <label className={labelClass}>{t('reservations.arrivalDate')}</label>
+                          <CustomSelect value={wp.arrDayId} onChange={v => updateWp({ arrDayId: v })} placeholder={t('dayplan.dayN', { n: '?' })} options={dayOptions} size="sm" />
+                        </div>
+                        <div style={{ flex: 1, minWidth: 0 }}>
+                          <label className={labelClass}>{t('reservations.arrivalTime')}</label>
+                          <CustomTimePicker value={wp.arrTime} onChange={v => updateWp({ arrTime: v })} />
+                        </div>
+                        {wp.airport && (
+                          <div style={{ flex: 1, minWidth: 0 }}>
+                            <label className={labelClass}>{t('reservations.meta.arrivalTimezone')}</label>
+                            <div className={inputClass} style={{ padding: '8px 12px', color: 'var(--text-muted)', fontSize: 12, background: 'var(--bg-tertiary)' }}>{wp.airport.tz}</div>
+                          </div>
+                        )}
+                      </div>
+                    )}
+                    {!isLast && (
+                      <>
+                        <div style={{ display: 'flex', gap: 8 }}>
+                          <div style={{ flex: 1, minWidth: 0 }}>
+                            <label className={labelClass}>{t('reservations.departureDate')}</label>
+                            <CustomSelect value={wp.depDayId} onChange={v => updateWp({ depDayId: v })} placeholder={t('dayplan.dayN', { n: '?' })} options={dayOptions} size="sm" />
+                          </div>
+                          <div style={{ flex: 1, minWidth: 0 }}>
+                            <label className={labelClass}>{t('reservations.departureTime')}</label>
+                            <CustomTimePicker value={wp.depTime} onChange={v => updateWp({ depTime: v })} />
+                          </div>
+                          {wp.airport && (
+                            <div style={{ flex: 1, minWidth: 0 }}>
+                              <label className={labelClass}>{t('reservations.meta.departureTimezone')}</label>
+                              <div className={inputClass} style={{ padding: '8px 12px', color: 'var(--text-muted)', fontSize: 12, background: 'var(--bg-tertiary)' }}>{wp.airport.tz}</div>
+                            </div>
+                          )}
+                        </div>
+                        <div className="grid grid-cols-1 sm:grid-cols-3 gap-3">
+                          <div>
+                            <label className={labelClass}>{t('reservations.meta.airline')}</label>
+                            <input type="text" value={wp.airline} onChange={e => updateWp({ airline: e.target.value })} placeholder="Lufthansa" className={inputClass} />
+                          </div>
+                          <div>
+                            <label className={labelClass}>{t('reservations.meta.flightNumber')}</label>
+                            <input type="text" value={wp.flight_number} onChange={e => updateWp({ flight_number: e.target.value })} placeholder="LH 123" className={inputClass} />
+                          </div>
+                          <div>
+                            <label className={labelClass}>{t('reservations.meta.seat')}</label>
+                            <input type="text" value={wp.seat} onChange={e => updateWp({ seat: e.target.value })} placeholder="12A" className={inputClass} />
+                          </div>
+                        </div>
+                      </>
+                    )}
+                  </div>
+                  {!isLast && (
+                    <button type="button" onClick={() => setWaypoints(prev => [...prev.slice(0, i + 1), emptyWaypoint(prev[i]?.depDayId || ''), ...prev.slice(i + 1)])}
+                      className="text-content-faint hover:text-content-secondary" style={{ width: '100%', display: 'flex', alignItems: 'center', justifyContent: 'center', gap: 5, padding: '6px 10px', border: '1px dashed var(--border-primary)', borderRadius: 8, background: 'none', fontSize: 11, cursor: 'pointer', fontFamily: 'inherit' }}>
+                      <Plus size={12} /> {t('reservations.layover.addStop')}
+                    </button>
+                  )}
+                </div>
+              )
+            })}
           </div>
-          <div>
-            <label className={labelClass}>{t('reservations.meta.to')}</label>
-            {form.type === 'flight' ? (
-              <AirportSelect value={toPick.airport || null} onChange={a => setToPick({ airport: a || undefined })} />
-            ) : (
-              <LocationSelect value={toPick.location || null} onChange={l => setToPick({ location: l || undefined })} />
-            )}
-          </div>
-        </div>
-
-        {/* Departure row */}
-        <div style={{ display: 'flex', gap: 8 }}>
-          <div style={{ flex: 1, minWidth: 0 }}>
-            <label className={labelClass}>
-              {form.type === 'flight' ? t('reservations.departureDate') : form.type === 'car' ? t('reservations.pickupDate') : t('reservations.date')}
-            </label>
-            <CustomSelect
-              value={form.start_day_id}
-              onChange={value => set('start_day_id', value)}
-              placeholder={t('dayplan.dayN', { n: '?' })}
-              options={dayOptions}
-              size="sm"
-            />
-          </div>
-          <div style={{ flex: 1, minWidth: 0 }}>
-            <label className={labelClass}>
-              {form.type === 'flight' ? t('reservations.departureTime') : form.type === 'car' ? t('reservations.pickupTime') : t('reservations.startTime')}
-            </label>
-            <CustomTimePicker value={form.departure_time} onChange={v => set('departure_time', v)} />
-          </div>
-          {form.type === 'flight' && fromPick.airport && (
-            <div style={{ flex: 1, minWidth: 0 }}>
-              <label className={labelClass}>{t('reservations.meta.departureTimezone')}</label>
-              <div className={inputClass} style={{ padding: '8px 12px', color: 'var(--text-muted)', fontSize: 12, background: 'var(--bg-tertiary)' }}>
-                {fromPick.airport.tz}
+        ) : (
+          <>
+            {/* From / To endpoints (non-flight) */}
+            <div className="grid grid-cols-1 sm:grid-cols-2 gap-3">
+              <div>
+                <label className={labelClass}>{t('reservations.meta.from')}</label>
+                <LocationSelect value={fromPick.location || null} onChange={l => setFromPick({ location: l || undefined })} />
+              </div>
+              <div>
+                <label className={labelClass}>{t('reservations.meta.to')}</label>
+                <LocationSelect value={toPick.location || null} onChange={l => setToPick({ location: l || undefined })} />
               </div>
             </div>
-          )}
-        </div>
 
-        {/* Arrival row */}
-        <div style={{ display: 'flex', gap: 8 }}>
-          <div style={{ flex: 1, minWidth: 0 }}>
-            <label className={labelClass}>
-              {form.type === 'flight' ? t('reservations.arrivalDate') : form.type === 'car' ? t('reservations.returnDate') : t('reservations.endDate')}
-            </label>
-            <CustomSelect
-              value={form.end_day_id}
-              onChange={value => set('end_day_id', value)}
-              placeholder={t('dayplan.dayN', { n: '?' })}
-              options={dayOptions}
-              size="sm"
-            />
-          </div>
-          <div style={{ flex: 1, minWidth: 0 }}>
-            <label className={labelClass}>
-              {form.type === 'flight' ? t('reservations.arrivalTime') : form.type === 'car' ? t('reservations.returnTime') : t('reservations.endTime')}
-            </label>
-            <CustomTimePicker value={form.arrival_time} onChange={v => set('arrival_time', v)} />
-          </div>
-          {form.type === 'flight' && toPick.airport && (
-            <div style={{ flex: 1, minWidth: 0 }}>
-              <label className={labelClass}>{t('reservations.meta.arrivalTimezone')}</label>
-              <div className={inputClass} style={{ padding: '8px 12px', color: 'var(--text-muted)', fontSize: 12, background: 'var(--bg-tertiary)' }}>
-                {toPick.airport.tz}
+            {/* Departure row */}
+            <div style={{ display: 'flex', gap: 8 }}>
+              <div style={{ flex: 1, minWidth: 0 }}>
+                <label className={labelClass}>{form.type === 'car' ? t('reservations.pickupDate') : t('reservations.date')}</label>
+                <CustomSelect value={form.start_day_id} onChange={value => set('start_day_id', value)} placeholder={t('dayplan.dayN', { n: '?' })} options={dayOptions} size="sm" />
+              </div>
+              <div style={{ flex: 1, minWidth: 0 }}>
+                <label className={labelClass}>{form.type === 'car' ? t('reservations.pickupTime') : t('reservations.startTime')}</label>
+                <CustomTimePicker value={form.departure_time} onChange={v => set('departure_time', v)} />
               </div>
             </div>
-          )}
-        </div>
 
-        {/* Flight-specific fields */}
-        {form.type === 'flight' && (
-          <div className="grid grid-cols-1 sm:grid-cols-2 gap-3">
-            <div>
-              <label className={labelClass}>{t('reservations.meta.airline')}</label>
-              <input type="text" value={form.meta_airline} onChange={e => set('meta_airline', e.target.value)}
-                placeholder="Lufthansa" className={inputClass} />
+            {/* Arrival row */}
+            <div style={{ display: 'flex', gap: 8 }}>
+              <div style={{ flex: 1, minWidth: 0 }}>
+                <label className={labelClass}>{form.type === 'car' ? t('reservations.returnDate') : t('reservations.endDate')}</label>
+                <CustomSelect value={form.end_day_id} onChange={value => set('end_day_id', value)} placeholder={t('dayplan.dayN', { n: '?' })} options={dayOptions} size="sm" />
+              </div>
+              <div style={{ flex: 1, minWidth: 0 }}>
+                <label className={labelClass}>{form.type === 'car' ? t('reservations.returnTime') : t('reservations.endTime')}</label>
+                <CustomTimePicker value={form.arrival_time} onChange={v => set('arrival_time', v)} />
+              </div>
             </div>
-            <div>
-              <label className={labelClass}>{t('reservations.meta.flightNumber')}</label>
-              <input type="text" value={form.meta_flight_number} onChange={e => set('meta_flight_number', e.target.value)}
-                placeholder="LH 123" className={inputClass} />
-            </div>
-          </div>
+          </>
         )}
 
         {/* Train-specific fields */}

client/src/components/Planner/usePlacesSidebar.ts

@@ -7,6 +7,7 @@ import { useContextMenu } from '../shared/ContextMenu'
 import { placesApi } from '../../api/client'
 import { useTripStore } from '../../store/tripStore'
 import { useCanDo } from '../../store/permissionsStore'
+import { useAuthStore } from '../../store/authStore'
 import type { Place, Category, Day, AssignmentsMap } from '../../types'
 
 export interface PlacesSidebarProps {
@@ -49,6 +50,8 @@ export function usePlacesSidebar(props: PlacesSidebarProps) {
   const loadTrip = useTripStore((s) => s.loadTrip)
   const can = useCanDo()
   const canEditPlaces = can('place_edit', trip)
+  // Places-API enrichment (#886) needs a Google Maps key; gate the toggle on it.
+  const canEnrichImport = useAuthStore((s) => s.hasMapsKey)
   const isNaverListImportEnabled = true
 
   const [fileImportOpen, setFileImportOpen] = useState(false)
@@ -94,6 +97,7 @@ export function usePlacesSidebar(props: PlacesSidebarProps) {
   const [listImportUrl, setListImportUrl] = useState('')
   const [listImportLoading, setListImportLoading] = useState(false)
   const [listImportProvider, setListImportProvider] = useState<'google' | 'naver'>('google')
+  const [listImportEnrich, setListImportEnrich] = useState(false)
   const availableListImportProviders: Array<'google' | 'naver'> = isNaverListImportEnabled ? ['google', 'naver'] : ['google']
   const hasMultipleListImportProviders = availableListImportProviders.length > 1
 
@@ -108,9 +112,10 @@ export function usePlacesSidebar(props: PlacesSidebarProps) {
     setListImportLoading(true)
     const provider = listImportProvider === 'naver' && isNaverListImportEnabled ? 'naver' : 'google'
     try {
+      const enrich = listImportEnrich && canEnrichImport
       const result = provider === 'google'
-        ? await placesApi.importGoogleList(tripId, listImportUrl.trim())
-        : await placesApi.importNaverList(tripId, listImportUrl.trim())
+        ? await placesApi.importGoogleList(tripId, listImportUrl.trim(), enrich)
+        : await placesApi.importNaverList(tripId, listImportUrl.trim(), enrich)
       await loadTrip(tripId)
       if (result.count === 0 && result.skipped > 0) {
         toast.warning(t('places.importAllSkipped'))
@@ -223,6 +228,7 @@ export function usePlacesSidebar(props: PlacesSidebarProps) {
     scrollContainerRef, onScrollTopChange,
     listImportOpen, setListImportOpen, listImportUrl, setListImportUrl,
     listImportLoading, listImportProvider, setListImportProvider,
+    listImportEnrich, setListImportEnrich, canEnrichImport,
     availableListImportProviders, hasMultipleListImportProviders, handleListImport,
     search, setSearch, filter, setFilter, categoryFilters, setCategoryFiltersLocal,
     selectMode, setSelectMode, selectedIds, setSelectedIds, pendingDeleteIds, setPendingDeleteIds,

client/src/components/Settings/AirTrailConnectionSection.tsx

@@ -0,0 +1,147 @@
+import React, { useEffect, useState } from 'react'
+import { Plane, Save } from 'lucide-react'
+import { useTranslation } from '../../i18n'
+import { useToast } from '../shared/Toast'
+import { airtrailApi } from '../../api/client'
+import Section from './Section'
+import ToggleSwitch from './ToggleSwitch'
+
+/**
+ * Settings → Integrations → AirTrail. Per-user connection to a self-hosted
+ * AirTrail instance (URL + Bearer API key). Mirrors the photo-provider (Immich)
+ * connection layout: stacked fields, a toggle, then Save / Test-connection with
+ * a status badge. The key is stored encrypted and never prefilled.
+ */
+export default function AirTrailConnectionSection(): React.ReactElement {
+  const { t } = useTranslation()
+  const toast = useToast()
+
+  const [url, setUrl] = useState('')
+  const [apiKey, setApiKey] = useState('')
+  const [allowInsecureTls, setAllowInsecureTls] = useState(false)
+  const [connected, setConnected] = useState(false)
+  const [loading, setLoading] = useState(true)
+  const [saving, setSaving] = useState(false)
+  const [testing, setTesting] = useState(false)
+
+  useEffect(() => {
+    airtrailApi
+      .getSettings()
+      .then(d => {
+        setUrl(d.url || '')
+        setAllowInsecureTls(!!d.allowInsecureTls)
+        setConnected(!!d.connected)
+      })
+      .catch(() => {})
+      .finally(() => setLoading(false))
+  }, [])
+
+  // Send the key only when the user typed a new one — never prefilled, so a blank
+  // field means "keep the stored key".
+  const keyPayload = (): { apiKey?: string } => {
+    const k = apiKey.trim()
+    return k ? { apiKey: k } : {}
+  }
+
+  const handleSave = async () => {
+    setSaving(true)
+    try {
+      const d = await airtrailApi.saveSettings({ url: url.trim(), allowInsecureTls, ...keyPayload() })
+      const status = await airtrailApi.status().catch(() => ({ connected: false }))
+      setConnected(!!status.connected)
+      setApiKey('')
+      if (d?.warning) toast.warning(d.warning)
+      else toast.success(t('settings.airtrail.toast.saved'))
+    } catch (err: any) {
+      toast.error(err?.response?.data?.error || t('settings.airtrail.toast.saveError'))
+    } finally {
+      setSaving(false)
+    }
+  }
+
+  const handleTest = async () => {
+    setTesting(true)
+    try {
+      const d = await airtrailApi.test({ url: url.trim(), allowInsecureTls, ...keyPayload() })
+      setConnected(!!d.connected)
+      if (d.connected) toast.success(t('settings.airtrail.test.success', { count: d.flightCount ?? 0 }))
+      else toast.error(d.error || t('settings.airtrail.test.failed'))
+    } catch {
+      toast.error(t('settings.airtrail.test.failed'))
+    } finally {
+      setTesting(false)
+    }
+  }
+
+  const canSave = !!url.trim() && (connected || !!apiKey.trim())
+
+  return (
+    <Section title={t('settings.airtrail.title')} icon={Plane}>
+      <div className="space-y-3">
+        <div>
+          <label className="block text-sm font-medium text-slate-700 mb-1.5">{t('settings.airtrail.url')}</label>
+          <input
+            type="url"
+            value={url}
+            onChange={e => setUrl(e.target.value)}
+            placeholder="https://airtrail.example.com"
+            className="w-full px-3 py-2.5 border border-slate-200 rounded-lg text-sm focus:outline-none focus:ring-2 focus:ring-slate-300"
+          />
+        </div>
+
+        <div>
+          <label className="block text-sm font-medium text-slate-700 mb-1.5">{t('settings.airtrail.apiKey')}</label>
+          <input
+            type="password"
+            value={apiKey}
+            onChange={e => setApiKey(e.target.value)}
+            autoComplete="off"
+            placeholder={connected && !apiKey ? '••••••••' : t('settings.airtrail.apiKeyPlaceholder')}
+            className="w-full px-3 py-2.5 border border-slate-200 rounded-lg text-sm focus:outline-none focus:ring-2 focus:ring-slate-300"
+          />
+          <p className="mt-1 text-xs text-slate-500">{t('settings.airtrail.apiKeyHint')}</p>
+        </div>
+
+        <div className="flex items-center gap-3">
+          <ToggleSwitch on={allowInsecureTls} onToggle={() => setAllowInsecureTls(v => !v)} />
+          <span className="text-sm font-medium text-slate-700">{t('settings.airtrail.allowInsecureTls')}</span>
+        </div>
+
+        <div className="flex flex-wrap items-center gap-3">
+          <button
+            onClick={handleSave}
+            disabled={saving || loading || !canSave}
+            className="flex items-center gap-2 px-4 py-2 bg-slate-900 text-white rounded-lg text-sm hover:bg-slate-700 disabled:bg-slate-400"
+          >
+            <Save className="w-4 h-4" /> {t('common.save')}
+          </button>
+          <button
+            onClick={handleTest}
+            disabled={testing || loading || !url.trim()}
+            className="flex items-center gap-2 px-4 py-2 border border-slate-200 rounded-lg text-sm hover:bg-slate-50"
+          >
+            {testing ? (
+              <div className="w-4 h-4 border-2 border-slate-300 border-t-slate-700 rounded-full animate-spin" />
+            ) : (
+              <Plane className="w-4 h-4" />
+            )}
+            {t('settings.airtrail.test.button')}
+          </button>
+          {connected ? (
+            <span className="basis-full sm:basis-auto text-xs font-medium text-green-600 flex items-center gap-1">
+              <span className="w-2 h-2 bg-green-500 rounded-full" />
+              {t('settings.airtrail.connected')}
+            </span>
+          ) : (
+            <span className="basis-full sm:basis-auto text-xs font-medium text-slate-400 flex items-center gap-1">
+              <span className="w-2 h-2 bg-slate-300 rounded-full" />
+              {t('settings.airtrail.notConnected')}
+            </span>
+          )}
+        </div>
+
+        <p className="text-xs text-slate-500">{t('settings.airtrail.hint')}</p>
+      </div>
+    </Section>
+  )
+}

client/src/components/Settings/DisplaySettingsTab.tsx

@@ -262,6 +262,37 @@ export default function DisplaySettingsTab(): React.ReactElement {
         <p className="text-xs mt-1 text-content-faint">{t('settings.bookingLabelsHint')}</p>
       </div>
 
+      {/* Explore places on the map (POI category pill) */}
+      <div>
+        <label className="block text-sm font-medium mb-2 text-content-secondary">{t('settings.mapPoiPill')}</label>
+        <div className="flex gap-3">
+          {[
+            { value: true, label: t('settings.on') || 'On' },
+            { value: false, label: t('settings.off') || 'Off' },
+          ].map(opt => (
+            <button
+              key={String(opt.value)}
+              onClick={async () => {
+                try { await updateSetting('map_poi_pill_enabled', opt.value) }
+                catch (e: unknown) { toast.error(e instanceof Error ? e.message : t('common.error')) }
+              }}
+              style={{
+                display: 'flex', alignItems: 'center', gap: 8,
+                padding: '10px 20px', borderRadius: 10, cursor: 'pointer',
+                fontFamily: 'inherit', fontSize: 14, fontWeight: 500,
+                border: (settings.map_poi_pill_enabled !== false) === opt.value ? '2px solid var(--text-primary)' : '2px solid var(--border-primary)',
+                background: (settings.map_poi_pill_enabled !== false) === opt.value ? 'var(--bg-hover)' : 'var(--bg-card)',
+                color: 'var(--text-primary)',
+                transition: 'all 0.15s',
+              }}
+            >
+              {opt.label}
+            </button>
+          ))}
+        </div>
+        <p className="text-xs mt-1 text-content-faint">{t('settings.mapPoiPillHint')}</p>
+      </div>
+
       {/* Blur Booking Codes */}
       <div>
         <label className="block text-sm font-medium mb-2 text-content-secondary">{t('settings.blurBookingCodes')}</label>

client/src/components/Settings/IntegrationsTab.tsx

@@ -6,6 +6,7 @@ import { Trash2, Copy, Terminal, Plus, Check, KeyRound, ChevronDown, ChevronRigh
 import { authApi, oauthApi } from '../../api/client'
 import { useAddonStore } from '../../store/addonStore'
 import PhotoProvidersSection from './PhotoProvidersSection'
+import AirTrailConnectionSection from './AirTrailConnectionSection'
 import { ALL_SCOPES } from '../../api/oauthScopes'
 import ScopeGroupPicker from '../OAuth/ScopeGroupPicker'
 
@@ -97,6 +98,7 @@ export default function IntegrationsTab(): React.ReactElement {
   return (
     <>
       <PhotoProvidersSection />
+      {S.airtrailEnabled && <AirTrailConnectionSection />}
       {S.mcpEnabled && <IntegrationsMcpSection {...S} />}
       <McpTokenModals {...S} />
       <OAuthClientModals {...S} />
@@ -109,6 +111,7 @@ function useIntegrations() {
   const toast = useToast()
   const { isEnabled: addonEnabled, loadAddons } = useAddonStore()
   const mcpEnabled = addonEnabled('mcp')
+  const airtrailEnabled = addonEnabled('airtrail')
 
   useEffect(() => {
     loadAddons()
@@ -289,7 +292,7 @@ function useIntegrations() {
 
 
   return {
-    t, locale, toast, mcpEnabled, oauthClients, setOauthClients, oauthSessions, setOauthSessions, oauthCreateOpen, setOauthCreateOpen, oauthNewName, setOauthNewName, oauthNewUris, setOauthNewUris, oauthNewScopes, setOauthNewScopes, oauthCreating, oauthCreatedClient, setOauthCreatedClient, oauthDeleteId, setOauthDeleteId, oauthRevokeId, setOauthRevokeId, oauthRotateId, setOauthRotateId, oauthRotatedSecret, setOauthRotatedSecret, oauthRotating, oauthScopesExpanded, setOauthScopesExpanded, oauthIsMachine, setOauthIsMachine, activeMcpTab, setActiveMcpTab, configOpenOAuth, setConfigOpenOAuth, configOpenToken, setConfigOpenToken, mcpTokens, setMcpTokens, mcpModalOpen, setMcpModalOpen, mcpNewName, setMcpNewName, mcpCreatedToken, setMcpCreatedToken, mcpCreating, mcpDeleteId, setMcpDeleteId, copiedKey, mcpEndpoint, mcpJsonConfigOAuth, mcpJsonConfig, handleCreateMcpToken, handleDeleteMcpToken, handleCopy, handleCreateOAuthClient, handleDeleteOAuthClient, handleRotateSecret, handleRevokeSession,
+    t, locale, toast, mcpEnabled, airtrailEnabled, oauthClients, setOauthClients, oauthSessions, setOauthSessions, oauthCreateOpen, setOauthCreateOpen, oauthNewName, setOauthNewName, oauthNewUris, setOauthNewUris, oauthNewScopes, setOauthNewScopes, oauthCreating, oauthCreatedClient, setOauthCreatedClient, oauthDeleteId, setOauthDeleteId, oauthRevokeId, setOauthRevokeId, oauthRotateId, setOauthRotateId, oauthRotatedSecret, setOauthRotatedSecret, oauthRotating, oauthScopesExpanded, setOauthScopesExpanded, oauthIsMachine, setOauthIsMachine, activeMcpTab, setActiveMcpTab, configOpenOAuth, setConfigOpenOAuth, configOpenToken, setConfigOpenToken, mcpTokens, setMcpTokens, mcpModalOpen, setMcpModalOpen, mcpNewName, setMcpNewName, mcpCreatedToken, setMcpCreatedToken, mcpCreating, mcpDeleteId, setMcpDeleteId, copiedKey, mcpEndpoint, mcpJsonConfigOAuth, mcpJsonConfig, handleCreateMcpToken, handleDeleteMcpToken, handleCopy, handleCreateOAuthClient, handleDeleteOAuthClient, handleRotateSecret, handleRevokeSession,
   }
 }
 

client/src/components/Settings/OfflineTab.tsx

@@ -21,6 +21,7 @@ interface CachedTripRow {
 export default function OfflineTab(): React.ReactElement {
   const [rows, setRows] = useState<CachedTripRow[]>([])
   const [pendingCount, setPendingCount] = useState(0)
+  const [failedCount, setFailedCount] = useState(0)
   const [syncing, setSyncing] = useState(false)
   const [clearing, setClearing] = useState(false)
   const [loading, setLoading] = useState(true)
@@ -28,11 +29,13 @@ export default function OfflineTab(): React.ReactElement {
   const load = useCallback(async () => {
     setLoading(true)
     try {
-      const [metas, pending] = await Promise.all([
+      const [metas, pending, failed] = await Promise.all([
         offlineDb.syncMeta.toArray(),
         mutationQueue.pendingCount(),
+        mutationQueue.failedCount(),
       ])
       setPendingCount(pending)
+      setFailedCount(failed)
 
       const result: CachedTripRow[] = []
       for (const meta of metas) {
@@ -85,6 +88,7 @@ export default function OfflineTab(): React.ReactElement {
         <div style={{ display: 'flex', gap: 12, flexWrap: 'wrap' }}>
           <Stat label="Cached trips" value={rows.length} />
           <Stat label="Pending changes" value={pendingCount} />
+          {failedCount > 0 && <Stat label="Failed changes" value={failedCount} danger />}
         </div>
 
         {/* Actions */}
@@ -165,13 +169,14 @@ export default function OfflineTab(): React.ReactElement {
   )
 }
 
-function Stat({ label, value }: { label: string; value: number }) {
+function Stat({ label, value, danger }: { label: string; value: number; danger?: boolean }) {
   return (
     <div className="border border-edge bg-surface-secondary" style={{
       padding: '8px 14px', borderRadius: 8,
       minWidth: 100,
     }}>
-      <div className="text-content" style={{ fontSize: 20, fontWeight: 700 }}>{value}</div>
+      <div style={{ fontSize: 20, fontWeight: 700, color: danger ? '#ef4444' : undefined }}
+        className={danger ? undefined : 'text-content'}>{value}</div>
       <div className="text-content-muted" style={{ fontSize: 11 }}>{label}</div>
     </div>
   )

client/src/components/Todo/TodoListPanel.tsx

@@ -277,6 +277,7 @@ function DetailPane({ item, tripId, categories, members, onClose }: {
   const [desc, setDesc] = useState(item.description || '')
   const [dueDate, setDueDate] = useState(item.due_date || '')
   const [category, setCategory] = useState(item.category || '')
+  const [addingCategory, setAddingCategoryInline] = useState(false)
   const [assignedUserId, setAssignedUserId] = useState<number | null>(item.assigned_user_id)
   const [priority, setPriority] = useState(item.priority || 0)
   const [saving, setSaving] = useState(false)
@@ -378,21 +379,52 @@ function DetailPane({ item, tripId, categories, members, onClose }: {
         {/* Category */}
         <div>
           <label className={labelClass}>{t('todo.detail.category')}</label>
-          <CustomSelect
-            value={category}
-            onChange={v => setCategory(String(v))}
-            options={[
-              { value: '', label: t('todo.noCategory') },
-              ...categories.map(c => ({
-                value: c,
-                label: c,
-                icon: <span style={{ width: 8, height: 8, borderRadius: '50%', background: katColor(c, categories), display: 'inline-block' }} />,
-              })),
-            ]}
-            placeholder={t('todo.noCategory')}
-            size="sm"
-            disabled={!canEdit}
-          />
+          {addingCategory ? (
+            <div style={{ display: 'flex', gap: 4 }}>
+              <input
+                autoFocus
+                value={category}
+                onChange={e => setCategory(e.target.value)}
+                onKeyDown={e => { if (e.key === 'Enter') setAddingCategoryInline(false); if (e.key === 'Escape') { setCategory(''); setAddingCategoryInline(false) } }}
+                placeholder={t('todo.newCategory')}
+                style={{ flex: 1, fontSize: 13, padding: '8px 10px', border: '1px solid var(--border-primary)', borderRadius: 8, background: 'var(--bg-primary)', color: 'var(--text-primary)', fontFamily: 'inherit', outline: 'none' }}
+              />
+              <button type="button" onClick={() => setAddingCategoryInline(false)}
+                style={{ background: 'var(--bg-hover)', border: '1px solid var(--border-primary)', borderRadius: 8, padding: '0 10px', cursor: 'pointer', color: 'var(--text-primary)' }}>
+                <Check size={14} />
+              </button>
+            </div>
+          ) : (
+            <div style={{ display: 'flex', gap: 4 }}>
+              <div style={{ flex: 1, minWidth: 0 }}>
+                <CustomSelect
+                  value={category}
+                  onChange={v => setCategory(String(v))}
+                  options={[
+                    { value: '', label: t('todo.noCategory') },
+                    ...categories.map(c => ({
+                      value: c, label: c,
+                      icon: <span style={{ width: 8, height: 8, borderRadius: '50%', background: katColor(c, categories), display: 'inline-block' }} />,
+                    })),
+                    ...(category && !categories.includes(category) ? [{
+                      value: category, label: `${category} (${t('todo.newCategoryLabel') || 'new'})`,
+                      icon: <span style={{ width: 8, height: 8, borderRadius: '50%', background: '#9ca3af', display: 'inline-block' }} />,
+                    }] : []),
+                  ]}
+                  placeholder={t('todo.noCategory')}
+                  size="sm"
+                  disabled={!canEdit}
+                />
+              </div>
+              {canEdit && (
+                <button type="button" onClick={() => { setCategory(''); setAddingCategoryInline(true) }}
+                  title={t('todo.newCategory')}
+                  style={{ background: 'var(--bg-hover)', border: '1px solid var(--border-primary)', borderRadius: 8, padding: '0 10px', cursor: 'pointer', color: 'var(--text-muted)', fontFamily: 'inherit' }}>
+                  <Plus size={14} />
+                </button>
+              )}
+            </div>
+          )}
         </div>
 
         {/* Due date */}

client/src/db/offlineDb.ts

@@ -27,6 +27,12 @@ export interface QueuedMutation {
   tempId?: number;
   /** For DELETE mutations: the entity id to remove from Dexie on flush */
   entityId?: number;
+  /**
+   * For PUT/DELETE enqueued offline against a still-unsynced (negative-id) entity:
+   * the temp id of the target. The url carries an `{id}` placeholder that the
+   * mutation queue rewrites to the real server id once the dependent CREATE flushes.
+   */
+  tempEntityId?: number;
 }
 
 export interface SyncMeta {
@@ -41,13 +47,48 @@ export interface SyncMeta {
 export interface BlobCacheEntry {
   /** Relative URL, e.g. "/api/files/42/download" */
   url: string;
+  /**
+   * Trip this blob belongs to, so it is evicted together with the trip in
+   * clearTripData. Legacy rows cached before v3 carry the sentinel -1.
+   */
+  tripId: number;
   blob: Blob;
+  /** Byte size captured at insert time — Blob.size is not reliably preserved
+   *  across IndexedDB round-trips, so the LRU budget reads this instead. */
+  bytes: number;
   mime: string;
   cachedAt: number;
 }
 
 // ── Dexie class ────────────────────────────────────────────────────────────────
 
+/**
+ * The offline DB is scoped per user so that one account can never read another
+ * account's cached data on a shared device. Anonymous (logged-out) state uses
+ * the base name; a logged-in user uses `trek-offline-u<userId>`.
+ */
+const ANON_DB_NAME = 'trek-offline';
+
+function userDbName(userId: number | string): string {
+  return `trek-offline-u${userId}`;
+}
+
+/**
+ * Best-effort read of the persisted auth snapshot so the very first DB opened on
+ * app load (before loadUser resolves) is already the correct per-user one — the
+ * PWA can render cached data offline without leaking across users.
+ */
+function initialDbName(): string {
+  try {
+    const raw = typeof localStorage !== 'undefined' ? localStorage.getItem('trek_auth_snapshot') : null;
+    if (!raw) return ANON_DB_NAME;
+    const id = JSON.parse(raw)?.state?.user?.id;
+    return id != null ? userDbName(id) : ANON_DB_NAME;
+  } catch {
+    return ANON_DB_NAME;
+  }
+}
+
 class TrekOfflineDb extends Dexie {
   trips!: Table<Trip, number>;
   days!: Table<Day, number>;
@@ -65,8 +106,8 @@ class TrekOfflineDb extends Dexie {
   syncMeta!: Table<SyncMeta, number>;
   blobCache!: Table<BlobCacheEntry, string>;
 
-  constructor() {
-    super('trek-offline');
+  constructor(name: string = ANON_DB_NAME) {
+    super(name);
 
     this.version(1).stores({
       trips:        'id',
@@ -88,10 +129,67 @@ class TrekOfflineDb extends Dexie {
       tags:           'id',
       categories:     'id',
     });
+
+    // v3: scope the blob cache by trip so it can be evicted with the trip and
+    // bounded by an LRU budget (see enforceBlobBudget).
+    this.version(3).stores({
+      blobCache: 'url, cachedAt, tripId',
+    }).upgrade(async (tx) => {
+      await tx.table('blobCache').toCollection().modify((row: Partial<BlobCacheEntry>) => {
+        if (row.tripId == null) row.tripId = -1;
+        if (row.bytes == null) row.bytes = row.blob?.size ?? 0;
+      });
+    });
   }
 }
 
-export const offlineDb = new TrekOfflineDb();
+// The live instance is swapped on login/logout via reopenForUser/reopenAnonymous.
+// A Proxy keeps the exported `offlineDb` binding stable for the ~19 modules that
+// import it directly, while every access forwards to the current connection.
+let _db = new TrekOfflineDb(initialDbName());
+
+export const offlineDb = new Proxy({} as TrekOfflineDb, {
+  get(_target, prop) {
+    const value = (_db as unknown as Record<string | symbol, unknown>)[prop];
+    return typeof value === 'function' ? (value as (...args: unknown[]) => unknown).bind(_db) : value;
+  },
+  set(_target, prop, value) {
+    (_db as unknown as Record<string | symbol, unknown>)[prop] = value;
+    return true;
+  },
+}) as TrekOfflineDb;
+
+async function switchTo(name: string): Promise<void> {
+  if (_db.name === name) {
+    if (!_db.isOpen()) await _db.open();
+    return;
+  }
+  if (_db.isOpen()) _db.close();
+  _db = new TrekOfflineDb(name);
+  await _db.open();
+}
+
+/** Point the offline DB at a specific user's scoped database (call on login). */
+export async function reopenForUser(userId: number | string): Promise<void> {
+  await switchTo(userDbName(userId));
+}
+
+/** Point the offline DB at the anonymous database (call on logout). */
+export async function reopenAnonymous(): Promise<void> {
+  await switchTo(ANON_DB_NAME);
+}
+
+/**
+ * Delete the current user's scoped database entirely and return to the anonymous
+ * DB. Used on logout so no trace of the account's data remains on the device.
+ */
+export async function deleteCurrentUserDb(): Promise<void> {
+  if (_db.name !== ANON_DB_NAME) {
+    try { await _db.delete(); } catch { /* ignore — fall through to anon */ }
+  }
+  _db = new TrekOfflineDb(ANON_DB_NAME);
+  await _db.open();
+}
 
 // ── Bulk upsert helpers ────────────────────────────────────────────────────────
 
@@ -166,6 +264,40 @@ export async function getCachedBlob(url: string): Promise<Blob | null> {
   }
 }
 
+// ── Blob-cache budget ───────────────────────────────────────────────────────
+
+/**
+ * Upper bounds for the offline file-blob cache. Kept conservative so trip
+ * documents never starve the map-tile cache (sized at MAX_TILES in
+ * tilePrefetcher.ts) for the origin's storage quota.
+ */
+export const BLOB_CACHE_MAX_ENTRIES = 200;
+export const BLOB_CACHE_MAX_BYTES = 100 * 1024 * 1024; // 100 MB
+
+/**
+ * Evict oldest-by-cachedAt blobs until the cache is under both the entry-count
+ * and byte budget. Call after inserting new blobs. LRU on insertion time, which
+ * is a reasonable proxy for access for write-once document blobs.
+ */
+export async function enforceBlobBudget(
+  maxCount = BLOB_CACHE_MAX_ENTRIES,
+  maxBytes = BLOB_CACHE_MAX_BYTES,
+): Promise<void> {
+  const entries = await offlineDb.blobCache.orderBy('cachedAt').toArray();
+  let count = entries.length;
+  let totalBytes = entries.reduce((sum, e) => sum + (e.bytes ?? 0), 0);
+  if (count <= maxCount && totalBytes <= maxBytes) return;
+
+  const toDelete: string[] = [];
+  for (const e of entries) {
+    if (count <= maxCount && totalBytes <= maxBytes) break;
+    toDelete.push(e.url);
+    totalBytes -= e.bytes ?? 0;
+    count -= 1;
+  }
+  if (toDelete.length) await offlineDb.blobCache.bulkDelete(toDelete);
+}
+
 // ── Eviction / cleanup ────────────────────────────────────────────────────────
 
 /** Delete all cached data for one trip (eviction or explicit clear). */
@@ -184,6 +316,7 @@ export async function clearTripData(tripId: number): Promise<void> {
       offlineDb.tripMembers,
       offlineDb.mutationQueue,
       offlineDb.syncMeta,
+      offlineDb.blobCache,
     ],
     async () => {
       await offlineDb.days.where('trip_id').equals(tripId).delete();
@@ -197,6 +330,7 @@ export async function clearTripData(tripId: number): Promise<void> {
       await offlineDb.tripMembers.where('tripId').equals(tripId).delete();
       await offlineDb.mutationQueue.where('tripId').equals(tripId).delete();
       await offlineDb.syncMeta.where('tripId').equals(tripId).delete();
+      await offlineDb.blobCache.where('tripId').equals(tripId).delete();
     },
   );
   // Remove the trip row itself outside the transaction since it's a separate table

client/src/hooks/useAirtrailConnection.ts

@@ -0,0 +1,31 @@
+import { useEffect, useState } from 'react'
+import { airtrailApi } from '../api/client'
+import { useAddonStore } from '../store/addonStore'
+
+/**
+ * Resolves whether the current user can use AirTrail in a trip: the addon must
+ * be enabled globally AND the user must have a working connection. Drives the
+ * "AirTrail Import/Sync" button visibility in the Transport panel.
+ */
+export function useAirtrailConnection() {
+  const airtrailEnabled = useAddonStore(s => s.isEnabled('airtrail'))
+  const [connected, setConnected] = useState(false)
+  const [loading, setLoading] = useState(false)
+
+  useEffect(() => {
+    if (!airtrailEnabled) {
+      setConnected(false)
+      return
+    }
+    let cancelled = false
+    setLoading(true)
+    airtrailApi
+      .status()
+      .then(d => { if (!cancelled) setConnected(!!d.connected) })
+      .catch(() => { if (!cancelled) setConnected(false) })
+      .finally(() => { if (!cancelled) setLoading(false) })
+    return () => { cancelled = true }
+  }, [airtrailEnabled])
+
+  return { airtrailEnabled, connected, available: airtrailEnabled && connected, loading }
+}

client/src/hooks/useRouteCalculation.ts

@@ -53,29 +53,44 @@ export function useRouteCalculation(tripStore: TripStoreState, selectedDayId: nu
       return pos != null
     })
 
-    // Build a unified list of places + transports sorted by effective position,
-    // then derive segments by resetting whenever a transport appears — mirrors getMergedItems order.
-    type Entry = { kind: 'place'; lat: number; lng: number } | { kind: 'transport' }
-    const entries: (Entry & { pos: number })[] = [
+    // The departure/arrival coordinate of a transport, if its endpoints carry one.
+    const epLoc = (r: any, role: 'from' | 'to'): { lat: number; lng: number } | null => {
+      const e = (r.endpoints || []).find((x: any) => x.role === role)
+      return e && e.lat != null && e.lng != null ? { lat: e.lat, lng: e.lng } : null
+    }
+
+    // Build a unified list of places + transports sorted by effective position.
+    type Entry =
+      | { kind: 'place'; lat: number; lng: number; pos: number }
+      | { kind: 'transport'; from: { lat: number; lng: number } | null; to: { lat: number; lng: number } | null; pos: number }
+    const entries: Entry[] = [
       ...da.filter(a => a.place?.lat && a.place?.lng).map(a => ({
         kind: 'place' as const, lat: a.place.lat!, lng: a.place.lng!, pos: a.order_index,
       })),
       ...dayTransports.map(r => ({
         kind: 'transport' as const,
+        from: epLoc(r, 'from'),
+        to: epLoc(r, 'to'),
         pos: (r.day_positions?.[dayId] ?? r.day_positions?.[String(dayId)] ?? r.day_plan_position) as number,
       })),
     ].sort((a, b) => a.pos - b.pos)
 
-    // Group consecutive located places into runs, resetting whenever a transport
-    // appears (you don't drive between a flight's endpoints) — mirrors getMergedItems order.
+    // Group located places into driving runs.
+    // - A transport WITH a location anchors the route to its departure point (you
+    //   travel there), then breaks the run (you don't drive the flight/train); its
+    //   arrival point starts the next run.
+    // - A transport WITHOUT a location is ignored entirely — the places around it
+    //   connect directly, as if the booking weren't there.
     const runs: { lat: number; lng: number }[][] = []
     let currentRun: { lat: number; lng: number }[] = []
     for (const entry of entries) {
       if (entry.kind === 'place') {
         currentRun.push({ lat: entry.lat, lng: entry.lng })
-      } else {
+      } else if (entry.from || entry.to) {
+        if (entry.from) currentRun.push(entry.from)
         if (currentRun.length >= 2) runs.push(currentRun)
         currentRun = []
+        if (entry.to) currentRun.push(entry.to)
       }
     }
     if (currentRun.length >= 2) runs.push(currentRun)
@@ -120,7 +135,9 @@ export function useRouteCalculation(tripStore: TripStoreState, selectedDayId: nu
       .filter(r => TRANSPORT_TYPES.includes(r.type))
       .map(r => {
         const pos = r.day_positions?.[selectedDayId] ?? r.day_positions?.[String(selectedDayId)] ?? r.day_plan_position
-        return `${r.id}:${r.day_id ?? ''}:${r.end_day_id ?? ''}:${r.reservation_time ?? ''}:${pos ?? ''}`
+        // Include endpoints so adding/moving a departure/arrival location re-routes.
+        const eps = (r.endpoints || []).map(e => `${e.role}@${e.lat ?? ''},${e.lng ?? ''}`).join(';')
+        return `${r.id}:${r.day_id ?? ''}:${r.end_day_id ?? ''}:${r.reservation_time ?? ''}:${pos ?? ''}:${eps}`
       })
       .sort()
       .join('|')

client/src/index.css

@@ -35,6 +35,23 @@ body { height: 100%; overflow: auto; overscroll-behavior: none; -webkit-overflow
   color: var(--text-primary) !important;
 }
 
+/* Mapbox GL hover popup — the name/category/address card on marker hover.
+   Matches the Leaflet map's white hover tooltip. pointer-events:none so moving
+   onto the popup never steals the marker's mouseleave and causes flicker. */
+.trek-map-popup { pointer-events: none; }
+.trek-map-popup .mapboxgl-popup-content {
+  padding: 7px 10px;
+  border-radius: 10px;
+  background: #fff;
+  box-shadow: 0 2px 12px rgba(0, 0, 0, 0.16);
+}
+.trek-map-popup .mapboxgl-popup-tip {
+  border-top-color: #fff;
+  border-bottom-color: #fff;
+  border-left-color: #fff;
+  border-right-color: #fff;
+}
+
 .atlas-tooltip {
   background: rgba(10, 10, 20, 0.6) !important;
   backdrop-filter: blur(20px) saturate(180%) !important;

client/src/main.tsx

@@ -15,8 +15,11 @@ import '@fontsource/geist-sans/500.css'
 import '@fontsource/geist-sans/600.css'
 import './index.css'
 import { startConnectivityProbe } from './sync/connectivity'
+import { requestPersistentStorage } from './sync/persistentStorage'
 
 startConnectivityProbe()
+// Keep offline data (map tiles, file blobs, IndexedDB) exempt from eviction.
+requestPersistentStorage()
 
 ReactDOM.createRoot(document.getElementById('root')!).render(
   <React.StrictMode>

client/src/pages/DashboardPage.test.tsx

@@ -226,7 +226,7 @@ describe('DashboardPage', () => {
       await user.click(archiveButtons[0]);
 
       // Switch to the archive filter segment
-      await user.click(screen.getByText('Archive'));
+      await user.click(screen.getByText('Archived'));
 
       await waitFor(() => {
         expect(screen.getAllByText('Paris Adventure')[0]).toBeInTheDocument();
@@ -293,7 +293,7 @@ describe('DashboardPage', () => {
       });
 
       // Switch to the archive filter
-      await user.click(screen.getByText('Archive'));
+      await user.click(screen.getByText('Archived'));
 
       await waitFor(() => {
         expect(screen.getByText('Old Rome Trip')).toBeInTheDocument();
@@ -442,7 +442,7 @@ describe('DashboardPage', () => {
       });
 
       // Switch to the archive filter
-      await user.click(screen.getByText('Archive'));
+      await user.click(screen.getByText('Archived'));
 
       await waitFor(() => {
         expect(screen.getByText('Old Rome Trip')).toBeInTheDocument();
@@ -644,7 +644,7 @@ describe('DashboardPage', () => {
       });
 
       // Archive filter reveals the archived trip
-      await user.click(screen.getByText('Archive'));
+      await user.click(screen.getByText('Archived'));
       await waitFor(() => {
         expect(screen.getByText('Old Archived Trip')).toBeInTheDocument();
       });
@@ -687,7 +687,7 @@ describe('DashboardPage', () => {
         expect(screen.getAllByText('My Active Trip')[0]).toBeInTheDocument();
       });
 
-      await user.click(screen.getByText('Archive'));
+      await user.click(screen.getByText('Archived'));
 
       await waitFor(() => {
         expect(screen.getByText('Restored Trip')).toBeInTheDocument();

client/src/pages/DashboardPage.tsx

@@ -16,7 +16,7 @@ import {
 import {
   Plus, Edit2, Trash2, Archive, Copy, ArrowRight, MapPin,
   Plane, Hotel, Utensils, Clock, RefreshCw, ArrowRightLeft, Calendar,
-  LayoutGrid, List, SlidersHorizontal, Ticket, X,
+  LayoutGrid, List, Ticket, X,
 } from 'lucide-react'
 import '../styles/dashboard.css'
 
@@ -120,15 +120,12 @@ export default function DashboardPage(): React.ReactElement {
                 <div className="sec-tools">
                   <div className="seg">
                     <button className={tripFilter === 'planned' ? 'on' : ''} onClick={() => setTripFilter('planned')}>{t('dashboard.filter.planned')}</button>
-                    <button className={tripFilter === 'archive' ? 'on' : ''} onClick={() => setTripFilter('archive')}>{t('dashboard.archive')}</button>
+                    <button className={tripFilter === 'archive' ? 'on' : ''} onClick={() => setTripFilter('archive')}>{t('dashboard.archived')}</button>
                     <button className={tripFilter === 'completed' ? 'on' : ''} onClick={() => setTripFilter('completed')}>{t('dashboard.mobile.completed')}</button>
                   </div>
                   <button className="tool-action" aria-label={t('dashboard.aria.toggleView')} onClick={toggleViewMode} style={{ width: 38, height: 38, borderRadius: 11 }}>
                     {viewMode === 'grid' ? <List size={17} /> : <LayoutGrid size={17} />}
                   </button>
-                  <button className="tool-action" aria-label={t('dashboard.aria.filter')} style={{ width: 38, height: 38, borderRadius: 11 }}>
-                    <SlidersHorizontal size={17} />
-                  </button>
                 </div>
               </div>
 

client/src/pages/LoginPage.test.tsx

@@ -103,6 +103,38 @@ describe('LoginPage', () => {
     });
   });
 
+  describe('FE-PAGE-LOGIN-007: Remember me sends remember_me to the API', () => {
+    it('renders an unchecked checkbox and forwards remember_me: true when ticked', async () => {
+      let capturedBody: Record<string, unknown> | null = null;
+      server.use(
+        http.post('/api/auth/login', async ({ request }) => {
+          capturedBody = (await request.json()) as Record<string, unknown>;
+          return HttpResponse.json({ user: { id: 1, username: 'test', email: 'test@example.com', role: 'user' } });
+        }),
+      );
+
+      const user = userEvent.setup();
+      render(<LoginPage />);
+
+      await waitFor(() => {
+        expect(screen.getByPlaceholderText(EMAIL_PLACEHOLDER)).toBeInTheDocument();
+      });
+
+      const checkbox = screen.getByRole('checkbox', { name: /remember me/i });
+      expect(checkbox).not.toBeChecked();
+
+      await user.type(screen.getByPlaceholderText(EMAIL_PLACEHOLDER), 'user@example.com');
+      await user.type(screen.getByPlaceholderText(PASSWORD_PLACEHOLDER), 'password123');
+      await user.click(checkbox);
+      expect(checkbox).toBeChecked();
+      await user.click(screen.getByRole('button', { name: /sign in/i }));
+
+      await waitFor(() => {
+        expect(capturedBody).toEqual(expect.objectContaining({ remember_me: true }));
+      });
+    });
+  });
+
   describe('FE-PAGE-LOGIN-005: Registration toggle visible', () => {
     it('shows a Register button to switch to registration mode', async () => {
       // Default appConfig has allow_registration: true, has_users: true

client/src/pages/LoginPage.tsx

@@ -9,7 +9,7 @@ export default function LoginPage(): React.ReactElement {
   const {
     navigate,
     mode, setMode,
-    username, setUsername, email, setEmail, password, setPassword, showPassword, setShowPassword,
+    username, setUsername, email, setEmail, password, setPassword, rememberMe, setRememberMe, showPassword, setShowPassword,
     isLoading, error, setError, appConfig, inviteToken,
     langDropdownOpen, setLangDropdownOpen, setLanguageLocal,
     showTakeoff, mfaStep, setMfaStep, mfaToken, setMfaToken, mfaCode, setMfaCode,
@@ -491,6 +491,7 @@ export default function LoginPage(): React.ReactElement {
                       onChange={(e: React.ChangeEvent<HTMLInputElement>) => setMfaCode(e.target.value.toUpperCase().slice(0, 24))}
                       placeholder="000000 or XXXX-XXXX"
                       required
+                      autoFocus
                       style={inputBase}
                       onFocus={(e: React.FocusEvent<HTMLInputElement>) => e.target.style.borderColor = '#111827'}
                       onBlur={(e: React.FocusEvent<HTMLInputElement>) => e.target.style.borderColor = '#e5e7eb'}
@@ -571,7 +572,16 @@ export default function LoginPage(): React.ReactElement {
                   </button>
                 </div>
                 {mode === 'login' && (
-                  <div style={{ textAlign: 'right', marginTop: 6 }}>
+                  <div style={{ display: 'flex', alignItems: 'center', justifyContent: 'space-between', gap: 12, marginTop: 8 }}>
+                    <label style={{ display: 'flex', alignItems: 'center', gap: 7, cursor: 'pointer', color: '#374151', fontSize: 12.5, fontWeight: 500 }}>
+                      <input
+                        type="checkbox"
+                        checked={rememberMe}
+                        onChange={(e: React.ChangeEvent<HTMLInputElement>) => setRememberMe(e.target.checked)}
+                        style={{ width: 15, height: 15, accentColor: '#111827', cursor: 'pointer', flexShrink: 0 }}
+                      />
+                      {t('login.rememberMe')}
+                    </label>
                     <button type="button" onClick={() => navigate('/forgot-password')} style={{
                       background: 'none', border: 'none', cursor: 'pointer', padding: 0,
                       color: '#6b7280', fontSize: 12.5, fontWeight: 500, fontFamily: 'inherit',

client/src/pages/TripPlannerPage.tsx

@@ -5,6 +5,7 @@ import { useTripStore } from '../store/tripStore'
 import { useCanDo } from '../store/permissionsStore'
 import { useSettingsStore } from '../store/settingsStore'
 import { MapViewAuto as MapView } from '../components/Map/MapViewAuto'
+import { MapCompassPill } from '../components/Map/MapCompassPill'
 import { getCached, fetchPhoto } from '../services/photoService'
 import DayPlanSidebar from '../components/Planner/DayPlanSidebar'
 import PlacesSidebar from '../components/Planner/PlacesSidebar'
@@ -17,6 +18,7 @@ import TripMembersModal from '../components/Trips/TripMembersModal'
 import { ReservationModal } from '../components/Planner/ReservationModal'
 import { TransportModal } from '../components/Planner/TransportModal'
 import BookingImportModal from '../components/Planner/BookingImportModal'
+import AirTrailImportModal from '../components/Planner/AirTrailImportModal'
 // MemoriesPanel moved to Journey addon
 import ReservationsPanel from '../components/Planner/ReservationsPanel'
 import PackingListPanel from '../components/Packing/PackingListPanel'
@@ -42,6 +44,8 @@ import { usePlannerHistory } from '../hooks/usePlannerHistory'
 import type { Accommodation, TripMember, Day, Place, Reservation, PackingItem, TodoItem } from '../types'
 import { ListTodo, Upload, Plus, Trash2, FolderPlus } from 'lucide-react'
 import { useTripPlanner } from './tripPlanner/useTripPlanner'
+import { usePoiExplore } from '../components/Map/usePoiExplore'
+import PoiCategoryPill from '../components/Map/PoiCategoryPill'
 
 function ListsContainer({ tripId, packingItems, todoItems }: { tripId: number; packingItems: PackingItem[]; todoItems: TodoItem[] }) {
   const [subTab, setSubTab] = useState<'packing' | 'todo'>(() => {
@@ -185,6 +189,7 @@ export default function TripPlannerPage(): React.ReactElement | null {
     showTripForm, setShowTripForm, showMembersModal, setShowMembersModal,
     showReservationModal, setShowReservationModal, editingReservation, setEditingReservation,
     showBookingImport, setShowBookingImport, bookingImportAvailable,
+    airTrailAvailable, showAirTrailImport, setShowAirTrailImport,
     bookingForAssignmentId, setBookingForAssignmentId,
     showTransportModal, setShowTransportModal, editingTransport, setEditingTransport,
     transportModalDayId, setTransportModalDayId,
@@ -195,14 +200,18 @@ export default function TripPlannerPage(): React.ReactElement | null {
     isMobile, mapCategoryFilter, setMapCategoryFilter, mapPlacesFilter, setMapPlacesFilter,
     expandedDayIds, setExpandedDayIds, mapPlaces,
     route, routeSegments, routeInfo, setRoute, setRouteInfo, updateRouteForDay,
-    handleSelectDay, handlePlaceClick, handleMarkerClick, handleMapClick, handleMapContextMenu,
+    handleSelectDay, handlePlaceClick, handleMarkerClick, handleMapClick, handleMapContextMenu, openAddPlaceFromPoi,
     handleSavePlace, handleDeletePlace, confirmDeletePlace, confirmDeletePlaces,
-    handleAssignToDay, handleRemoveAssignment, handleReorder, handleUpdateDayTitle,
+    handleAssignToDay, handleRemoveAssignment, handleReorder, handleReorderDays, handleAddDay, handleUpdateDayTitle,
     handleSaveReservation, handleSaveTransport, handleDeleteReservation,
     selectedPlace, dayOrderMap, dayPlaces,
     mapTileUrl, defaultCenter, defaultZoom, fontStyle, splashDone,
   } = useTripPlanner()
 
+  const poi = usePoiExplore()
+  const [glMap, setGlMap] = useState<import('mapbox-gl').Map | null>(null)
+  const poiPillEnabled = useSettingsStore(s => s.settings.map_poi_pill_enabled) !== false
+
   if (isLoading || !splashDone) {
     return (
       <div className="bg-surface" style={{
@@ -300,8 +309,20 @@ export default function TripPlannerPage(): React.ReactElement | null {
                 const r = reservations.find(x => x.id === rid)
                 if (r) setMapTransportDetail(r)
               }}
+              pois={poi.pois}
+              onPoiClick={openAddPlaceFromPoi}
+              onViewportChange={poi.onViewportChange}
+              onMapReady={setGlMap}
             />
 
+            {(poiPillEnabled || glMap) && (
+              <div className="hidden md:flex" style={{ position: 'absolute', top: 14, left: '50%', transform: 'translateX(-50%)', zIndex: 25, pointerEvents: 'none', alignItems: 'flex-start', gap: 8 }}>
+                {poiPillEnabled && (
+                  <PoiCategoryPill active={poi.active} onToggle={poi.toggle} loadingKeys={poi.loadingKeys} errorKeys={poi.errorKeys} moved={poi.moved} onSearchArea={poi.searchArea} />
+                )}
+                {glMap && <MapCompassPill map={glMap} />}
+              </div>
+            )}
 
             <div className="hidden md:block" style={{ position: 'absolute', left: 10, top: 10, bottom: 10, zIndex: 20 }}>
               <button onClick={() => setLeftCollapsed(c => !c)}
@@ -342,6 +363,8 @@ export default function TripPlannerPage(): React.ReactElement | null {
                   onSelectDay={handleSelectDay}
                   onPlaceClick={handlePlaceClick}
                   onReorder={handleReorder}
+                  onReorderDays={handleReorderDays}
+                  onAddDay={handleAddDay}
                   onUpdateDayTitle={handleUpdateDayTitle}
                   onAssignToDay={handleAssignToDay}
                   onRouteCalculated={(r) => { if (r) { setRoute([r.coordinates]); setRouteInfo(r) } else { setRoute(null); setRouteInfo(null) } }}
@@ -593,7 +616,7 @@ export default function TripPlannerPage(): React.ReactElement | null {
                   </div>
                   <div style={{ flex: 1, overflow: 'auto' }}>
                     {mobileSidebarOpen === 'left'
-                      ? <DayPlanSidebar tripId={tripId} trip={trip} days={days} places={places} categories={categories} assignments={assignments} selectedDayId={selectedDayId} selectedPlaceId={selectedPlaceId} selectedAssignmentId={selectedAssignmentId} onSelectDay={(id) => { handleSelectDay(id); setMobileSidebarOpen(null) }} onPlaceClick={(placeId, assignmentId) => { handlePlaceClick(placeId, assignmentId) }} onReorder={handleReorder} onUpdateDayTitle={handleUpdateDayTitle} onAssignToDay={handleAssignToDay} onRouteCalculated={(r) => { if (r) { setRoute([r.coordinates]); setRouteInfo(r) } }} reservations={reservations} visibleConnectionIds={visibleConnections} onToggleConnection={toggleConnection} onAddReservation={(dayId) => { setEditingReservation(null); tripActions.setSelectedDay(dayId); setShowReservationModal(true); setMobileSidebarOpen(null) }} onAddTransport={can('day_edit', trip) ? (dayId) => { setTransportModalDayId(dayId); setEditingTransport(null); setShowTransportModal(true); setMobileSidebarOpen(null) } : undefined} onAddPlace={() => { setEditingPlace(null); setShowPlaceForm(true); setMobileSidebarOpen(null) }} onDayDetail={(day) => { setShowDayDetail(day); setSelectedPlaceId(null); selectAssignment(null) }} onRemoveAssignment={handleRemoveAssignment} onEditPlace={(place, assignmentId) => { setEditingPlace(place); setEditingAssignmentId(assignmentId || null); setShowPlaceForm(true); setMobileSidebarOpen(null) }} onDeletePlace={(placeId) => handleDeletePlace(placeId)} accommodations={tripAccommodations} routeShown={routeShown} routeProfile={routeProfile} onToggleRoute={() => setRouteShown(v => !v)} onSetRouteProfile={setRouteProfile} onNavigateToFiles={() => { setMobileSidebarOpen(null); handleTabChange('dateien') }} onExpandedDaysChange={setExpandedDayIds} pushUndo={pushUndo} canUndo={canUndo} lastActionLabel={lastActionLabel} onUndo={handleUndo} onEditTransport={can('day_edit', trip) ? (reservation) => { setEditingTransport(reservation); setTransportModalDayId(reservation.day_id ?? null); setShowTransportModal(true); setMobileSidebarOpen(null) } : undefined} onEditReservation={can('reservation_edit', trip) ? (r) => { setEditingReservation(r); setShowReservationModal(true); setMobileSidebarOpen(null) } : undefined} initialScrollTop={mobilePlanScrollTopRef.current} onScrollTopChange={(top) => { mobilePlanScrollTopRef.current = top }} />
+                      ? <DayPlanSidebar tripId={tripId} trip={trip} days={days} places={places} categories={categories} assignments={assignments} selectedDayId={selectedDayId} selectedPlaceId={selectedPlaceId} selectedAssignmentId={selectedAssignmentId} onSelectDay={(id) => { handleSelectDay(id); setMobileSidebarOpen(null) }} onPlaceClick={(placeId, assignmentId) => { handlePlaceClick(placeId, assignmentId) }} onReorder={handleReorder} onReorderDays={handleReorderDays} onAddDay={handleAddDay} onUpdateDayTitle={handleUpdateDayTitle} onAssignToDay={handleAssignToDay} onRouteCalculated={(r) => { if (r) { setRoute([r.coordinates]); setRouteInfo(r) } }} reservations={reservations} visibleConnectionIds={visibleConnections} onToggleConnection={toggleConnection} onAddReservation={(dayId) => { setEditingReservation(null); tripActions.setSelectedDay(dayId); setShowReservationModal(true); setMobileSidebarOpen(null) }} onAddTransport={can('day_edit', trip) ? (dayId) => { setTransportModalDayId(dayId); setEditingTransport(null); setShowTransportModal(true); setMobileSidebarOpen(null) } : undefined} onAddPlace={() => { setEditingPlace(null); setShowPlaceForm(true); setMobileSidebarOpen(null) }} onDayDetail={(day) => { setShowDayDetail(day); setSelectedPlaceId(null); selectAssignment(null) }} onRemoveAssignment={handleRemoveAssignment} onEditPlace={(place, assignmentId) => { setEditingPlace(place); setEditingAssignmentId(assignmentId || null); setShowPlaceForm(true); setMobileSidebarOpen(null) }} onDeletePlace={(placeId) => handleDeletePlace(placeId)} accommodations={tripAccommodations} routeShown={routeShown} routeProfile={routeProfile} onToggleRoute={() => setRouteShown(v => !v)} onSetRouteProfile={setRouteProfile} onNavigateToFiles={() => { setMobileSidebarOpen(null); handleTabChange('dateien') }} onExpandedDaysChange={setExpandedDayIds} pushUndo={pushUndo} canUndo={canUndo} lastActionLabel={lastActionLabel} onUndo={handleUndo} onEditTransport={can('day_edit', trip) ? (reservation) => { setEditingTransport(reservation); setTransportModalDayId(reservation.day_id ?? null); setShowTransportModal(true); setMobileSidebarOpen(null) } : undefined} onEditReservation={can('reservation_edit', trip) ? (r) => { setEditingReservation(r); setShowReservationModal(true); setMobileSidebarOpen(null) } : undefined} initialScrollTop={mobilePlanScrollTopRef.current} onScrollTopChange={(top) => { mobilePlanScrollTopRef.current = top }} showRouteToolsWhenExpanded />
                       : <PlacesSidebar tripId={tripId} places={places} categories={categories} assignments={assignments} selectedDayId={selectedDayId} selectedPlaceId={selectedPlaceId} onPlaceClick={(placeId) => { handlePlaceClick(placeId); setMobileSidebarOpen(null) }} onAddPlace={() => { setEditingPlace(null); setShowPlaceForm(true); setMobileSidebarOpen(null) }} onAssignToDay={handleAssignToDay} onEditPlace={(place) => { setEditingPlace(place); setEditingAssignmentId(null); setShowPlaceForm(true); setMobileSidebarOpen(null) }} onDeletePlace={(placeId) => handleDeletePlace(placeId)} onBulkDeletePlaces={(ids) => setDeletePlaceIds(ids)} onBulkDeleteConfirm={(ids) => confirmDeletePlaces(ids)} days={days} isMobile onCategoryFilterChange={setMapCategoryFilter} onPlacesFilterChange={setMapPlacesFilter} pushUndo={pushUndo} initialScrollTop={mobilePlacesScrollTopRef.current} onScrollTopChange={(top) => { mobilePlacesScrollTopRef.current = top }} />
                     }
                   </div>
@@ -613,6 +636,8 @@ export default function TripPlannerPage(): React.ReactElement | null {
               assignments={assignments}
               files={files}
               onAdd={() => { setEditingTransport(null); setShowTransportModal(true) }}
+              onAirTrailImport={() => setShowAirTrailImport(true)}
+              airTrailAvailable={airTrailAvailable}
               onEdit={(r) => { setEditingTransport(r); setShowTransportModal(true) }}
               onDelete={handleDeleteReservation}
               onNavigateToFiles={() => handleTabChange('dateien')}
@@ -682,6 +707,7 @@ export default function TripPlannerPage(): React.ReactElement | null {
       <ReservationModal isOpen={showReservationModal} onClose={() => { setShowReservationModal(false); setEditingReservation(null); setBookingForAssignmentId(null) }} onSave={handleSaveReservation} reservation={editingReservation} days={days} places={places} assignments={assignments} selectedDayId={selectedDayId} files={files} onFileUpload={canUploadFiles ? (fd) => tripActions.addFile(tripId, fd) : undefined} onFileDelete={(id) => tripActions.deleteFile(tripId, id)} accommodations={tripAccommodations} defaultAssignmentId={bookingForAssignmentId} />
       {showTransportModal && <TransportModal isOpen={showTransportModal} onClose={() => { setShowTransportModal(false); setEditingTransport(null); setTransportModalDayId(null) }} onSave={handleSaveTransport} reservation={editingTransport} days={days} selectedDayId={transportModalDayId} files={files} onFileUpload={canUploadFiles ? (fd) => tripActions.addFile(tripId, fd) : undefined} onFileDelete={(id) => tripActions.deleteFile(tripId, id)} />}
       <BookingImportModal isOpen={showBookingImport} onClose={() => setShowBookingImport(false)} tripId={tripId} pushUndo={pushUndo} />
+      <AirTrailImportModal isOpen={showAirTrailImport} onClose={() => setShowAirTrailImport(false)} tripId={tripId} pushUndo={pushUndo} />
       <ConfirmDialog
         isOpen={!!deletePlaceId}
         onClose={() => setDeletePlaceId(null)}

client/src/pages/admin/AdminUserModals.tsx

@@ -2,7 +2,7 @@ import React from 'react'
 import { adminApi } from '../../api/client'
 import Modal from '../../components/shared/Modal'
 import CustomSelect from '../../components/shared/CustomSelect'
-import { CheckCircle, ArrowUpCircle, ExternalLink, RefreshCw, AlertTriangle, Fingerprint } from 'lucide-react'
+import { CheckCircle, ArrowUpCircle, ExternalLink, RefreshCw, AlertTriangle, Fingerprint, Eye, EyeOff } from 'lucide-react'
 import type { TranslationFn } from '../../types'
 import type { useAdmin } from './useAdmin'
 
@@ -22,6 +22,8 @@ export default function AdminUserModals({ admin, t }: AdminUserModalsProps): Rea
     showRotateJwtModal, setShowRotateJwtModal, rotatingJwt, setRotatingJwt,
     handleCreateUser, handleSaveUser,
   } = admin
+  const [showCreatePw, setShowCreatePw] = React.useState(false)
+  const [showEditPw, setShowEditPw] = React.useState(false)
 
   return (
     <>
@@ -71,13 +73,24 @@ export default function AdminUserModals({ admin, t }: AdminUserModalsProps): Rea
           </div>
           <div>
             <label className="block text-sm font-medium text-slate-700 mb-1.5">{t('common.password')} *</label>
-            <input
-              type="password"
-              value={createForm.password}
-              onChange={e => setCreateForm(f => ({ ...f, password: e.target.value }))}
-              placeholder={t('common.password')}
-              className="w-full px-3 py-2.5 border border-slate-300 rounded-lg text-slate-900 focus:ring-2 focus:ring-slate-400 focus:border-transparent text-sm"
-            />
+            <div className="relative">
+              <input
+                type={showCreatePw ? 'text' : 'password'}
+                value={createForm.password}
+                onChange={e => setCreateForm(f => ({ ...f, password: e.target.value }))}
+                placeholder={t('common.password')}
+                className="w-full px-3 py-2.5 pr-10 border border-slate-300 rounded-lg text-slate-900 focus:ring-2 focus:ring-slate-400 focus:border-transparent text-sm"
+              />
+              <button
+                type="button"
+                onClick={() => setShowCreatePw(v => !v)}
+                tabIndex={-1}
+                aria-label="Show or hide password"
+                className="absolute right-2 top-1/2 -translate-y-1/2 p-1 text-slate-400 hover:text-slate-600"
+              >
+                {showCreatePw ? <EyeOff size={16} /> : <Eye size={16} />}
+              </button>
+            </div>
           </div>
           <div>
             <label className="block text-sm font-medium text-slate-700 mb-1.5">{t('settings.role')}</label>
@@ -138,13 +151,24 @@ export default function AdminUserModals({ admin, t }: AdminUserModalsProps): Rea
             </div>
             <div>
               <label className="block text-sm font-medium text-slate-700 mb-1.5">{t('admin.newPassword')} <span className="text-slate-400 font-normal">({t('admin.newPasswordHint')})</span></label>
-              <input
-                type="password"
-                value={editForm.password}
-                onChange={e => setEditForm(f => ({ ...f, password: e.target.value }))}
-                placeholder={t('admin.newPasswordPlaceholder')}
-                className="w-full px-3 py-2.5 border border-slate-300 rounded-lg text-slate-900 focus:ring-2 focus:ring-slate-400 focus:border-transparent text-sm"
-              />
+              <div className="relative">
+                <input
+                  type={showEditPw ? 'text' : 'password'}
+                  value={editForm.password}
+                  onChange={e => setEditForm(f => ({ ...f, password: e.target.value }))}
+                  placeholder={t('admin.newPasswordPlaceholder')}
+                  className="w-full px-3 py-2.5 pr-10 border border-slate-300 rounded-lg text-slate-900 focus:ring-2 focus:ring-slate-400 focus:border-transparent text-sm"
+                />
+                <button
+                  type="button"
+                  onClick={() => setShowEditPw(v => !v)}
+                  tabIndex={-1}
+                  aria-label="Show or hide password"
+                  className="absolute right-2 top-1/2 -translate-y-1/2 p-1 text-slate-400 hover:text-slate-600"
+                >
+                  {showEditPw ? <EyeOff size={16} /> : <Eye size={16} />}
+                </button>
+              </div>
             </div>
             <div>
               <label className="block text-sm font-medium text-slate-700 mb-1.5">{t('settings.role')}</label>

client/src/pages/admin/AdminUsersTab.tsx

@@ -15,7 +15,7 @@ interface AdminUsersTabProps {
 // create-invite modal. Pure layout around the useAdmin hook — no logic of its own.
 export default function AdminUsersTab({ admin, t, locale }: AdminUsersTabProps): React.ReactElement {
   const {
-    serverTimezone, hour12, currentUser,
+    hour12, currentUser,
     users, isLoading,
     setShowCreateUser,
     invites, showCreateInvite, setShowCreateInvite, inviteForm, setInviteForm,
@@ -92,10 +92,10 @@ export default function AdminUsersTab({ admin, t, locale }: AdminUsersTabProps):
                       </span>
                     </td>
                     <td className="px-5 py-3 text-sm text-slate-500">
-                      {new Date(u.created_at).toLocaleDateString(locale, { timeZone: serverTimezone })}
+                      {new Date(u.created_at).toLocaleDateString(locale)}
                     </td>
                     <td className="px-5 py-3 text-sm text-slate-500">
-                      {u.last_login ? new Date(u.last_login).toLocaleDateString(locale, { day: 'numeric', month: 'short', hour: '2-digit', minute: '2-digit', hour12, timeZone: serverTimezone }) : '—'}
+                      {u.last_login ? new Date(u.last_login).toLocaleDateString(locale, { day: 'numeric', month: 'short', hour: '2-digit', minute: '2-digit', hour12 }) : '—'}
                     </td>
                     <td className="px-5 py-3">
                       <div className="flex items-center gap-2 justify-end">
@@ -162,7 +162,7 @@ export default function AdminUsersTab({ admin, t, locale }: AdminUsersTabProps):
                     </div>
                     <div className="text-xs text-slate-400 mt-0.5">
                       {inv.used_count}/{inv.max_uses === 0 ? '∞' : inv.max_uses} {t('admin.invite.uses')}
-                      {inv.expires_at && ` · ${t('admin.invite.expiresAt')} ${new Date(inv.expires_at).toLocaleDateString(locale, { timeZone: serverTimezone })}`}
+                      {inv.expires_at && ` · ${t('admin.invite.expiresAt')} ${new Date(inv.expires_at).toLocaleDateString(locale)}`}
                       {` · ${t('admin.invite.createdBy')} ${inv.created_by_name}`}
                     </div>
                   </div>

client/src/pages/login/useLogin.ts

@@ -37,6 +37,7 @@ export function useLogin() {
   const [username, setUsername] = useState<string>('')
   const [email, setEmail] = useState<string>('')
   const [password, setPassword] = useState<string>('')
+  const [rememberMe, setRememberMe] = useState<boolean>(false)
   const [showPassword, setShowPassword] = useState<boolean>(false)
   const [isLoading, setIsLoading] = useState<boolean>(false)
   const [error, setError] = useState<string>('')
@@ -242,7 +243,7 @@ export function useLogin() {
           setIsLoading(false)
           return
         }
-        const mfaResult = await completeMfaLogin(mfaToken, mfaCode)
+        const mfaResult = await completeMfaLogin(mfaToken, mfaCode, rememberMe)
         if ('user' in mfaResult && mfaResult.user?.must_change_password) {
           setSavedLoginPassword(password)
           setPasswordChangeStep(true)
@@ -258,7 +259,7 @@ export function useLogin() {
         if (password.length < 8) { setError(t('login.passwordMinLength')); setIsLoading(false); return }
         await register(username, email, password, inviteToken || undefined)
       } else {
-        const result = await login(email, password)
+        const result = await login(email, password, rememberMe)
         if ('mfa_required' in result && result.mfa_required && 'mfa_token' in result) {
           setMfaToken(result.mfa_token)
           setMfaStep(true)
@@ -289,7 +290,7 @@ export function useLogin() {
   return {
     navigate,
     mode, setMode,
-    username, setUsername, email, setEmail, password, setPassword, showPassword, setShowPassword,
+    username, setUsername, email, setEmail, password, setPassword, rememberMe, setRememberMe, showPassword, setShowPassword,
     isLoading, error, setError, appConfig, inviteToken,
     langDropdownOpen, setLangDropdownOpen, setLanguageLocal,
     showTakeoff, mfaStep, setMfaStep, mfaToken, setMfaToken, mfaCode, setMfaCode,

client/src/pages/settings/useSettings.ts

@@ -16,7 +16,8 @@ export function useSettings() {
 
   const memoriesEnabled = addonEnabled('memories')
   const mcpEnabled = addonEnabled('mcp')
-  const hasIntegrations = memoriesEnabled || mcpEnabled
+  const airtrailEnabled = addonEnabled('airtrail')
+  const hasIntegrations = memoriesEnabled || mcpEnabled || airtrailEnabled
 
   const [appVersion, setAppVersion] = useState<string | null>(null)
   const [activeTab, setActiveTab] = useState('display')

client/src/pages/tripPlanner/useTripPlanner.ts

@@ -7,7 +7,7 @@ import { getCached, fetchPhoto } from '../../services/photoService'
 import { useToast } from '../../components/shared/Toast'
 import { Map, Ticket, PackageCheck, Wallet, FolderOpen, Users, Train } from 'lucide-react'
 import { useTranslation } from '../../i18n'
-import { addonsApi, accommodationsApi, authApi, tripsApi, assignmentsApi, healthApi } from '../../api/client'
+import { addonsApi, accommodationsApi, authApi, tripsApi, assignmentsApi, healthApi, airtrailApi } from '../../api/client'
 import { accommodationRepo } from '../../repo/accommodationRepo'
 import { offlineDb } from '../../db/offlineDb'
 import { useAuthStore } from '../../store/authStore'
@@ -16,6 +16,7 @@ import { useTripWebSocket } from '../../hooks/useTripWebSocket'
 import { useRouteCalculation } from '../../hooks/useRouteCalculation'
 import { usePlaceSelection } from '../../hooks/usePlaceSelection'
 import { usePlannerHistory } from '../../hooks/usePlannerHistory'
+import { useAirtrailConnection } from '../../hooks/useAirtrailConnection'
 import type { Accommodation, TripMember, Day, Place, Reservation } from '../../types'
 
 /**
@@ -123,7 +124,7 @@ export function useTripPlanner() {
   const [dayDetailCollapsed, setDayDetailCollapsed] = useState(false)
   const [showPlaceForm, setShowPlaceForm] = useState<boolean>(false)
   const [editingPlace, setEditingPlace] = useState<Place | null>(null)
-  const [prefillCoords, setPrefillCoords] = useState<{ lat: number; lng: number; name?: string; address?: string } | null>(null)
+  const [prefillCoords, setPrefillCoords] = useState<{ lat: number; lng: number; name?: string; address?: string; website?: string; phone?: string; osm_id?: string } | null>(null)
   const [editingAssignmentId, setEditingAssignmentId] = useState<number | null>(null)
   const [searchParams, setSearchParams] = useSearchParams()
 
@@ -140,6 +141,18 @@ export function useTripPlanner() {
   const [editingReservation, setEditingReservation] = useState<Reservation | null>(null)
   const [showBookingImport, setShowBookingImport] = useState<boolean>(false)
   const [bookingImportAvailable, setBookingImportAvailable] = useState<boolean>(false)
+  const { available: airTrailAvailable } = useAirtrailConnection()
+  const [showAirTrailImport, setShowAirTrailImport] = useState<boolean>(false)
+  // Pull this user's AirTrail edits as soon as they open the trip, so changes
+  // made in AirTrail show up without waiting for the background poll.
+  const airtrailSyncedRef = useRef<number | null>(null)
+  useEffect(() => {
+    if (!airTrailAvailable || !tripId || airtrailSyncedRef.current === tripId) return
+    airtrailSyncedRef.current = tripId
+    airtrailApi.sync()
+      .then(r => { if (r && r.changed > 0) tripActions.loadReservations(tripId) })
+      .catch(() => {})
+  }, [airTrailAvailable, tripId, tripActions])
   const [bookingForAssignmentId, setBookingForAssignmentId] = useState<number | null>(null)
   const [showTransportModal, setShowTransportModal] = useState<boolean>(false)
   const [editingTransport, setEditingTransport] = useState<Reservation | null>(null)
@@ -208,11 +221,12 @@ export function useTripPlanner() {
     }
   }, [isLoading, places])
 
-  // Load trip + files (needed for place inspector file section)
+  // Load the trip. loadTrip hydrates every trip-scoped slice (days, places,
+  // packing, todo, budget, reservations, files) so offline hydration is uniform
+  // and there's no cross-trip bleed; members/accommodations load alongside.
   useEffect(() => {
     if (tripId) {
       tripActions.loadTrip(tripId).catch(() => { toast.error(t('trip.toast.loadError')); navigate('/dashboard') })
-      tripActions.loadFiles(tripId)
       loadAccommodations()
       if (!navigator.onLine) {
         offlineDb.tripMembers.where('tripId').equals(Number(tripId)).toArray()
@@ -227,13 +241,6 @@ export function useTripPlanner() {
     }
   }, [tripId])
 
-  useEffect(() => {
-    if (tripId) {
-      tripActions.loadReservations(tripId)
-      tripActions.loadBudgetItems?.(tripId)
-    }
-  }, [tripId])
-
   useTripWebSocket(tripId)
 
   const [mapCategoryFilter, setMapCategoryFilter] = useState<Set<string>>(new Set())
@@ -356,6 +363,24 @@ export function useTripPlanner() {
     } catch { /* best effort */ }
   }, [language])
 
+  // Open the Add-Place form pre-filled from an OSM "explore" POI marker — all the
+  // data already comes from the POI, so no reverse-geocode is needed.
+  const openAddPlaceFromPoi = useCallback((poi: { lat: number; lng: number; name: string; address: string | null; website: string | null; phone: string | null; osm_id: string }) => {
+    if (!can('place_edit', trip)) return
+    setPrefillCoords({
+      lat: poi.lat,
+      lng: poi.lng,
+      name: poi.name,
+      address: poi.address || '',
+      website: poi.website || undefined,
+      phone: poi.phone || undefined,
+      osm_id: poi.osm_id,
+    })
+    setEditingPlace(null)
+    setEditingAssignmentId(null)
+    setShowPlaceForm(true)
+  }, [trip])
+
   const handleSavePlace = useCallback(async (data) => {
     const pendingFiles = data._pendingFiles
     delete data._pendingFiles
@@ -523,6 +548,23 @@ export function useTripPlanner() {
     catch (err: unknown) { toast.error(err instanceof Error ? err.message : t('common.unknownError')) }
   }, [tripId, toast])
 
+  const handleReorderDays = useCallback((orderedIds: number[]) => {
+    const prevIds = (useTripStore.getState().days || [])
+      .slice().sort((a, b) => (a.day_number ?? 0) - (b.day_number ?? 0)).map(d => d.id)
+    tripActions.reorderDays(tripId, orderedIds)
+      .then(() => {
+        pushUndo(t('dayplan.reorderUndo'), async () => {
+          await tripActions.reorderDays(tripId, prevIds)
+        })
+      })
+      .catch(err => toast.error(err instanceof Error ? err.message : t('dayplan.reorderError')))
+  }, [tripId, toast, pushUndo])
+
+  const handleAddDay = useCallback((position?: number) => {
+    tripActions.insertDay(tripId, position)
+      .catch(err => toast.error(err instanceof Error ? err.message : t('dayplan.addDayError')))
+  }, [tripId, toast])
+
   const handleSaveReservation = async (data: Record<string, string | number | null> & { title: string }) => {
     try {
       if (editingReservation) {
@@ -631,6 +673,7 @@ export function useTripPlanner() {
     showTripForm, setShowTripForm, showMembersModal, setShowMembersModal,
     showReservationModal, setShowReservationModal, editingReservation, setEditingReservation,
     showBookingImport, setShowBookingImport, bookingImportAvailable,
+    airTrailAvailable, showAirTrailImport, setShowAirTrailImport,
     bookingForAssignmentId, setBookingForAssignmentId,
     showTransportModal, setShowTransportModal, editingTransport, setEditingTransport,
     transportModalDayId, setTransportModalDayId,
@@ -641,9 +684,9 @@ export function useTripPlanner() {
     isMobile, mapCategoryFilter, setMapCategoryFilter, mapPlacesFilter, setMapPlacesFilter,
     expandedDayIds, setExpandedDayIds, mapPlaces,
     route, routeSegments, routeInfo, setRoute, setRouteInfo, updateRouteForDay,
-    handleSelectDay, handlePlaceClick, handleMarkerClick, handleMapClick, handleMapContextMenu,
+    handleSelectDay, handlePlaceClick, handleMarkerClick, handleMapClick, handleMapContextMenu, openAddPlaceFromPoi,
     handleSavePlace, handleDeletePlace, confirmDeletePlace, confirmDeletePlaces,
-    handleAssignToDay, handleRemoveAssignment, handleReorder, handleUpdateDayTitle,
+    handleAssignToDay, handleRemoveAssignment, handleReorder, handleReorderDays, handleAddDay, handleUpdateDayTitle,
     handleSaveReservation, handleSaveTransport, handleDeleteReservation,
     selectedPlace, dayOrderMap, dayPlaces,
     mapTileUrl, defaultCenter, defaultZoom, fontStyle, splashDone,

client/src/repo/accommodationRepo.ts

@@ -1,16 +1,20 @@
 import { accommodationsApi } from '../api/client'
 import { offlineDb, upsertAccommodations } from '../db/offlineDb'
+import { onlineThenCache } from './withOfflineFallback'
 import type { Accommodation } from '../types'
 
 export const accommodationRepo = {
   async list(tripId: number | string): Promise<{ accommodations: Accommodation[] }> {
-    if (!navigator.onLine) {
-      const accommodations = await offlineDb.accommodations
-        .where('trip_id').equals(Number(tripId)).toArray()
-      return { accommodations }
-    }
-    const result = await accommodationsApi.list(tripId)
-    upsertAccommodations(result.accommodations || []).catch(() => {})
-    return result
+    return onlineThenCache(
+      async () => {
+        const result = await accommodationsApi.list(tripId)
+        upsertAccommodations(result.accommodations || []).catch(() => {})
+        return result
+      },
+      async () => ({
+        accommodations: await offlineDb.accommodations
+          .where('trip_id').equals(Number(tripId)).toArray(),
+      }),
+    )
   },
 }

client/src/repo/budgetRepo.ts

@@ -1,18 +1,20 @@
 import { budgetApi } from '../api/client'
 import { offlineDb, upsertBudgetItems } from '../db/offlineDb'
+import { onlineThenCache } from './withOfflineFallback'
 import type { BudgetItem } from '../types'
 
 export const budgetRepo = {
   async list(tripId: number | string): Promise<{ items: BudgetItem[] }> {
-    if (!navigator.onLine) {
-      const cached = await offlineDb.budgetItems
-        .where('trip_id')
-        .equals(Number(tripId))
-        .toArray()
-      return { items: cached }
-    }
-    const result = await budgetApi.list(tripId)
-    upsertBudgetItems(result.items)
-    return result
+    return onlineThenCache(
+      async () => {
+        const result = await budgetApi.list(tripId)
+        upsertBudgetItems(result.items)
+        return result
+      },
+      async () => ({
+        items: await offlineDb.budgetItems
+          .where('trip_id').equals(Number(tripId)).toArray(),
+      }),
+    )
   },
 }

client/src/repo/dayRepo.ts

@@ -1,18 +1,22 @@
 import { daysApi } from '../api/client'
 import { offlineDb, upsertDays } from '../db/offlineDb'
+import { onlineThenCache } from './withOfflineFallback'
 import type { Day } from '../types'
 
 export const dayRepo = {
   async list(tripId: number | string): Promise<{ days: Day[] }> {
-    if (!navigator.onLine) {
-      const cached = await offlineDb.days
-        .where('trip_id')
-        .equals(Number(tripId))
-        .sortBy('day_number' as keyof Day)
-      return { days: cached as Day[] }
-    }
-    const result = await daysApi.list(tripId)
-    upsertDays(result.days)
-    return result
+    return onlineThenCache(
+      async () => {
+        const result = await daysApi.list(tripId)
+        upsertDays(result.days)
+        return result
+      },
+      async () => ({
+        days: (await offlineDb.days
+          .where('trip_id')
+          .equals(Number(tripId))
+          .sortBy('day_number' as keyof Day)) as Day[],
+      }),
+    )
   },
 }

client/src/repo/fileRepo.ts

@@ -1,18 +1,20 @@
 import { filesApi } from '../api/client'
 import { offlineDb, upsertTripFiles } from '../db/offlineDb'
+import { onlineThenCache } from './withOfflineFallback'
 import type { TripFile } from '../types'
 
 export const fileRepo = {
   async list(tripId: number | string): Promise<{ files: TripFile[] }> {
-    if (!navigator.onLine) {
-      const cached = await offlineDb.tripFiles
-        .where('trip_id')
-        .equals(Number(tripId))
-        .toArray()
-      return { files: cached }
-    }
-    const result = await filesApi.list(tripId)
-    upsertTripFiles(result.files)
-    return result
+    return onlineThenCache(
+      async () => {
+        const result = await filesApi.list(tripId)
+        upsertTripFiles(result.files)
+        return result
+      },
+      async () => ({
+        files: await offlineDb.tripFiles
+          .where('trip_id').equals(Number(tripId)).toArray(),
+      }),
+    )
   },
 }

client/src/repo/packingRepo.ts

@@ -1,25 +1,27 @@
 import { packingApi } from '../api/client'
 import { offlineDb, upsertPackingItems } from '../db/offlineDb'
-import { mutationQueue, generateUUID } from '../sync/mutationQueue'
+import { mutationQueue, generateUUID, nextTempId } from '../sync/mutationQueue'
+import { onlineThenCache } from './withOfflineFallback'
 import type { PackingItem } from '../types'
 
 export const packingRepo = {
   async list(tripId: number | string): Promise<{ items: PackingItem[] }> {
-    if (!navigator.onLine) {
-      const cached = await offlineDb.packingItems
-        .where('trip_id')
-        .equals(Number(tripId))
-        .toArray()
-      return { items: cached }
-    }
-    const result = await packingApi.list(tripId)
-    upsertPackingItems(result.items)
-    return result
+    return onlineThenCache(
+      async () => {
+        const result = await packingApi.list(tripId)
+        upsertPackingItems(result.items)
+        return result
+      },
+      async () => ({
+        items: await offlineDb.packingItems
+          .where('trip_id').equals(Number(tripId)).toArray(),
+      }),
+    )
   },
 
   async create(tripId: number | string, data: Record<string, unknown> & { name: string }): Promise<{ item: PackingItem }> {
     if (!navigator.onLine) {
-      const tempId = -(Date.now())
+      const tempId = nextTempId()
       const tempItem: PackingItem = {
         ...(data as Partial<PackingItem>),
         id: tempId,
@@ -51,13 +53,16 @@ export const packingRepo = {
       const optimistic: PackingItem = { ...(existing ?? {} as PackingItem), ...(data as Partial<PackingItem>), id }
       await offlineDb.packingItems.put(optimistic)
       const mutId = generateUUID()
+      const isTemp = id < 0
       await mutationQueue.enqueue({
         id: mutId,
         tripId: Number(tripId),
         method: 'PUT',
-        url: `/trips/${tripId}/packing/${id}`,
+        url: isTemp ? `/trips/${tripId}/packing/{id}` : `/trips/${tripId}/packing/${id}`,
         body: data,
         resource: 'packingItems',
+        entityId: id,
+        ...(isTemp ? { tempEntityId: id } : {}),
       })
       return { item: optimistic }
     }
@@ -70,14 +75,16 @@ export const packingRepo = {
     if (!navigator.onLine) {
       await offlineDb.packingItems.delete(id)
       const mutId = generateUUID()
+      const isTemp = id < 0
       await mutationQueue.enqueue({
         id: mutId,
         tripId: Number(tripId),
         method: 'DELETE',
-        url: `/trips/${tripId}/packing/${id}`,
+        url: isTemp ? `/trips/${tripId}/packing/{id}` : `/trips/${tripId}/packing/${id}`,
         body: undefined,
         resource: 'packingItems',
         entityId: id,
+        ...(isTemp ? { tempEntityId: id } : {}),
       })
       return { success: true }
     }

client/src/repo/placeRepo.ts

@@ -1,25 +1,27 @@
 import { placesApi } from '../api/client'
 import { offlineDb, upsertPlaces } from '../db/offlineDb'
-import { mutationQueue, generateUUID } from '../sync/mutationQueue'
+import { mutationQueue, generateUUID, nextTempId } from '../sync/mutationQueue'
+import { onlineThenCache } from './withOfflineFallback'
 import type { Place } from '../types'
 
 export const placeRepo = {
   async list(tripId: number | string, params?: Record<string, unknown>): Promise<{ places: Place[] }> {
-    if (!navigator.onLine) {
-      const cached = await offlineDb.places
-        .where('trip_id')
-        .equals(Number(tripId))
-        .toArray()
-      return { places: cached }
-    }
-    const result = await placesApi.list(tripId, params)
-    upsertPlaces(result.places)
-    return result
+    return onlineThenCache(
+      async () => {
+        const result = await placesApi.list(tripId, params)
+        upsertPlaces(result.places)
+        return result
+      },
+      async () => ({
+        places: await offlineDb.places
+          .where('trip_id').equals(Number(tripId)).toArray(),
+      }),
+    )
   },
 
   async create(tripId: number | string, data: Record<string, unknown> & { name: string }): Promise<{ place: Place }> {
     if (!navigator.onLine) {
-      const tempId = -(Date.now())
+      const tempId = nextTempId()
       const tempPlace: Place = {
         ...(data as Partial<Place>),
         id: tempId,
@@ -50,13 +52,16 @@ export const placeRepo = {
       const optimistic: Place = { ...(existing ?? {} as Place), ...(data as Partial<Place>), id: Number(id) }
       await offlineDb.places.put(optimistic)
       const mutId = generateUUID()
+      const isTemp = Number(id) < 0
       await mutationQueue.enqueue({
         id: mutId,
         tripId: Number(tripId),
         method: 'PUT',
-        url: `/trips/${tripId}/places/${id}`,
+        url: isTemp ? `/trips/${tripId}/places/{id}` : `/trips/${tripId}/places/${id}`,
         body: data,
         resource: 'places',
+        entityId: Number(id),
+        ...(isTemp ? { tempEntityId: Number(id) } : {}),
       })
       return { place: optimistic }
     }
@@ -69,14 +74,16 @@ export const placeRepo = {
     if (!navigator.onLine) {
       await offlineDb.places.delete(Number(id))
       const mutId = generateUUID()
+      const isTemp = Number(id) < 0
       await mutationQueue.enqueue({
         id: mutId,
         tripId: Number(tripId),
         method: 'DELETE',
-        url: `/trips/${tripId}/places/${id}`,
+        url: isTemp ? `/trips/${tripId}/places/{id}` : `/trips/${tripId}/places/${id}`,
         body: undefined,
         resource: 'places',
         entityId: Number(id),
+        ...(isTemp ? { tempEntityId: Number(id) } : {}),
       })
       return { success: true }
     }
@@ -90,14 +97,16 @@ export const placeRepo = {
       await offlineDb.places.bulkDelete(ids)
       for (const id of ids) {
         const mutId = generateUUID()
+        const isTemp = id < 0
         await mutationQueue.enqueue({
           id: mutId,
           tripId: Number(tripId),
           method: 'DELETE',
-          url: `/trips/${tripId}/places/${id}`,
+          url: isTemp ? `/trips/${tripId}/places/{id}` : `/trips/${tripId}/places/${id}`,
           body: undefined,
           resource: 'places',
           entityId: id,
+          ...(isTemp ? { tempEntityId: id } : {}),
         })
       }
       return { deleted: ids, count: ids.length }

client/src/repo/reservationRepo.ts

@@ -1,18 +1,20 @@
 import { reservationsApi } from '../api/client'
 import { offlineDb, upsertReservations } from '../db/offlineDb'
+import { onlineThenCache } from './withOfflineFallback'
 import type { Reservation } from '../types'
 
 export const reservationRepo = {
   async list(tripId: number | string): Promise<{ reservations: Reservation[] }> {
-    if (!navigator.onLine) {
-      const cached = await offlineDb.reservations
-        .where('trip_id')
-        .equals(Number(tripId))
-        .toArray()
-      return { reservations: cached }
-    }
-    const result = await reservationsApi.list(tripId)
-    upsertReservations(result.reservations)
-    return result
+    return onlineThenCache(
+      async () => {
+        const result = await reservationsApi.list(tripId)
+        upsertReservations(result.reservations)
+        return result
+      },
+      async () => ({
+        reservations: await offlineDb.reservations
+          .where('trip_id').equals(Number(tripId)).toArray(),
+      }),
+    )
   },
 }

client/src/repo/todoRepo.ts

@@ -1,18 +1,20 @@
 import { todoApi } from '../api/client'
 import { offlineDb, upsertTodoItems } from '../db/offlineDb'
+import { onlineThenCache } from './withOfflineFallback'
 import type { TodoItem } from '../types'
 
 export const todoRepo = {
   async list(tripId: number | string): Promise<{ items: TodoItem[] }> {
-    if (!navigator.onLine) {
-      const cached = await offlineDb.todoItems
-        .where('trip_id')
-        .equals(Number(tripId))
-        .toArray()
-      return { items: cached }
-    }
-    const result = await todoApi.list(tripId)
-    upsertTodoItems(result.items)
-    return result
+    return onlineThenCache(
+      async () => {
+        const result = await todoApi.list(tripId)
+        upsertTodoItems(result.items)
+        return result
+      },
+      async () => ({
+        items: await offlineDb.todoItems
+          .where('trip_id').equals(Number(tripId)).toArray(),
+      }),
+    )
   },
 }

client/src/repo/tripRepo.ts

@@ -1,33 +1,42 @@
 import { tripsApi } from '../api/client'
 import { offlineDb, upsertTrip } from '../db/offlineDb'
+import { onlineThenCache } from './withOfflineFallback'
 import type { Trip } from '../types'
 
 export const tripRepo = {
   async list(): Promise<{ trips: Trip[]; archivedTrips: Trip[] }> {
-    if (!navigator.onLine) {
-      const all = await offlineDb.trips.toArray()
-      return {
-        trips: all.filter(t => !t.is_archived),
-        archivedTrips: all.filter(t => t.is_archived),
-      }
-    }
-    const [active, archived] = await Promise.all([
-      tripsApi.list(),
-      tripsApi.list({ archived: 1 }),
-    ])
-    active.trips.forEach(t => upsertTrip(t))
-    archived.trips.forEach(t => upsertTrip(t))
-    return { trips: active.trips, archivedTrips: archived.trips }
+    return onlineThenCache(
+      async () => {
+        const [active, archived] = await Promise.all([
+          tripsApi.list(),
+          tripsApi.list({ archived: 1 }),
+        ])
+        active.trips.forEach(t => upsertTrip(t))
+        archived.trips.forEach(t => upsertTrip(t))
+        return { trips: active.trips, archivedTrips: archived.trips }
+      },
+      async () => {
+        const all = await offlineDb.trips.toArray()
+        return {
+          trips: all.filter(t => !t.is_archived),
+          archivedTrips: all.filter(t => t.is_archived),
+        }
+      },
+    )
   },
 
   async get(tripId: number | string): Promise<{ trip: Trip }> {
-    if (!navigator.onLine) {
-      const cached = await offlineDb.trips.get(Number(tripId))
-      if (cached) return { trip: cached }
-      throw new Error('No cached trip data available offline')
-    }
-    const result = await tripsApi.get(tripId)
-    upsertTrip(result.trip)
-    return result
+    return onlineThenCache(
+      async () => {
+        const result = await tripsApi.get(tripId)
+        upsertTrip(result.trip)
+        return result
+      },
+      async () => {
+        const cached = await offlineDb.trips.get(Number(tripId))
+        if (cached) return { trip: cached }
+        throw new Error('No cached trip data available offline')
+      },
+    )
   },
 }

client/src/repo/withOfflineFallback.ts

@@ -0,0 +1,48 @@
+/**
+ * True when an error means the request never reached the server — a network-level
+ * failure (offline, captive portal, proxy auth wall, dropped connection, CORS).
+ * Axios sets `response` only when the server actually replied; its absence (on an
+ * Axios error) means we never got one. A real HTTP error (4xx/5xx) HAS a response
+ * and must NOT be treated as a network failure — the server spoke, so the caller
+ * needs to see it. Non-Axios errors are surfaced too.
+ */
+function isNetworkError(err: unknown): boolean {
+  const e = err as { isAxiosError?: boolean; response?: unknown } | null
+  return !!e && e.isAxiosError === true && e.response == null
+}
+
+/**
+ * Read-through cache pattern shared by every repo's read methods.
+ *
+ * Reads degrade to the local Dexie cache in two situations:
+ *   1. The browser reports it is offline (`navigator.onLine` false) — skip the
+ *      doomed request entirely.
+ *   2. The browser *thinks* it is online but the request fails at the network
+ *      level — a lying `navigator.onLine` on a captive portal, a dropped
+ *      connection (H2). Rather than surfacing that (which blanks the trip even
+ *      though a good cached copy exists), we fall back to the cache.
+ *
+ * We intentionally gate only on `navigator.onLine`, NOT the connectivity probe:
+ * the probe is a coarse global flag, and a single failed health check would
+ * otherwise force every read to the (possibly empty) cache even when the request
+ * itself would succeed. The network-error catch below covers the captive-portal
+ * case the probe was meant to.
+ *
+ * A genuine HTTP error (404/403/500 — the server responded) is NOT swallowed: it
+ * is rethrown so callers can set error state, navigate away, etc.
+ *
+ * Writes must NOT use this — they go through the mutation queue so failures are
+ * surfaced and retried, not silently swallowed.
+ */
+export async function onlineThenCache<T>(
+  onlineFn: () => Promise<T>,
+  cacheFn: () => Promise<T>,
+): Promise<T> {
+  if (!navigator.onLine) return cacheFn()
+  try {
+    return await onlineFn()
+  } catch (err) {
+    if (isNetworkError(err)) return cacheFn()
+    throw err
+  }
+}

client/src/store/authStore.ts

@@ -5,7 +5,9 @@ import { connect, disconnect } from '../api/websocket'
 import type { User } from '../types'
 import { getApiErrorMessage } from '../types'
 import { tripSyncManager } from '../sync/tripSyncManager'
-import { clearAll } from '../db/offlineDb'
+import { reopenForUser, deleteCurrentUserDb } from '../db/offlineDb'
+import { setAuthed } from '../sync/authGate'
+import { unregisterSyncTriggers } from '../sync/syncTriggers'
 import { useSystemNoticeStore } from './systemNoticeStore.js'
 
 interface AuthResponse {
@@ -37,10 +39,10 @@ interface AuthState {
   placesAutocompleteEnabled: boolean
   placesDetailsEnabled: boolean
 
-  login: (email: string, password: string) => Promise<LoginResult>
-  completeMfaLogin: (mfaToken: string, code: string) => Promise<AuthResponse>
+  login: (email: string, password: string, rememberMe?: boolean) => Promise<LoginResult>
+  completeMfaLogin: (mfaToken: string, code: string, rememberMe?: boolean) => Promise<AuthResponse>
   register: (username: string, email: string, password: string, invite_token?: string) => Promise<AuthResponse>
-  logout: () => void
+  logout: () => Promise<void>
   /** Pass `{ silent: true }` to refresh the user without toggling global isLoading (avoids unmounting protected routes). */
   loadUser: (opts?: { silent?: boolean }) => Promise<void>
   updateMapsKey: (key: string | null) => Promise<void>
@@ -65,6 +67,19 @@ interface AuthState {
 // Sequence counter to prevent stale loadUser responses from overwriting fresh auth state
 let authSequence = 0
 
+/**
+ * Mark the session authenticated and point the offline DB at this user's scoped
+ * database before any background sync runs, so cached data never crosses users.
+ */
+async function onAuthSuccess(userId: number): Promise<void> {
+  setAuthed(true)
+  try {
+    await reopenForUser(userId)
+  } catch (err) {
+    console.error('[auth] failed to open user-scoped offline DB', err)
+  }
+}
+
 export const useAuthStore = create<AuthState>()(
   persist(
   (set, get) => ({
@@ -84,11 +99,11 @@ export const useAuthStore = create<AuthState>()(
   placesAutocompleteEnabled: true,
   placesDetailsEnabled: true,
 
-  login: async (email: string, password: string) => {
+  login: async (email: string, password: string, rememberMe?: boolean) => {
     authSequence++
     set({ isLoading: true, error: null })
     try {
-      const data = await authApi.login({ email, password }) as AuthResponse & { mfa_required?: boolean; mfa_token?: string }
+      const data = await authApi.login({ email, password, remember_me: rememberMe }) as AuthResponse & { mfa_required?: boolean; mfa_token?: string }
       if (data.mfa_required && data.mfa_token) {
         set({ isLoading: false, error: null })
         return { mfa_required: true as const, mfa_token: data.mfa_token }
@@ -99,6 +114,7 @@ export const useAuthStore = create<AuthState>()(
         isLoading: false,
         error: null,
       })
+      await onAuthSuccess(data.user.id)
       connect()
       tripSyncManager.syncAll().catch(console.error)
       if (!data.user?.must_change_password) {
@@ -112,17 +128,18 @@ export const useAuthStore = create<AuthState>()(
     }
   },
 
-  completeMfaLogin: async (mfaToken: string, code: string) => {
+  completeMfaLogin: async (mfaToken: string, code: string, rememberMe?: boolean) => {
     authSequence++
     set({ isLoading: true, error: null })
     try {
-      const data = await authApi.verifyMfaLogin({ mfa_token: mfaToken, code: code.replace(/\s/g, '') })
+      const data = await authApi.verifyMfaLogin({ mfa_token: mfaToken, code: code.replace(/\s/g, ''), remember_me: rememberMe })
       set({
         user: data.user,
         isAuthenticated: true,
         isLoading: false,
         error: null,
       })
+      await onAuthSuccess(data.user.id)
       connect()
       tripSyncManager.syncAll().catch(console.error)
       if (!data.user?.must_change_password) {
@@ -147,6 +164,7 @@ export const useAuthStore = create<AuthState>()(
         isLoading: false,
         error: null,
       })
+      await onAuthSuccess(data.user.id)
       connect()
       tripSyncManager.syncAll().catch(console.error)
       useSystemNoticeStore.getState().fetch()
@@ -158,18 +176,27 @@ export const useAuthStore = create<AuthState>()(
     }
   },
 
-  logout: () => {
+  logout: async () => {
+    // 1. Gate first so any in-flight flush/syncAll bails before we wipe the DB.
+    setAuthed(false)
+    set({ isAuthenticated: false })
+    // 2. Stop background sync triggers (30s interval, WS pre-reconnect hook, listeners).
+    unregisterSyncTriggers()
+    // 3. Tear down the live connection.
     disconnect()
     useSystemNoticeStore.getState().reset()
-    // Tell server to clear the httpOnly cookie
-    fetch('/api/auth/logout', { method: 'POST', credentials: 'include' }).catch(() => {})
-    // Clear service worker caches containing sensitive data
+    // 4. Tell server to clear the httpOnly cookie (best-effort).
+    await fetch('/api/auth/logout', { method: 'POST', credentials: 'include' }).catch(() => {})
+    // 5. Clear service worker caches containing sensitive data.
     if ('caches' in window) {
-      caches.delete('api-data').catch(() => {})
-      caches.delete('user-uploads').catch(() => {})
+      await Promise.all([
+        caches.delete('api-data').catch(() => {}),
+        caches.delete('user-uploads').catch(() => {}),
+      ])
     }
-    // Purge all cached trip data from IndexedDB
-    clearAll().catch(console.error)
+    // 6. Delete this user's scoped IndexedDB and return to the anonymous DB.
+    await deleteCurrentUserDb().catch(console.error)
+    // 7. Finish clearing auth state.
     set({
       user: null,
       isAuthenticated: false,
@@ -189,6 +216,7 @@ export const useAuthStore = create<AuthState>()(
         isAuthenticated: true,
         isLoading: false,
       })
+      await onAuthSuccess(data.user.id)
       connect()
     } catch (err: unknown) {
       if (seq !== authSequence) return // stale response — ignore
@@ -282,6 +310,7 @@ export const useAuthStore = create<AuthState>()(
         demoMode: true,
         error: null,
       })
+      await onAuthSuccess(data.user.id)
       connect()
       return data
     } catch (err: unknown) {

client/src/store/settingsStore.ts

@@ -34,6 +34,7 @@ export const useSettingsStore = create<SettingsState>((set, get) => ({
     show_place_description: false,
     optimize_from_accommodation: true,
     map_provider: 'leaflet',
+    map_poi_pill_enabled: true,
     mapbox_access_token: '',
     mapbox_style: 'mapbox://styles/mapbox/standard',
     mapbox_3d_enabled: true,

client/src/store/slices/daysSlice.ts

@@ -0,0 +1,58 @@
+import { daysApi } from '../../api/client'
+import type { StoreApi } from 'zustand'
+import type { TripStoreState } from '../tripStore'
+import type { Day } from '../../types'
+import { getApiErrorMessage } from '../../types'
+
+type SetState = StoreApi<TripStoreState>['setState']
+type GetState = StoreApi<TripStoreState>['getState']
+
+export interface DaysSlice {
+  reorderDays: (tripId: number | string, orderedIds: number[]) => Promise<void>
+  insertDay: (tripId: number | string, position?: number) => Promise<Day | undefined>
+}
+
+export const createDaysSlice = (set: SetState, get: GetState): DaysSlice => ({
+  // Move whole days. Day rows stay stable (assignments/notes/bookings ride along
+  // by id); only positions change and, on a dated trip, dates stay pinned to
+  // their slots while the content moves across them. Optimistically reorder the
+  // list, then refresh to pull the server-side re-stamped dates + booking times.
+  reorderDays: async (tripId, orderedIds) => {
+    const prevDays = get().days
+    const byId = new Map(prevDays.map(d => [d.id, d]))
+    const sortedDates = prevDays.map(d => d.date).filter((d): d is string => !!d).sort()
+    const optimistic = orderedIds
+      .map((id, i) => {
+        const d = byId.get(id)
+        if (!d) return null
+        return { ...d, day_number: i + 1, date: sortedDates.length ? (sortedDates[i] ?? null) : d.date }
+      })
+      .filter((d): d is NonNullable<typeof d> => d !== null)
+
+    set({ days: optimistic })
+
+    try {
+      await daysApi.reorder(tripId, orderedIds)
+      await get().refreshDays(tripId)
+      await get().loadReservations(tripId)
+    } catch (err: unknown) {
+      set({ days: prevDays })
+      throw new Error(getApiErrorMessage(err, 'Error reordering days'))
+    }
+  },
+
+  // Insert a new empty day at a 1-based position (omit to append). On a dated
+  // trip this extends the trip by one day and re-pins dates server-side.
+  insertDay: async (tripId, position) => {
+    const prevDays = get().days
+    try {
+      const result = await daysApi.create(tripId, { position })
+      await get().refreshDays(tripId)
+      await get().loadReservations(tripId)
+      return result.day
+    } catch (err: unknown) {
+      set({ days: prevDays })
+      throw new Error(getApiErrorMessage(err, 'Error adding day'))
+    }
+  },
+})

client/src/store/slices/remoteEventHandler.ts

@@ -193,25 +193,34 @@ export function handleRemoteEvent(set: SetState, get: GetState, event: WebSocket
 
       // Assignments
       case 'assignment:created': {
-        const dayKey = String((payload.assignment as Assignment).day_id)
-        const existing = (state.assignments[dayKey] || [])
-        const placeId = (payload.assignment as Assignment).place?.id || (payload.assignment as Assignment).place_id
-        if (existing.some(a => a.id === (payload.assignment as Assignment).id || (placeId && a.place?.id === placeId))) {
-          const hasTempVersion = existing.some(a => a.id < 0 && a.place?.id === placeId)
-          if (hasTempVersion) {
-            return {
-              assignments: {
-                ...state.assignments,
-                [dayKey]: existing.map(a => (a.id < 0 && a.place?.id === placeId) ? payload.assignment as Assignment : a),
-              }
-            }
+        const incoming = payload.assignment as Assignment
+        const dayKey = String(incoming.day_id)
+        const existing = state.assignments[dayKey] || []
+        const placeId = incoming.place?.id ?? incoming.place_id
+
+        // Already have this exact assignment id → duplicate broadcast or the
+        // echo of an already-committed assignment. No-op.
+        if (existing.some(a => a.id === incoming.id)) return {}
+
+        // Reconcile our own optimistic create: replace the temp (negative-id)
+        // assignment of the same place on this day with the real one. Guarded on
+        // a real placeId so an assignment with no place can never collapse onto
+        // another place-less one (undefined === undefined).
+        if (placeId != null) {
+          const tempIdx = existing.findIndex(a => a.id < 0 && a.place?.id === placeId)
+          if (tempIdx !== -1) {
+            const next = existing.slice()
+            next[tempIdx] = incoming
+            return { assignments: { ...state.assignments, [dayKey]: next } }
           }
-          return {}
         }
+
+        // Genuinely new — including a legitimate second assignment of a place
+        // already on this day (no temp version to reconcile). Append.
         return {
           assignments: {
             ...state.assignments,
-            [dayKey]: [...existing, payload.assignment as Assignment],
+            [dayKey]: [...existing, incoming],
           }
         }
       }
@@ -283,6 +292,15 @@ export function handleRemoteEvent(set: SetState, get: GetState, event: WebSocket
           dayNotes: newDayNotes,
         }
       }
+      case 'day:reordered': {
+        // Apply the new order instantly when we know all ids; the authoritative
+        // dates + re-stamped booking times are pulled by the refresh below.
+        const orderedIds = payload.orderedIds as number[] | undefined
+        if (!orderedIds || orderedIds.length !== state.days.length) return {}
+        const byId = new Map(state.days.map(d => [d.id, d]))
+        if (!orderedIds.every(id => byId.has(id))) return {}
+        return { days: orderedIds.map((id, i) => ({ ...byId.get(id)!, day_number: i + 1 })) }
+      }
 
       // Day Notes
       case 'dayNote:created': {
@@ -442,6 +460,16 @@ export function handleRemoteEvent(set: SetState, get: GetState, event: WebSocket
     }
   })
 
+  // A reorder/insert re-pins dates and re-stamps booking times server-side, so
+  // pull the authoritative days + reservations for collaborators.
+  if (type === 'day:reordered') {
+    const tripId = get().trip?.id
+    if (tripId) {
+      get().refreshDays(tripId)
+      get().loadReservations(tripId)
+    }
+  }
+
   // Write the change through to IndexedDB using the post-update state
   writeToDexie(type, payload as Record<string, unknown>, get())
 }

client/src/store/tripStore.ts

@@ -7,8 +7,12 @@ import { dayRepo } from '../repo/dayRepo'
 import { placeRepo } from '../repo/placeRepo'
 import { packingRepo } from '../repo/packingRepo'
 import { todoRepo } from '../repo/todoRepo'
+import { budgetRepo } from '../repo/budgetRepo'
+import { reservationRepo } from '../repo/reservationRepo'
+import { fileRepo } from '../repo/fileRepo'
 import { createPlacesSlice } from './slices/placesSlice'
 import { createAssignmentsSlice } from './slices/assignmentsSlice'
+import { createDaysSlice } from './slices/daysSlice'
 import { createDayNotesSlice } from './slices/dayNotesSlice'
 import { createPackingSlice } from './slices/packingSlice'
 import { createTodoSlice } from './slices/todoSlice'
@@ -24,6 +28,7 @@ import type {
 import { getApiErrorMessage } from '../types'
 import type { PlacesSlice } from './slices/placesSlice'
 import type { AssignmentsSlice } from './slices/assignmentsSlice'
+import type { DaysSlice } from './slices/daysSlice'
 import type { DayNotesSlice } from './slices/dayNotesSlice'
 import type { PackingSlice } from './slices/packingSlice'
 import type { TodoSlice } from './slices/todoSlice'
@@ -34,6 +39,7 @@ import type { FilesSlice } from './slices/filesSlice'
 export interface TripStoreState
   extends PlacesSlice,
     AssignmentsSlice,
+    DaysSlice,
     DayNotesSlice,
     PackingSlice,
     TodoSlice,
@@ -58,7 +64,9 @@ export interface TripStoreState
 
   setSelectedDay: (dayId: number | null) => void
   handleRemoteEvent: (event: WebSocketEvent) => void
+  resetTrip: () => void
   loadTrip: (tripId: number | string) => Promise<void>
+  hydrateActiveTrip: (tripId: number | string) => Promise<void>
   refreshDays: (tripId: number | string) => Promise<void>
   updateTrip: (tripId: number | string, data: Partial<Trip>) => Promise<Trip>
   addTag: (data: Partial<Tag> & { name: string }) => Promise<Tag>
@@ -86,15 +94,40 @@ export const useTripStore = create<TripStoreState>((set, get) => ({
 
   handleRemoteEvent: (event: WebSocketEvent) => handleRemoteEvent(set, get, event),
 
+  // Clear every trip-scoped slice so switching trips (or losing access to one)
+  // can never leave a previous trip's data visible. Global tags/categories are
+  // left intact. Called at the top of loadTrip.
+  resetTrip: () => set({
+    trip: null,
+    days: [],
+    places: [],
+    assignments: {},
+    dayNotes: {},
+    packingItems: [],
+    todoItems: [],
+    budgetItems: [],
+    files: [],
+    reservations: [],
+    selectedDayId: null,
+    error: null,
+  }),
+
   loadTrip: async (tripId: number | string) => {
+    get().resetTrip()
     set({ isLoading: true, error: null })
     try {
-      const [tripData, daysData, placesData, packingData, todoData, tagsData, categoriesData] = await Promise.all([
+      const [tripData, daysData, placesData, packingData, todoData, budgetData, reservationsData, filesData, tagsData, categoriesData] = await Promise.all([
         tripRepo.get(tripId),
         dayRepo.list(tripId),
         placeRepo.list(tripId),
         packingRepo.list(tripId),
         todoRepo.list(tripId),
+        // Budget / reservations / files are hydrated here too so the offline
+        // path is uniform (no separate tab-gated effects). Non-fatal: a failure
+        // in any of these must not blank the whole trip.
+        budgetRepo.list(tripId).catch(() => ({ items: [] as BudgetItem[] })),
+        reservationRepo.list(tripId).catch(() => ({ reservations: [] as Reservation[] })),
+        fileRepo.list(tripId).catch(() => ({ files: [] as TripFile[] })),
         navigator.onLine
           ? tagsApi.list().catch(() => offlineDb.tags.toArray().then(tags => ({ tags })))
           : offlineDb.tags.toArray().then(tags => ({ tags })),
@@ -118,6 +151,9 @@ export const useTripStore = create<TripStoreState>((set, get) => ({
         dayNotes: dayNotesMap,
         packingItems: packingData.items,
         todoItems: todoData.items,
+        budgetItems: budgetData.items,
+        reservations: reservationsData.reservations,
+        files: filesData.files,
         tags: tagsData.tags,
         categories: categoriesData.categories,
         isLoading: false,
@@ -129,6 +165,22 @@ export const useTripStore = create<TripStoreState>((set, get) => ({
     }
   },
 
+  // Silently re-fetch the active trip's collaborative state into the store after
+  // the network comes back (WS reconnect or `online` event) so edits missed while
+  // offline appear in place — no splash, no resetTrip. Each resource is
+  // best-effort; a failure on one must not wipe the others.
+  hydrateActiveTrip: async (tripId: number | string) => {
+    await Promise.all([
+      get().refreshDays(tripId),
+      placeRepo.list(tripId).then(d => set({ places: d.places })).catch(() => {}),
+      packingRepo.list(tripId).then(d => set({ packingItems: d.items })).catch(() => {}),
+      todoRepo.list(tripId).then(d => set({ todoItems: d.items })).catch(() => {}),
+      get().loadBudgetItems(tripId),
+      get().loadReservations(tripId),
+      get().loadFiles(tripId),
+    ])
+  },
+
   refreshDays: async (tripId: number | string) => {
     try {
       const daysData = await dayRepo.list(tripId)
@@ -184,6 +236,7 @@ export const useTripStore = create<TripStoreState>((set, get) => ({
 
   ...createPlacesSlice(set, get),
   ...createAssignmentsSlice(set, get),
+  ...createDaysSlice(set, get),
   ...createDayNotesSlice(set, get),
   ...createPackingSlice(set, get),
   ...createTodoSlice(set, get),

client/src/styles/dashboard.css

@@ -378,8 +378,12 @@
 .trek-dash .trips.list-view { grid-template-columns: 1fr; gap: 12px; }
 .trek-dash .trips.list-view .trip-card { display: grid; grid-template-columns: 520px 1fr; gap: 0; height: auto; }
 .trek-dash .trips.list-view .trip-cover { border-radius: var(--r-lg) 0 0 var(--r-lg); height: 100px; aspect-ratio: unset; }
-.trek-dash .trips.list-view .trip-body { display: flex; align-items: center; justify-content: space-between; padding: 20px 32px; gap: 48px; }
-.trek-dash .trips.list-view .trip-meta { display: flex; gap: 32px; padding: 0; border: none; }
+.trek-dash .trips.list-view .trip-body { display: flex; align-items: center; justify-content: flex-end; padding: 16px 36px; gap: 28px; }
+/* Date rendered as a peer of the counts, set off by a vertical divider rather than
+   floating alone at the far left. */
+.trek-dash .trips.list-view .trip-dates { margin-bottom: 0; gap: 6px; }
+.trek-dash .trips.list-view .trip-dates .date-num { font-size: 15px; font-weight: 600; color: var(--ink); }
+.trek-dash .trips.list-view .trip-meta { display: flex; gap: 28px; padding: 0 0 0 28px; border: none; border-left: 1px solid var(--line); }
 .trek-dash .trip-card {
   position: relative; border-radius: var(--r-xl); overflow: hidden; background: var(--glass-bg);
   border: 1px solid var(--glass-border);
@@ -526,6 +530,9 @@
 
   /* Hero — immersive cover, title only (the pass is its own card below) */
   .trek-dash .hero-trip { height: 340px; margin-bottom: 16px; border-radius: var(--r-xl); }
+  /* No hover on touch — the lift/zoom just sticks after a tap and looks broken. */
+  .trek-dash .hero-trip:hover { transform: none; box-shadow: var(--sh-lg); }
+  .trek-dash .hero-trip:hover img.bg { transform: none; }
   .trek-dash .hero-content { padding: 18px; }
   /* the page already opens with the notification/profile strip, trim its top gap */
   .trek-dash .page { padding-top: 4px; }
@@ -580,25 +587,33 @@
   .trek-dash .trips { grid-template-columns: 1fr; gap: 16px; margin-bottom: 28px; }
   .trek-dash .add-trip-card { min-height: 180px; }
 
+  /* Touch devices have no hover — keep the edit/copy/archive/delete actions
+     visible at all times instead of revealing them on hover. */
+  .trek-dash .trip-actions { opacity: 1; }
+
   /* Compact list row on mobile — keeps the list view distinct from the grid. The
      desktop list row uses a 520px cover, which overflowed the phone width: the
      cover was clipped, the body pushed off-screen, and the fixed 100px cover
      height left a white strip beneath it. Use a fitting cover that stretches to
      the row, and show just the title + dates (the counts live in grid view and
      on the trip itself). */
-  .trek-dash .trips.list-view .trip-card { grid-template-columns: 42% 1fr; min-height: 92px; }
-  .trek-dash .trips.list-view .trip-cover { height: auto; aspect-ratio: unset; }
-  .trek-dash .trips.list-view .trip-cover-content { left: 14px; right: 14px; bottom: 12px; }
+  /* Mobile list row → stacked two-row: row 1 is a slim full-width cover banner
+     (image + title overlay + status top-left), row 2 is just the date, centred.
+     The counts stay grid-view-only on mobile. */
+  .trek-dash .trips.list-view .trip-card { grid-template-columns: 1fr; min-height: 0; }
+  .trek-dash .trips.list-view .trip-cover { height: 110px; aspect-ratio: unset; border-radius: 0; }
+  .trek-dash .trips.list-view .trip-cover-content { left: 16px; right: 16px; bottom: 11px; }
   .trek-dash .trips.list-view .trip-name {
-    font-size: 17px; overflow: hidden; text-overflow: ellipsis;
+    font-size: 18px; overflow: hidden; text-overflow: ellipsis;
     display: -webkit-box; -webkit-line-clamp: 2; -webkit-box-orient: vertical;
   }
-  .trek-dash .trips.list-view .trip-body { display: flex; align-items: center; justify-content: flex-start; padding: 12px 16px; }
-  .trek-dash .trips.list-view .trip-dates { margin-bottom: 0; justify-content: flex-start; }
+  .trek-dash .trips.list-view .trip-body { display: flex; align-items: center; justify-content: center; padding: 10px 16px; }
+  .trek-dash .trips.list-view .trip-dates { margin-bottom: 0; justify-content: center; font-size: 12.5px; }
+  .trek-dash .trips.list-view .trip-dates .date-num { font-size: 12.5px; }
   .trek-dash .trips.list-view .trip-meta { display: none; }
 
   /* Tools — stacked full-width cards (mockup) */
-  .trek-dash .page-sidebar { flex-direction: column; flex-wrap: nowrap; gap: 14px; margin: 0; padding: 0; }
+  .trek-dash .page-sidebar { flex-direction: column; flex-wrap: nowrap; gap: 14px; margin: 0 0 40px; padding: 0; }
   .trek-dash .page-sidebar .tool { flex: none; width: auto; }
 }
 

client/src/sync/authGate.ts

@@ -0,0 +1,18 @@
+/**
+ * Auth gate — a single boolean the sync layer checks before touching the
+ * offline DB. It lets logout disable all background sync (flush / syncAll /
+ * periodic triggers) *before* awaiting the DB swap, so an in-flight loop can't
+ * re-seed the database after the user has logged out.
+ *
+ * Kept separate from authStore to avoid an import cycle
+ * (authStore → tripSyncManager → authStore).
+ */
+let _authed = false
+
+export function setAuthed(value: boolean): void {
+  _authed = value
+}
+
+export function isAuthed(): boolean {
+  return _authed
+}

client/src/sync/mutationQueue.ts

@@ -7,6 +7,7 @@
  */
 import { offlineDb } from '../db/offlineDb'
 import { apiClient } from '../api/client'
+import { isAuthed } from './authGate'
 import type { QueuedMutation } from '../db/offlineDb'
 import type { Table } from 'dexie'
 
@@ -39,6 +40,27 @@ let _flushing = false
 // Monotonically increasing timestamp so same-millisecond enqueues
 // still get a deterministic FIFO order when sorted by createdAt.
 let _lastTs = 0
+// Monotonic counter for offline temp ids. Date.now() alone collides when two
+// creates land in the same millisecond (bulk import, rapid tapping), which would
+// overwrite one optimistic Dexie row. This guarantees distinct negative ids.
+let _lastTempId = 0
+
+/**
+ * Mint a collision-free temporary (negative) id for an offline-created entity.
+ * Monotonic across the session so same-millisecond creates never collide.
+ */
+export function nextTempId(): number {
+  const now = Date.now()
+  _lastTempId = now > _lastTempId ? now : _lastTempId + 1
+  return -_lastTempId
+}
+
+/** HTTP statuses that should be retried later rather than treated as terminal. */
+function isRetryableStatus(status: number | undefined): boolean {
+  // 401: token expired mid-flush (offline window) — retry after re-auth.
+  // 408/425/429: timeout / too-early / rate-limited — transient.
+  return status === 401 || status === 408 || status === 425 || status === 429
+}
 
 export const mutationQueue = {
   /**
@@ -67,8 +89,12 @@ export const mutationQueue = {
    * 4xx responses are marked failed and skipped.
    */
   async flush(): Promise<void> {
-    if (_flushing || !navigator.onLine) return
+    if (_flushing || !navigator.onLine || !isAuthed()) return
     _flushing = true
+    // tempId → realId learned during this flush, so a dependent edit/delete
+    // queued against an offline-created entity (still holding the negative id)
+    // can be rewritten to the server id before it is replayed.
+    const idMap = new Map<number, number>()
     try {
       const pending = await offlineDb.mutationQueue
         .where('status')
@@ -79,10 +105,32 @@ export const mutationQueue = {
         // Mark as syncing so UI can show progress
         await offlineDb.mutationQueue.update(mutation.id, { status: 'syncing' })
 
+        // Resolve a temp-id reference now that earlier CREATEs in this flush
+        // may have completed (FIFO order guarantees the CREATE ran first).
+        let reqUrl = mutation.url
+        let reqEntityId = mutation.entityId
+        if (mutation.tempEntityId !== undefined) {
+          const realId = idMap.get(mutation.tempEntityId)
+          if (realId !== undefined) {
+            reqUrl = reqUrl.replace('{id}', String(realId))
+            reqEntityId = realId
+          }
+        }
+        // Placeholder still unresolved → the create it depended on is gone
+        // (failed or missing). Surface it as failed rather than firing a 404.
+        if (reqUrl.includes('{id}')) {
+          await offlineDb.mutationQueue.update(mutation.id, {
+            status: 'failed',
+            attempts: mutation.attempts + 1,
+            lastError: 'unresolved temp id (dependent create did not sync)',
+          })
+          continue
+        }
+
         try {
           const response = await apiClient.request({
             method: mutation.method,
-            url: mutation.url,
+            url: reqUrl,
             data: mutation.body,
             headers: { 'X-Idempotency-Key': mutation.id },
           })
@@ -95,31 +143,51 @@ export const mutationQueue = {
               const values = Object.values(response.data as Record<string, unknown>)
               const entity = values[0]
               if (entity && typeof entity === 'object' && 'id' in entity) {
-                // Remove temp optimistic entry if id changed (CREATE case)
-                if (mutation.tempId !== undefined && mutation.tempId !== (entity as { id: number }).id) {
+                const realId = (entity as { id: number }).id
+                // Remove temp optimistic entry if id changed (CREATE case) and
+                // remap any queued mutations that still target the negative id.
+                if (mutation.tempId !== undefined && mutation.tempId !== realId) {
                   await table.delete(mutation.tempId)
+                  idMap.set(mutation.tempId, realId)
+                  // Durable rewrite so dependents survive a flush boundary / reload.
+                  await offlineDb.mutationQueue
+                    .where('tripId')
+                    .equals(mutation.tripId)
+                    .filter(m => m.tempEntityId === mutation.tempId)
+                    .modify(m => {
+                      m.url = m.url.replace('{id}', String(realId))
+                      m.entityId = realId
+                      m.tempEntityId = undefined
+                    })
                 }
                 await table.put(entity)
               }
             }
-          } else if (mutation.method === 'DELETE' && mutation.resource && mutation.entityId !== undefined) {
+          } else if (mutation.method === 'DELETE' && mutation.resource && reqEntityId !== undefined) {
             // DELETE was already applied optimistically; ensure it's gone
             const table = getTable(mutation.resource)
-            if (table) await table.delete(mutation.entityId)
+            if (table) await table.delete(reqEntityId)
           }
 
           await offlineDb.mutationQueue.delete(mutation.id)
         } catch (err: unknown) {
           const httpStatus = (err as { response?: { status: number } })?.response?.status
-          if (httpStatus !== undefined && httpStatus >= 400 && httpStatus < 500) {
-            // Permanent client error — mark failed, continue with next
+          const isTerminal =
+            httpStatus !== undefined && httpStatus >= 400 && httpStatus < 500 && !isRetryableStatus(httpStatus)
+          if (isTerminal) {
+            // Permanent client error — roll back the phantom optimistic CREATE so
+            // it can't masquerade as synced, then mark failed and continue.
+            if (mutation.method !== 'DELETE' && mutation.tempId !== undefined && mutation.resource) {
+              const table = getTable(mutation.resource)
+              if (table) await table.delete(mutation.tempId)
+            }
             await offlineDb.mutationQueue.update(mutation.id, {
               status: 'failed',
               attempts: mutation.attempts + 1,
               lastError: String(err),
             })
           } else {
-            // Network error — reset to pending, abort flush (retry on next trigger)
+            // Network / transient error — reset to pending, abort flush (retry next trigger)
             await offlineDb.mutationQueue.update(mutation.id, {
               status: 'pending',
               attempts: mutation.attempts + 1,
@@ -160,9 +228,19 @@ export const mutationQueue = {
       .count()
   },
 
-  /** Reset internal flushing flag and timestamp counter — useful in tests. */
+  /** Count permanently-failed mutations (surfaced separately so the user knows
+   *  changes were dropped — they are NOT folded into pendingCount). */
+  async failedCount(): Promise<number> {
+    return offlineDb.mutationQueue
+      .where('status')
+      .equals('failed')
+      .count()
+  },
+
+  /** Reset internal flushing flag and timestamp counters — useful in tests. */
   _resetFlushing(): void {
     _flushing = false
     _lastTs = 0
+    _lastTempId = 0
   },
 }

client/src/sync/persistentStorage.ts

@@ -0,0 +1,18 @@
+/**
+ * Ask the browser for persistent storage so our offline data — prefetched map
+ * tiles, cached file blobs, the IndexedDB caches — is exempt from eviction under
+ * storage pressure. Without this the browser may purge tiles right when a
+ * traveler goes offline and needs them (audit H8 / M6).
+ *
+ * Best-effort and idempotent: returns whether persistence is (now) granted.
+ */
+export async function requestPersistentStorage(): Promise<boolean> {
+  try {
+    if (typeof navigator === 'undefined' || !navigator.storage?.persist) return false
+    // Already persisted? Avoid re-prompting where the API distinguishes.
+    if (navigator.storage.persisted && (await navigator.storage.persisted())) return true
+    return await navigator.storage.persist()
+  } catch {
+    return false
+  }
+}

client/src/sync/syncTriggers.ts

@@ -14,17 +14,34 @@
  */
 import { mutationQueue } from './mutationQueue'
 import { tripSyncManager } from './tripSyncManager'
-import { setPreReconnectHook } from '../api/websocket'
+import { setPreReconnectHook, setRefetchCallback, getActiveTrips } from '../api/websocket'
+import { useTripStore } from '../store/tripStore'
 
 const PERIODIC_MS = 30_000
 
 let _intervalId: ReturnType<typeof setInterval> | null = null
 let _registered = false
 
-/** Network came back — flush mutations AND re-seed Dexie for all cacheable trips. */
+/** Pull the latest server state for every open trip into the Zustand store. */
+function rehydrateActiveTrips() {
+  const store = useTripStore.getState()
+  for (const tripId of getActiveTrips()) {
+    store.hydrateActiveTrip(tripId).catch(console.error)
+  }
+}
+
+/**
+ * Network came back — flush local writes first, then re-seed Dexie for all
+ * cacheable trips and re-hydrate the open trip's store so a collaborator's
+ * edits made while we were offline appear without navigating away.
+ */
 function onOnline() {
-  mutationQueue.flush().catch(console.error)
-  tripSyncManager.syncAll().catch(console.error)
+  mutationQueue.flush()
+    .catch(console.error)
+    .finally(() => {
+      tripSyncManager.syncAll().catch(console.error)
+      rehydrateActiveTrips()
+    })
 }
 
 /** Tab became visible — flush only; don't trigger a potentially expensive syncAll. */
@@ -48,6 +65,11 @@ export function registerSyncTriggers(): void {
   // WS reconnect: flush mutations only — no syncAll to avoid triggering rate
   // limiters when the socket drops and reconnects while the device is online.
   setPreReconnectHook(() => mutationQueue.flush())
+  // After the reconnect flush, pull canonical state for the open trip back into
+  // the store (the WS layer awaits the flush hook before invoking this).
+  setRefetchCallback(tripId => {
+    useTripStore.getState().hydrateActiveTrip(tripId).catch(console.error)
+  })
 
   window.addEventListener('online', onOnline)
   document.addEventListener('visibilitychange', onVisibility)
@@ -59,6 +81,7 @@ export function unregisterSyncTriggers(): void {
   _registered = false
 
   setPreReconnectHook(null)
+  setRefetchCallback(null)
   window.removeEventListener('online', onOnline)
   document.removeEventListener('visibilitychange', onVisibility)
   if (_intervalId !== null) {

client/src/sync/tilePrefetcher.ts

@@ -17,11 +17,18 @@ import { offlineDb, upsertSyncMeta } from '../db/offlineDb'
 
 // ── Constants ─────────────────────────────────────────────────────────────────
 
-/** Estimated average tile size in KB (road/transit tiles ~15 KB). */
+/** Estimated average tile size in KB (raster basemap tiles ~15 KB). */
 const AVG_TILE_KB = 15
 
-/** Hard cap: ~50 MB worth of tiles. */
-export const MAX_TILES = Math.floor((50 * 1024) / AVG_TILE_KB) // ≈ 3413
+/**
+ * Hard cap on prefetched tiles (~180 MB).
+ *
+ * MUST stay in sync with the Workbox 'map-tiles' `maxEntries` in
+ * client/vite.config.js (kept equal). If this budget exceeds the SW cache size,
+ * the LRU evicts freshly-prefetched tiles on arrival and the offline map goes
+ * blank — which is exactly the bug this value was raised (from ~3413) to fix.
+ */
+export const MAX_TILES = Math.floor((180 * 1024) / AVG_TILE_KB) // = 12288
 
 const DEFAULT_TILE_URL =
   'https://{s}.basemaps.cartocdn.com/light_all/{z}/{x}/{y}{r}.png'
@@ -177,15 +184,16 @@ export async function prefetchTilesForTrip(
   const bbox = computeBbox(places)
   if (!bbox) return
 
-  // Size guard: if total tile count across all zooms exceeds cap, skip
-  const estimated = countTiles(bbox, 10, 16)
-  if (estimated > MAX_TILES) {
-    console.warn(
-      `[tilePrefetch] trip ${tripId}: estimated ${estimated} tiles exceeds cap (${MAX_TILES}), skipping`,
-    )
-    return
-  }
-
+  // Zoom-clamp rather than skip: prefetchTiles fills zooms low→high and stops
+  // once MAX_TILES is reached, so large (region / road-trip) bboxes still get
+  // their lower zooms cached instead of being skipped entirely.
+  //
+  // NOTE: opaque (no-cors) tile responses are padded by Chromium to ~7 MB each
+  // for quota accounting, so the real on-disk budget is far below 180 MB. We
+  // keep no-cors deliberately: switching to cors would break self-hosted/custom
+  // tile providers that don't send CORS headers. To stop the browser evicting
+  // these tiles under the inflated quota, we request persistent storage at app
+  // init instead (sync/persistentStorage.ts).
   const fetched = await prefetchTiles(bbox, template)
 
   // Update syncMeta with bbox and tile count

client/src/sync/tripSyncManager.ts

@@ -27,8 +27,10 @@ import {
   upsertCategories,
   upsertSyncMeta,
   clearTripData,
+  enforceBlobBudget,
 } from '../db/offlineDb'
 import { prefetchTilesForTrip } from './tilePrefetcher'
+import { isAuthed } from './authGate'
 import { useSettingsStore } from '../store/settingsStore'
 import type { Trip, Day, Place, PackingItem, TodoItem, BudgetItem, Reservation, TripFile, Accommodation, TripMember } from '../types'
 
@@ -108,13 +110,16 @@ async function cacheFilesForTrip(files: TripFile[]): Promise<void> {
       const resp = await fetch(file.url!, { credentials: 'include' })
       if (!resp.ok) continue
       const blob = await resp.blob()
-      await offlineDb.blobCache.put({ url: file.url!, blob, mime: file.mime_type, cachedAt: Date.now() })
+      await offlineDb.blobCache.put({ url: file.url!, tripId: file.trip_id, blob, bytes: blob.size, mime: file.mime_type, cachedAt: Date.now() })
       cached++
     } catch {
       // Network failure — skip this file, will retry next sync
     }
   }
 
+  // Keep the blob cache within its size/count budget after adding new files.
+  if (cached > 0) await enforceBlobBudget().catch(() => {})
+
   // Update filesCachedCount in syncMeta
   const tripId = files[0]?.trip_id
   if (tripId) {
@@ -134,7 +139,7 @@ export const tripSyncManager = {
    * No-ops when offline.
    */
   async syncAll(): Promise<void> {
-    if (_syncing || !navigator.onLine) return
+    if (_syncing || !navigator.onLine || !isAuthed()) return
     _syncing = true
     try {
       const { trips } = await tripsApi.list() as { trips: Trip[] }

client/src/types.ts

@@ -113,6 +113,7 @@ export interface Settings {
   show_place_description: boolean
   blur_booking_codes?: boolean
   map_booking_labels?: boolean
+  map_poi_pill_enabled?: boolean
   optimize_from_accommodation?: boolean
   map_provider?: 'leaflet' | 'mapbox-gl'
   mapbox_access_token?: string

client/src/utils/dayMerge.test.ts

@@ -126,18 +126,18 @@ describe('getMergedItems', () => {
     expect(types).toEqual(['place', 'transport', 'place'])
   })
 
-  it('per-day position overrides time-based insertion', () => {
+  it('orders a timed transport chronologically regardless of a stale per-day position', () => {
     const dayAssignments = [
       { id: 1, order_index: 0, place: { place_time: '08:00' } },
       { id: 2, order_index: 1, place: { place_time: '13:00' } },
     ]
-    // Transport at 10:30 would normally go between the two places
-    // but per-day position 1.5 puts it after the second place
+    // The train is at 10:30, so it sorts between the 08:00 and 13:00 places by time —
+    // timed items are arranged chronologically even if an old manual position exists.
     const dayTransports = [
       { id: 20, type: 'train', day_id: 5, end_day_id: 5, reservation_time: '10:30', day_positions: { 5: 1.5 } },
     ]
     const result = getMergedItems({ dayAssignments, dayNotes: [], dayTransports, dayId: 5 })
     const types = result.map(i => i.type)
-    expect(types).toEqual(['place', 'place', 'transport'])
+    expect(types).toEqual(['place', 'transport', 'place'])
   })
 })

client/src/utils/dayMerge.ts

@@ -39,12 +39,66 @@ export function getDisplayTimeForDay(
   return r.reservation_time || null
 }
 
+/** Per-leg detail of a multi-leg flight, or null for single-leg / non-flight. */
+function parseFlightLegs(r: any): any[] | null {
+  if (r?.type !== 'flight') return null
+  let meta = r.metadata
+  if (typeof meta === 'string') { try { meta = JSON.parse(meta || '{}') } catch { meta = {} } }
+  // Defensive: recover metadata that was accidentally double-encoded by an earlier
+  // bug (a JSON string of a JSON string) so already-saved flights heal on read.
+  if (typeof meta === 'string') { try { meta = JSON.parse(meta || '{}') } catch { meta = {} } }
+  if (meta && Array.isArray(meta.legs) && meta.legs.length > 1) return meta.legs
+  return null
+}
+
+/**
+ * Expand a multi-leg flight into one synthetic reservation per leg that touches
+ * `dayId`, each with its own day span + departure/arrival time so it slots into
+ * the timeline independently. A single-leg flight (or any other reservation) is
+ * returned untouched, so existing behaviour is unchanged.
+ */
+export function expandFlightLegsForDay(
+  r: any,
+  dayId: number,
+  getDayOrder: (id: number) => number,
+  days: Array<{ id: number; date?: string | null }>
+): any[] {
+  const legs = parseFlightLegs(r)
+  if (!legs) return [r]
+  const dateOf = (id: number | null): string | null => (id == null ? null : (days.find(d => d.id === id)?.date ?? null))
+  const thisOrder = getDayOrder(dayId)
+  const out: any[] = []
+  legs.forEach((leg, i) => {
+    const dep = leg.dep_day_id ?? r.day_id ?? null
+    const arr = leg.arr_day_id ?? dep
+    if (dep == null) return
+    const depOrder = getDayOrder(dep)
+    const arrOrder = getDayOrder(arr ?? dep)
+    if (!(thisOrder >= depOrder && thisOrder <= arrOrder)) return
+    const depDate = dateOf(dep)
+    const arrDate = dateOf(arr ?? dep)
+    out.push({
+      ...r,
+      day_id: dep,
+      end_day_id: arr ?? dep,
+      reservation_time: leg.dep_time ? (depDate ? `${depDate}T${leg.dep_time}` : leg.dep_time) : null,
+      reservation_end_time: leg.arr_time ? (arrDate ? `${arrDate}T${leg.arr_time}` : leg.arr_time) : null,
+      // Each leg carries its OWN saved position (not the booking's) so items can be
+      // dropped between legs and persist; absent → falls back to time ordering.
+      day_positions: leg.day_positions || undefined,
+      day_plan_position: undefined,
+      __leg: { index: i, total: legs.length, from: leg.from ?? null, to: leg.to ?? null, airline: leg.airline ?? null, flight_number: leg.flight_number ?? null },
+    })
+  })
+  return out
+}
+
 /** Filter reservations that are active transports for the given day, excluding assignment-linked ones. */
 export function getTransportForDay(opts: {
   reservations: any[]
   dayId: number
   dayAssignmentIds: number[]
-  days: Array<{ id: number; day_number?: number }>
+  days: Array<{ id: number; day_number?: number; date?: string | null }>
 }): any[] {
   const { reservations, dayId, dayAssignmentIds, days } = opts
 
@@ -69,7 +123,34 @@ export function getTransportForDay(opts: {
       return thisDayOrder >= startOrder && thisDayOrder <= endOrder
     }
     return startDayId === dayId
-  })
+  }).flatMap(r => expandFlightLegsForDay(r, dayId, getDayOrder, days))
+}
+
+/**
+ * Order items chronologically: anything with a time (a place's place_time, a
+ * transport/leg display time, a timed note) sorts by that time. An item WITHOUT a
+ * time inherits the time of the timed item before it, so untimed items stay where
+ * they were manually placed. Stable on the incoming order for ties.
+ */
+function applyChronoOrder(
+  items: MergedItem[],
+  dayId: number,
+  getDisplayTime: (r: any, dayId: number) => string | null
+): MergedItem[] {
+  const timeOf = (it: MergedItem): number | null => {
+    if (it.type === 'place') return parseTimeToMinutes(it.data?.place?.place_time)
+    if (it.type === 'note') return parseTimeToMinutes(it.data?.time)
+    return parseTimeToMinutes(getDisplayTime(it.data, dayId))
+  }
+  let last = -Infinity
+  return items
+    .map((it, i) => {
+      const t = timeOf(it)
+      if (t != null) last = t
+      return { it, i, eff: t != null ? t : last }
+    })
+    .sort((a, b) => a.eff - b.eff || a.i - b.i)
+    .map(k => k.it)
 }
 
 /** Merge places, notes, and transports into a single ordered day timeline. */
@@ -94,9 +175,9 @@ export function getMergedItems(opts: {
     minutes: parseTimeToMinutes(getDisplayTime(r, dayId)) ?? 0,
   })).sort((a, b) => a.minutes - b.minutes)
 
-  if (timedTransports.length === 0) return baseItems
+  if (timedTransports.length === 0) return applyChronoOrder(baseItems, dayId, getDisplayTime)
   if (baseItems.length === 0) {
-    return timedTransports.map((item, i) => ({ type: item.type, sortKey: i, data: item.data }))
+    return applyChronoOrder(timedTransports.map((item, i) => ({ type: item.type, sortKey: i, data: item.data })), dayId, getDisplayTime)
   }
 
   // Insert transports among base items based on per-day position or time
@@ -132,5 +213,5 @@ export function getMergedItems(opts: {
     result.push({ type: timed.type, sortKey, data: timed.data })
   }
 
-  return result.sort((a, b) => a.sortKey - b.sortKey)
+  return applyChronoOrder(result.sort((a, b) => a.sortKey - b.sortKey), dayId, getDisplayTime)
 }

client/src/utils/flightLegs.ts

@@ -0,0 +1,105 @@
+// Multi-leg (layover) flight support.
+//
+// A flight booking is ONE reservation whose route is an ordered chain of airports
+// (e.g. FRA -> BER -> HND). The geometry + order are the source of truth in
+// `reservation.endpoints` (role 'from' for the first airport, 'stop' for each
+// intermediate one, 'to' for the last, ordered by `sequence`). The per-leg detail
+// — airline, flight number, and each segment's own day/time — lives in
+// `metadata.legs`. The top-level metadata (`departure_airport`/`arrival_airport`/
+// `airline`/`flight_number`) and `day_id`/`end_day_id` mirror the FIRST and LAST
+// leg so legacy readers keep working.
+//
+// A legacy single-leg flight (two endpoints, flat metadata, no `metadata.legs`)
+// is normalised here into a one-leg chain, so every renderer can use one path.
+
+import type { Reservation, ReservationEndpoint } from '../types'
+
+export interface FlightLeg {
+  from: string | null // IATA code (or null)
+  to: string | null
+  airline?: string
+  flight_number?: string
+  dep_day_id?: number | null
+  dep_time?: string | null // 'HH:mm'
+  arr_day_id?: number | null
+  arr_time?: string | null
+}
+
+/** reservation.metadata may be a JSON string or an already-parsed object. */
+export function parseReservationMetadata(r: Pick<Reservation, 'metadata'>): Record<string, any> {
+  const m = r.metadata
+  if (!m) return {}
+  if (typeof m === 'string') {
+    try {
+      let parsed = JSON.parse(m || '{}')
+      // Defensive: an earlier bug could double-encode metadata (a JSON string of a
+      // JSON string) — unwrap it once more so saved flights heal on read.
+      if (typeof parsed === 'string') { try { parsed = JSON.parse(parsed) } catch { /* keep */ } }
+      return (parsed && typeof parsed === 'object') ? parsed : {}
+    } catch { return {} }
+  }
+  return m as Record<string, any>
+}
+
+/** Endpoints ordered by `sequence` (geometry + order source of truth). */
+export function orderedEndpoints(r: Pick<Reservation, 'endpoints'>): ReservationEndpoint[] {
+  return (r.endpoints || []).slice().sort((a, b) => (a.sequence ?? 0) - (b.sequence ?? 0))
+}
+
+/**
+ * Ordered legs of a flight. `metadata.legs` is preferred; otherwise a single leg
+ * is derived from the endpoints (and finally the flat metadata) so that legacy
+ * single-leg flights — and flights created before this feature — still work.
+ */
+export function getFlightLegs(r: Reservation): FlightLeg[] {
+  const meta = parseReservationMetadata(r)
+  if (Array.isArray(meta.legs) && meta.legs.length > 0) {
+    return meta.legs.map((l: any): FlightLeg => ({
+      from: l.from ?? null,
+      to: l.to ?? null,
+      airline: l.airline || undefined,
+      flight_number: l.flight_number || undefined,
+      dep_day_id: l.dep_day_id ?? null,
+      dep_time: l.dep_time ?? null,
+      arr_day_id: l.arr_day_id ?? null,
+      arr_time: l.arr_time ?? null,
+    }))
+  }
+  // Legacy fallback: one leg from the endpoints / flat metadata.
+  const eps = orderedEndpoints(r)
+  const first = eps[0]
+  const last = eps[eps.length - 1]
+  const fromCode = first?.code ?? meta.departure_airport ?? null
+  const toCode = last?.code ?? meta.arrival_airport ?? null
+  if (!fromCode && !toCode) return []
+  return [{
+    from: fromCode,
+    to: toCode,
+    airline: meta.airline || undefined,
+    flight_number: meta.flight_number || undefined,
+    dep_day_id: r.day_id ?? null,
+    dep_time: first?.local_time ?? null,
+    arr_day_id: r.end_day_id ?? r.day_id ?? null,
+    arr_time: last?.local_time ?? null,
+  }]
+}
+
+/** Number of flight segments. 1 for a simple from -> to booking. */
+export function legCount(r: Reservation): number {
+  return getFlightLegs(r).length
+}
+
+export function isMultiLegFlight(r: Reservation): boolean {
+  return r.type === 'flight' && legCount(r) > 1
+}
+
+/**
+ * Ordered route labels (IATA codes, or names when no code) for display, e.g.
+ * ['FRA','BER','HND']. Uses endpoints; falls back to the flat metadata pair.
+ */
+export function routeStops(r: Reservation): string[] {
+  const eps = orderedEndpoints(r)
+  if (eps.length >= 2) return eps.map(e => e.code || e.name)
+  const meta = parseReservationMetadata(r)
+  return [meta.departure_airport, meta.arrival_airport].filter(Boolean) as string[]
+}

client/tests/unit/db/offlineDb.test.ts

@@ -23,6 +23,10 @@ import {
   upsertReservations,
   upsertTripFiles,
   upsertSyncMeta,
+  reopenForUser,
+  reopenAnonymous,
+  deleteCurrentUserDb,
+  enforceBlobBudget,
   type QueuedMutation,
   type SyncMeta,
   type BlobCacheEntry,
@@ -81,6 +85,15 @@ const makePlace = (id: number, tripId = 1): Place => ({
   created_at: '2026-01-01T00:00:00Z',
 });
 
+const makeBlob = (url: string, tripId = 1, bytes = 10, cachedAt = 1): BlobCacheEntry => ({
+  url,
+  tripId,
+  blob: new Blob(['x'.repeat(bytes)], { type: 'application/pdf' }),
+  bytes,
+  mime: 'application/pdf',
+  cachedAt,
+});
+
 // ── Lifecycle ─────────────────────────────────────────────────────────────────
 
 beforeEach(async () => {
@@ -220,7 +233,9 @@ describe('offlineDb — blobCache', () => {
     const blob = new Blob(['%PDF-1.4 test'], { type: 'application/pdf' });
     const entry: BlobCacheEntry = {
       url: '/api/files/99/download',
+      tripId: 1,
       blob,
+      bytes: blob.size,
       mime: 'application/pdf',
       cachedAt: Date.now(),
     };
@@ -231,6 +246,49 @@ describe('offlineDb — blobCache', () => {
     expect(stored!.mime).toBe('application/pdf');
     expect(stored!.blob).toBeDefined();
   });
+
+  it('queries blobs by tripId index', async () => {
+    await offlineDb.blobCache.bulkPut([
+      makeBlob('/api/files/1/download', 1),
+      makeBlob('/api/files/2/download', 1),
+      makeBlob('/api/files/3/download', 2),
+    ]);
+    const trip1 = await offlineDb.blobCache.where('tripId').equals(1).toArray();
+    expect(trip1).toHaveLength(2);
+  });
+});
+
+describe('offlineDb — enforceBlobBudget', () => {
+  it('evicts oldest-by-cachedAt entries past the count budget', async () => {
+    // 5 entries with strictly increasing cachedAt; cap to 3.
+    for (let i = 0; i < 5; i++) {
+      await offlineDb.blobCache.put(makeBlob(`/api/files/${i}/download`, 1, 10, i + 1));
+    }
+    await enforceBlobBudget(3, Infinity);
+
+    expect(await offlineDb.blobCache.count()).toBe(3);
+    // Oldest two (cachedAt 1 and 2) are gone; newest survive.
+    expect(await offlineDb.blobCache.get('/api/files/0/download')).toBeUndefined();
+    expect(await offlineDb.blobCache.get('/api/files/1/download')).toBeUndefined();
+    expect(await offlineDb.blobCache.get('/api/files/4/download')).toBeDefined();
+  });
+
+  it('evicts oldest entries past the byte budget', async () => {
+    // 3 entries of 100 bytes each; cap to 250 bytes → newest two (200) survive.
+    for (let i = 0; i < 3; i++) {
+      await offlineDb.blobCache.put(makeBlob(`/api/files/${i}/download`, 1, 100, i + 1));
+    }
+    await enforceBlobBudget(Infinity, 250);
+
+    expect(await offlineDb.blobCache.count()).toBe(2);
+    expect(await offlineDb.blobCache.get('/api/files/0/download')).toBeUndefined();
+  });
+
+  it('is a no-op when already within budget', async () => {
+    await offlineDb.blobCache.put(makeBlob('/api/files/1/download', 1));
+    await enforceBlobBudget(10, Infinity);
+    expect(await offlineDb.blobCache.count()).toBe(1);
+  });
 });
 
 describe('offlineDb — clearTripData', () => {
@@ -241,9 +299,12 @@ describe('offlineDb — clearTripData', () => {
     const item: PackingItem = { id: 5, trip_id: 1, name: 'Towel', category: null, checked: 0, sort_order: 0, quantity: 1 };
     await upsertPackingItems([item]);
 
+    await offlineDb.blobCache.put(makeBlob('/api/files/1/download', 1));
+
     // Also add data for a different trip — should NOT be removed
     await upsertTrip(makeTrip(2));
     await upsertDays([makeDay(99, 2)]);
+    await offlineDb.blobCache.put(makeBlob('/api/files/2/download', 2));
 
     await clearTripData(1);
 
@@ -251,10 +312,12 @@ describe('offlineDb — clearTripData', () => {
     expect(await offlineDb.days.where('trip_id').equals(1).count()).toBe(0);
     expect(await offlineDb.places.where('trip_id').equals(1).count()).toBe(0);
     expect(await offlineDb.packingItems.where('trip_id').equals(1).count()).toBe(0);
+    expect(await offlineDb.blobCache.where('tripId').equals(1).count()).toBe(0);
 
     // Trip 2 intact
     expect(await offlineDb.trips.get(2)).toBeDefined();
     expect(await offlineDb.days.where('trip_id').equals(2).count()).toBe(1);
+    expect(await offlineDb.blobCache.get('/api/files/2/download')).toBeDefined();
   });
 });
 
@@ -271,3 +334,37 @@ describe('offlineDb — clearAll', () => {
     expect(await offlineDb.places.count()).toBe(0);
   });
 });
+
+describe('offlineDb — per-user scoping (B4)', () => {
+  afterEach(async () => {
+    // Leave the suite on the anonymous DB so other tests are unaffected.
+    await reopenAnonymous();
+  });
+
+  it('isolates one user\'s cached data from another', async () => {
+    await reopenForUser(1);
+    await upsertPlaces([makePlace(10, 1)]);
+    expect(await offlineDb.places.count()).toBe(1);
+
+    // Switching users must not expose user 1's rows.
+    await reopenForUser(2);
+    expect(await offlineDb.places.count()).toBe(0);
+
+    // Switching back restores user 1's data (different physical DB).
+    await reopenForUser(1);
+    expect(await offlineDb.places.get(10)).toBeDefined();
+  });
+
+  it('deleteCurrentUserDb wipes the user DB and returns to anonymous', async () => {
+    await reopenForUser(5);
+    await upsertPlaces([makePlace(20, 1)]);
+
+    await deleteCurrentUserDb();
+    // Now on the anonymous DB — no user data.
+    expect(await offlineDb.places.count()).toBe(0);
+
+    // Re-opening user 5 starts empty (DB was deleted, not just detached).
+    await reopenForUser(5);
+    expect(await offlineDb.places.count()).toBe(0);
+  });
+});

client/tests/unit/remoteEventHandler/assignments.test.ts

@@ -2,6 +2,7 @@ import { describe, it, expect, beforeEach } from 'vitest';
 import { useTripStore } from '../../../src/store/tripStore';
 import { resetAllStores } from '../../helpers/store';
 import { buildDay, buildAssignment, buildPlace } from '../../helpers/factories';
+import type { Assignment } from '../../../src/types';
 
 beforeEach(() => {
   resetAllStores();
@@ -50,6 +51,58 @@ describe('remoteEventHandler > assignments', () => {
     expect(assignments['10'][0].id).toBe(500);
   });
 
+  it('FE-WSEVT-ASSIGN-003b: a second assignment of an already-present place is NOT suppressed (H11)', () => {
+    const place = buildPlace({ id: 55 });
+    useTripStore.setState({
+      days: [buildDay({ id: 10 })],
+      // A committed (positive-id) assignment of place 55 already on the day.
+      assignments: { '10': [buildAssignment({ id: 100, day_id: 10, place, place_id: place.id })] },
+    });
+    // A legitimately new, distinct assignment of the same place arrives.
+    const second = buildAssignment({ id: 300, day_id: 10, place, place_id: place.id });
+    useTripStore.getState().handleRemoteEvent({ type: 'assignment:created', assignment: second });
+    const { assignments } = useTripStore.getState();
+    expect(assignments['10']).toHaveLength(2);
+    expect(assignments['10'].map(a => a.id).sort((x, y) => x - y)).toEqual([100, 300]);
+  });
+
+  it('FE-WSEVT-ASSIGN-003c: temp reconciliation replaces only the matching place, not a sibling temp (H11)', () => {
+    const place55 = buildPlace({ id: 55 });
+    const place66 = buildPlace({ id: 66 });
+    useTripStore.setState({
+      days: [buildDay({ id: 10 })],
+      assignments: {
+        '10': [
+          buildAssignment({ id: -1, day_id: 10, place: place55, place_id: 55 }),
+          buildAssignment({ id: -2, day_id: 10, place: place66, place_id: 66 }),
+        ],
+      },
+    });
+    const real = buildAssignment({ id: 500, day_id: 10, place: place55, place_id: 55 });
+    useTripStore.getState().handleRemoteEvent({ type: 'assignment:created', assignment: real });
+    const { assignments } = useTripStore.getState();
+    const ids = assignments['10'].map(a => a.id);
+    expect(assignments['10']).toHaveLength(2);
+    expect(ids).toContain(500);   // temp 55 reconciled to real
+    expect(ids).toContain(-2);    // sibling temp 66 untouched
+    expect(ids).not.toContain(-1);
+  });
+
+  it('FE-WSEVT-ASSIGN-003d: place-less assignments do not collapse onto each other (H11)', () => {
+    // Defensive: a malformed event lacking place data must not let the
+    // `place?.id === placeId` reconciliation match undefined === undefined.
+    const placeless = (id: number): Assignment =>
+      ({ ...buildAssignment({ id, day_id: 10 }), place: undefined, place_id: undefined } as unknown as Assignment);
+    useTripStore.setState({
+      days: [buildDay({ id: 10 })],
+      assignments: { '10': [placeless(-1)] },
+    });
+    useTripStore.getState().handleRemoteEvent({ type: 'assignment:created', assignment: placeless(700) });
+    const { assignments } = useTripStore.getState();
+    // No placeId → no reconcile; both survive as distinct rows (no collapse).
+    expect(assignments['10']).toHaveLength(2);
+  });
+
   it('FE-WSEVT-ASSIGN-004: assignment:updated merges updated data into correct day', () => {
     seedData();
     const updated = buildAssignment({ id: 100, day_id: 10, notes: 'Updated notes' });

client/tests/unit/repo/placeRepo.test.ts

@@ -64,6 +64,20 @@ describe('placeRepo.list', () => {
     const result = await placeRepo.list(99);
     expect(result.places).toHaveLength(0);
   });
+
+  it('online but request fails — falls back to Dexie cache (captive portal)', async () => {
+    // navigator.onLine lies "true" on a captive portal; the request throws.
+    const place = buildPlace({ trip_id: 1 });
+    await offlineDb.places.put(place);
+
+    server.use(
+      http.get('/api/trips/1/places', () => HttpResponse.error()),
+    );
+
+    const result = await placeRepo.list(1);
+    expect(result.places).toHaveLength(1);
+    expect(result.places[0].id).toBe(place.id);
+  });
 });
 
 describe('placeRepo.create', () => {

client/tests/unit/repo/withOfflineFallback.test.ts

@@ -0,0 +1,76 @@
+/**
+ * onlineThenCache — the read-through fallback shared by every repo (H2).
+ *
+ * Branches:
+ *   - navigator offline → cache only (skip the request)
+ *   - online but the request fails at the network level → fall back to cache
+ *   - online but the server returns an HTTP error → rethrow (don't mask)
+ *   - online and the request succeeds → return it, skip cache
+ */
+import { describe, it, expect, beforeEach, afterEach, vi } from 'vitest';
+import { onlineThenCache } from '../../../src/repo/withOfflineFallback';
+
+beforeEach(() => {
+  Object.defineProperty(navigator, 'onLine', { value: true, writable: true, configurable: true });
+});
+
+afterEach(() => {
+  vi.restoreAllMocks();
+});
+
+describe('onlineThenCache', () => {
+  it('returns the online result when online', async () => {
+    const online = vi.fn().mockResolvedValue('online');
+    const cache = vi.fn().mockResolvedValue('cache');
+
+    expect(await onlineThenCache(online, cache)).toBe('online');
+    expect(online).toHaveBeenCalledOnce();
+    expect(cache).not.toHaveBeenCalled();
+  });
+
+  it('reads the cache without calling online when navigator is offline', async () => {
+    Object.defineProperty(navigator, 'onLine', { value: false });
+    const online = vi.fn().mockResolvedValue('online');
+    const cache = vi.fn().mockResolvedValue('cache');
+
+    expect(await onlineThenCache(online, cache)).toBe('cache');
+    expect(online).not.toHaveBeenCalled();
+  });
+
+  it('falls back to the cache on a network-level failure (no HTTP response)', async () => {
+    // Axios network error: the request never reached the server (captive portal).
+    const netErr = Object.assign(new Error('Network Error'), { isAxiosError: true, response: undefined });
+    const online = vi.fn().mockRejectedValue(netErr);
+    const cache = vi.fn().mockResolvedValue('cache');
+
+    expect(await onlineThenCache(online, cache)).toBe('cache');
+    expect(online).toHaveBeenCalledOnce();
+    expect(cache).toHaveBeenCalledOnce();
+  });
+
+  it('rethrows a genuine HTTP error (server responded) instead of masking it', async () => {
+    // 404/403/500 mean the server replied — callers must see it, not a stale cache.
+    const httpErr = Object.assign(new Error('Not Found'), { isAxiosError: true, response: { status: 404 } });
+    const online = vi.fn().mockRejectedValue(httpErr);
+    const cache = vi.fn().mockResolvedValue('cache');
+
+    await expect(onlineThenCache(online, cache)).rejects.toThrow('Not Found');
+    expect(cache).not.toHaveBeenCalled();
+  });
+
+  it('rethrows a non-Axios error rather than swallowing it', async () => {
+    const online = vi.fn().mockRejectedValue(new Error('bug'));
+    const cache = vi.fn().mockResolvedValue('cache');
+
+    await expect(onlineThenCache(online, cache)).rejects.toThrow('bug');
+    expect(cache).not.toHaveBeenCalled();
+  });
+
+  it('propagates a cache error (e.g. nothing cached) when online also failed', async () => {
+    Object.defineProperty(navigator, 'onLine', { value: false });
+    const online = vi.fn().mockResolvedValue('online');
+    const cache = vi.fn().mockRejectedValue(new Error('No cached data'));
+
+    await expect(onlineThenCache(online, cache)).rejects.toThrow('No cached data');
+  });
+});

client/tests/unit/stores/authStore.test.ts

@@ -105,10 +105,10 @@ describe('authStore', () => {
   });
 
   describe('FE-AUTH-006: logout', () => {
-    it('calls disconnect() and clears user state', () => {
+    it('calls disconnect() and clears user state', async () => {
       useAuthStore.setState({ user: buildUser(), isAuthenticated: true });
 
-      useAuthStore.getState().logout();
+      await useAuthStore.getState().logout();
       const state = useAuthStore.getState();
 
       expect(disconnect).toHaveBeenCalledOnce();
@@ -441,10 +441,10 @@ describe('authStore', () => {
   });
 
   describe('FE-STORE-AUTH-PERSIST-001: logout resets persisted snapshot', () => {
-    it('snapshot has isAuthenticated:false after logout (PWA offline will redirect to login)', () => {
+    it('snapshot has isAuthenticated:false after logout (PWA offline will redirect to login)', async () => {
       useAuthStore.setState({ user: buildUser(), isAuthenticated: true });
 
-      useAuthStore.getState().logout();
+      await useAuthStore.getState().logout();
 
       const snapshot = JSON.parse(localStorage.getItem('trek_auth_snapshot') ?? '{}');
       expect(snapshot?.state?.isAuthenticated).toBe(false);

client/tests/unit/sync/mutationQueue.test.ts

@@ -8,18 +8,22 @@ import { describe, it, expect, beforeEach, afterEach, vi } from 'vitest';
 import 'fake-indexeddb/auto';
 import { server } from '../../helpers/msw/server';
 import { http, HttpResponse } from 'msw';
-import { mutationQueue, generateUUID } from '../../../src/sync/mutationQueue';
+import { setAuthed } from '../../../src/sync/authGate';
+import { mutationQueue, generateUUID, nextTempId } from '../../../src/sync/mutationQueue';
 import { offlineDb, clearAll } from '../../../src/db/offlineDb';
+import { placeRepo } from '../../../src/repo/placeRepo';
 import { buildPlace, buildPackingItem } from '../../helpers/factories';
 
 beforeEach(async () => {
   await clearAll();
   mutationQueue._resetFlushing();
+  setAuthed(true);
   Object.defineProperty(navigator, 'onLine', { value: true, writable: true, configurable: true });
 });
 
 afterEach(() => {
   vi.restoreAllMocks();
+  setAuthed(false);
 });
 
 // ── helpers ──────────────────────────────────────────────────────────────────
@@ -214,6 +218,25 @@ describe('mutationQueue.flush — offline guard', () => {
     const m = await offlineDb.mutationQueue.get(id);
     expect(m!.status).toBe('pending');
   });
+
+  it('does nothing when logged out (auth gate closed)', async () => {
+    setAuthed(false);
+    const id = generateUUID();
+    await mutationQueue.enqueue(makeMutation({ id }));
+
+    let called = false;
+    server.use(
+      http.post('/api/trips/1/places', () => {
+        called = true;
+        return HttpResponse.json({ place: buildPlace({ trip_id: 1 }) });
+      }),
+    );
+
+    await mutationQueue.flush();
+    expect(called).toBe(false);
+    const m = await offlineDb.mutationQueue.get(id);
+    expect(m!.status).toBe('pending');
+  });
 });
 
 // ── pending / pendingCount ────────────────────────────────────────────────────
@@ -265,3 +288,177 @@ describe('mutationQueue.pendingCount', () => {
     expect(await mutationQueue.pendingCount()).toBe(2);
   });
 });
+
+describe('mutationQueue.failedCount', () => {
+  it('counts only failed mutations (not pending/syncing)', async () => {
+    const id1 = generateUUID();
+    const id2 = generateUUID();
+    await mutationQueue.enqueue(makeMutation({ id: id1 }));
+    await mutationQueue.enqueue(makeMutation({ id: id2 }));
+    await offlineDb.mutationQueue.update(id2, { status: 'failed' });
+
+    expect(await mutationQueue.failedCount()).toBe(1);
+    expect(await mutationQueue.pendingCount()).toBe(1);
+  });
+});
+
+// ── B2: collision-free temp ids ────────────────────────────────────────────────
+
+describe('nextTempId (B2)', () => {
+  it('returns distinct negative ids even within the same millisecond', () => {
+    mutationQueue._resetFlushing();
+    const a = nextTempId();
+    const b = nextTempId();
+    const c = nextTempId();
+    expect(a).toBeLessThan(0);
+    expect(new Set([a, b, c]).size).toBe(3);
+  });
+
+  it('two tight offline creates produce two distinct Dexie rows', async () => {
+    Object.defineProperty(navigator, 'onLine', { value: false });
+    await placeRepo.create(1, { name: 'First' });
+    await placeRepo.create(1, { name: 'Second' });
+
+    const rows = await offlineDb.places.where('trip_id').equals(1).toArray();
+    expect(rows).toHaveLength(2);
+    expect(rows.map(r => r.name).sort()).toEqual(['First', 'Second']);
+  });
+});
+
+// ── B1: temp-id → real-id remapping ─────────────────────────────────────────────
+
+describe('mutationQueue.flush — temp-id remapping (B1)', () => {
+  it('rewrites a dependent PUT/DELETE to the real id within one flush', async () => {
+    const tempId = -1;
+    await offlineDb.places.put({ ...buildPlace({ trip_id: 1 }), id: tempId });
+
+    const createId = generateUUID();
+    const putId = generateUUID();
+    const deleteId = generateUUID();
+
+    await mutationQueue.enqueue({
+      id: createId, tripId: 1, method: 'POST', url: '/trips/1/places',
+      body: { name: 'Temp' }, resource: 'places', tempId,
+    });
+    await mutationQueue.enqueue({
+      id: putId, tripId: 1, method: 'PUT', url: '/trips/1/places/{id}',
+      body: { name: 'Edited' }, resource: 'places', entityId: tempId, tempEntityId: tempId,
+    });
+    await mutationQueue.enqueue({
+      id: deleteId, tripId: 1, method: 'DELETE', url: '/trips/1/places/{id}',
+      body: undefined, resource: 'places', entityId: tempId, tempEntityId: tempId,
+    });
+
+    const putUrls: string[] = [];
+    const deleteUrls: string[] = [];
+    server.use(
+      http.post('/api/trips/1/places', () => HttpResponse.json({ place: buildPlace({ trip_id: 1, id: 42 }) })),
+      http.put('/api/trips/1/places/:id', ({ params }) => { putUrls.push(String(params.id)); return HttpResponse.json({ place: buildPlace({ trip_id: 1, id: 42, name: 'Edited' }) }); }),
+      http.delete('/api/trips/1/places/:id', ({ params }) => { deleteUrls.push(String(params.id)); return HttpResponse.json({ success: true }); }),
+    );
+
+    await mutationQueue.flush();
+
+    expect(putUrls).toEqual(['42']);
+    expect(deleteUrls).toEqual(['42']);
+    expect(await mutationQueue.pendingCount()).toBe(0);
+    expect(await mutationQueue.failedCount()).toBe(0);
+  });
+
+  it('durably rewrites a still-queued dependent after the CREATE flushes alone', async () => {
+    const tempId = -7;
+    await offlineDb.places.put({ ...buildPlace({ trip_id: 1 }), id: tempId });
+
+    const createId = generateUUID();
+    const putId = generateUUID();
+    await mutationQueue.enqueue({
+      id: createId, tripId: 1, method: 'POST', url: '/trips/1/places',
+      body: { name: 'Temp' }, resource: 'places', tempId,
+    });
+    await mutationQueue.enqueue({
+      id: putId, tripId: 1, method: 'PUT', url: '/trips/1/places/{id}',
+      body: { name: 'Edited' }, resource: 'places', entityId: tempId, tempEntityId: tempId,
+    });
+
+    // Only the CREATE succeeds this round; the PUT errors out (network) and stays queued.
+    let putAttempts = 0;
+    server.use(
+      http.post('/api/trips/1/places', () => HttpResponse.json({ place: buildPlace({ trip_id: 1, id: 88 }) })),
+      http.put('/api/trips/1/places/:id', () => { putAttempts++; return HttpResponse.error(); }),
+    );
+
+    await mutationQueue.flush();
+
+    const queuedPut = await offlineDb.mutationQueue.get(putId);
+    expect(queuedPut).toBeDefined();
+    expect(queuedPut!.url).toBe('/trips/1/places/88');
+    expect(queuedPut!.entityId).toBe(88);
+    expect(queuedPut!.tempEntityId).toBeUndefined();
+    expect(putAttempts).toBeGreaterThanOrEqual(1);
+  });
+
+  it('marks an orphaned dependent (placeholder never resolved) as failed', async () => {
+    const putId = generateUUID();
+    await mutationQueue.enqueue({
+      id: putId, tripId: 1, method: 'PUT', url: '/trips/1/places/{id}',
+      body: { name: 'Edited' }, resource: 'places', entityId: -999, tempEntityId: -999,
+    });
+
+    await mutationQueue.flush();
+
+    const m = await offlineDb.mutationQueue.get(putId);
+    expect(m!.status).toBe('failed');
+  });
+});
+
+// ── B3: terminal rollback + retryable classification ────────────────────────────
+
+describe('mutationQueue.flush — failure handling (B3)', () => {
+  it('rolls back the phantom optimistic row on a terminal 400 CREATE', async () => {
+    const tempId = -3;
+    await offlineDb.places.put({ ...buildPlace({ trip_id: 1 }), id: tempId });
+
+    const id = generateUUID();
+    await mutationQueue.enqueue(makeMutation({ id, tempId }));
+
+    server.use(
+      http.post('/api/trips/1/places', () => HttpResponse.json({ error: 'Bad' }, { status: 400 })),
+    );
+
+    await mutationQueue.flush();
+
+    expect(await offlineDb.places.get(tempId)).toBeUndefined();
+    const m = await offlineDb.mutationQueue.get(id);
+    expect(m!.status).toBe('failed');
+  });
+
+  it('treats 429 as retryable: resets to pending and stops the flush', async () => {
+    const id = generateUUID();
+    await mutationQueue.enqueue(makeMutation({ id }));
+
+    server.use(
+      http.post('/api/trips/1/places', () => HttpResponse.json({ error: 'slow down' }, { status: 429 })),
+    );
+
+    await mutationQueue.flush();
+
+    const m = await offlineDb.mutationQueue.get(id);
+    expect(m!.status).toBe('pending');
+    expect(m!.attempts).toBe(1);
+    expect(await mutationQueue.failedCount()).toBe(0);
+  });
+
+  it('treats 401 as retryable rather than dropping the change', async () => {
+    const id = generateUUID();
+    await mutationQueue.enqueue(makeMutation({ id }));
+
+    server.use(
+      http.post('/api/trips/1/places', () => HttpResponse.json({ error: 'AUTH_REQUIRED' }, { status: 401 })),
+    );
+
+    await mutationQueue.flush();
+
+    const m = await offlineDb.mutationQueue.get(id);
+    expect(m!.status).toBe('pending');
+  });
+});

client/tests/unit/sync/persistentStorage.test.ts

@@ -0,0 +1,47 @@
+/**
+ * requestPersistentStorage (H8 / M6) — best-effort persistent storage request
+ * so prefetched tiles / file blobs / IndexedDB aren't evicted under pressure.
+ */
+import { describe, it, expect, afterEach, vi } from 'vitest';
+import { requestPersistentStorage } from '../../../src/sync/persistentStorage';
+
+const original = (navigator as Navigator & { storage?: StorageManager }).storage;
+
+afterEach(() => {
+  Object.defineProperty(navigator, 'storage', { value: original, configurable: true });
+  vi.restoreAllMocks();
+});
+
+function stubStorage(storage: unknown) {
+  Object.defineProperty(navigator, 'storage', { value: storage, configurable: true });
+}
+
+describe('requestPersistentStorage', () => {
+  it('requests persistence when not already granted', async () => {
+    const persist = vi.fn().mockResolvedValue(true);
+    const persisted = vi.fn().mockResolvedValue(false);
+    stubStorage({ persist, persisted });
+
+    expect(await requestPersistentStorage()).toBe(true);
+    expect(persist).toHaveBeenCalledOnce();
+  });
+
+  it('skips the prompt when already persisted', async () => {
+    const persist = vi.fn().mockResolvedValue(true);
+    const persisted = vi.fn().mockResolvedValue(true);
+    stubStorage({ persist, persisted });
+
+    expect(await requestPersistentStorage()).toBe(true);
+    expect(persist).not.toHaveBeenCalled();
+  });
+
+  it('returns false (no throw) when the API is unavailable', async () => {
+    stubStorage(undefined);
+    expect(await requestPersistentStorage()).toBe(false);
+  });
+
+  it('returns false (no throw) when persist rejects', async () => {
+    stubStorage({ persist: vi.fn().mockRejectedValue(new Error('denied')) });
+    expect(await requestPersistentStorage()).toBe(false);
+  });
+});

client/tests/unit/sync/syncTriggers.test.ts

@@ -0,0 +1,76 @@
+/**
+ * syncTriggers — reconnect/online wiring (H1).
+ *
+ * Verifies the previously-dead refetch path is wired: on WS reconnect and on the
+ * `online` event the active trip's store is re-hydrated (after the queue flush).
+ */
+import { describe, it, expect, vi, beforeEach, afterEach } from 'vitest';
+
+const flush = vi.fn(() => Promise.resolve());
+const syncAll = vi.fn(() => Promise.resolve());
+const hydrate = vi.fn(() => Promise.resolve());
+
+let refetchCb: ((tripId: string) => void) | null = null;
+let preReconnect: (() => Promise<void>) | null = null;
+
+vi.mock('../../../src/sync/mutationQueue', () => ({
+  mutationQueue: { flush: () => flush() },
+}));
+vi.mock('../../../src/sync/tripSyncManager', () => ({
+  tripSyncManager: { syncAll: () => syncAll() },
+}));
+vi.mock('../../../src/api/websocket', () => ({
+  setPreReconnectHook: (fn: (() => Promise<void>) | null) => { preReconnect = fn; },
+  setRefetchCallback: (fn: ((tripId: string) => void) | null) => { refetchCb = fn; },
+  getActiveTrips: () => ['7'],
+}));
+vi.mock('../../../src/store/tripStore', () => ({
+  useTripStore: { getState: () => ({ hydrateActiveTrip: hydrate }) },
+}));
+
+import { registerSyncTriggers, unregisterSyncTriggers } from '../../../src/sync/syncTriggers';
+
+const flushMicrotasks = async () => {
+  for (let i = 0; i < 5; i++) await Promise.resolve();
+};
+
+beforeEach(() => {
+  flush.mockClear(); syncAll.mockClear(); hydrate.mockClear();
+  refetchCb = null; preReconnect = null;
+  Object.defineProperty(navigator, 'onLine', { value: true, writable: true, configurable: true });
+});
+
+afterEach(() => {
+  unregisterSyncTriggers();
+});
+
+describe('syncTriggers', () => {
+  it('registers a refetch callback that hydrates the active trip', () => {
+    registerSyncTriggers();
+    expect(refetchCb).toBeTypeOf('function');
+    refetchCb!('7');
+    expect(hydrate).toHaveBeenCalledWith('7');
+  });
+
+  it('also registers the pre-reconnect flush hook', () => {
+    registerSyncTriggers();
+    expect(preReconnect).toBeTypeOf('function');
+  });
+
+  it('clears both reconnect hooks on unregister', () => {
+    registerSyncTriggers();
+    unregisterSyncTriggers();
+    expect(refetchCb).toBeNull();
+    expect(preReconnect).toBeNull();
+  });
+
+  it('online event flushes, then re-seeds Dexie and re-hydrates active trips', async () => {
+    registerSyncTriggers();
+    window.dispatchEvent(new Event('online'));
+    await flushMicrotasks();
+
+    expect(flush).toHaveBeenCalled();
+    expect(syncAll).toHaveBeenCalled();
+    expect(hydrate).toHaveBeenCalledWith('7');
+  });
+});

client/tests/unit/sync/tilePrefetcher.test.ts

@@ -207,17 +207,42 @@ describe('prefetchTilesForTrip', () => {
     expect(meta!.tilesBbox).toHaveLength(4);
   });
 
-  it('skips prefetch when estimated tiles exceed MAX_TILES', async () => {
+  it('zoom-clamps instead of skipping when the bbox exceeds MAX_TILES', async () => {
     await upsertSyncMeta({ tripId: 1, lastSyncedAt: Date.now(), status: 'idle', tilesBbox: null, filesCachedCount: 0 });
 
-    // Places far apart → huge bbox → estimate > MAX_TILES
+    // ~4° road-trip span: low zooms fit the budget, high zooms (z14+) blow past
+    // it. The old guard skipped the whole trip; now we keep what fits.
     const places = [
-      buildPlace({ trip_id: 1, lat: -60, lng: -170 }),
-      buildPlace({ trip_id: 1, lat: 60, lng: 170 }),
+      buildPlace({ trip_id: 1, lat: 45.0, lng: 0.0 }),
+      buildPlace({ trip_id: 1, lat: 49.0, lng: 4.0 }),
     ];
     await prefetchTilesForTrip(1, places, 'https://{s}.example.com/{z}/{x}/{y}.png');
 
-    // No fetches should have been made
-    expect(vi.mocked(fetch)).not.toHaveBeenCalled();
+    // Previously this skipped entirely; now it prefetches a clamped subset.
+    const calls = vi.mocked(fetch).mock.calls.length;
+    expect(calls).toBeGreaterThan(0);
+    expect(calls).toBeLessThanOrEqual(MAX_TILES);
+  });
+
+  it('prefetches a region-sized (0.5°) trip that the old all-or-nothing guard would have skipped', async () => {
+    await upsertSyncMeta({ tripId: 1, lastSyncedAt: Date.now(), status: 'idle', tilesBbox: null, filesCachedCount: 0 });
+
+    const places = [
+      buildPlace({ trip_id: 1, lat: 48.6, lng: 2.1 }),
+      buildPlace({ trip_id: 1, lat: 49.1, lng: 2.6 }),
+    ];
+    await prefetchTilesForTrip(1, places, 'https://{s}.example.com/{z}/{x}/{y}.png');
+
+    const calls = vi.mocked(fetch).mock.calls.length;
+    expect(calls).toBeGreaterThan(0);
+    expect(calls).toBeLessThanOrEqual(MAX_TILES);
+  });
+});
+
+// ── cap coherence ───────────────────────────────────────────────────────────────
+
+describe('MAX_TILES budget', () => {
+  it('matches the Workbox map-tiles maxEntries in vite.config.js (drift guard)', () => {
+    expect(MAX_TILES).toBe(12288);
   });
 });

client/tests/unit/sync/tripSyncManager.test.ts

@@ -9,6 +9,7 @@ import 'fake-indexeddb/auto';
 import { server } from '../../helpers/msw/server';
 import { http, HttpResponse } from 'msw';
 import { tripSyncManager } from '../../../src/sync/tripSyncManager';
+import { setAuthed } from '../../../src/sync/authGate';
 import { offlineDb, clearAll, upsertTrip } from '../../../src/db/offlineDb';
 import {
   buildTrip,
@@ -45,6 +46,7 @@ function makeBundle(tripId: number) {
 beforeEach(async () => {
   await clearAll();
   tripSyncManager._resetSyncing();
+  setAuthed(true);
   Object.defineProperty(navigator, 'onLine', { value: true, writable: true, configurable: true });
   // Stub fetch for blob caching (used by cacheFilesForTrip)
   vi.stubGlobal('fetch', vi.fn().mockResolvedValue({
@@ -56,6 +58,19 @@ beforeEach(async () => {
 afterEach(() => {
   vi.restoreAllMocks();
   vi.unstubAllGlobals();
+  setAuthed(false);
+});
+
+describe('tripSyncManager.syncAll — auth gate (B4)', () => {
+  it('no-ops when logged out (gate closed)', async () => {
+    setAuthed(false);
+    let called = false;
+    server.use(
+      http.get('/api/trips', () => { called = true; return HttpResponse.json({ trips: [] }); }),
+    );
+    await tripSyncManager.syncAll();
+    expect(called).toBe(false);
+  });
 });
 
 // ── offline guard ─────────────────────────────────────────────────────────────

client/tests/unit/tripStore.test.ts

@@ -2,7 +2,7 @@ import { describe, it, expect, beforeEach, vi } from 'vitest';
 import { http, HttpResponse } from 'msw';
 import { useTripStore } from '../../src/store/tripStore';
 import { resetAllStores } from '../helpers/store';
-import { buildTrip, buildDay, buildPlace, buildPackingItem, buildTodoItem, buildTag, buildCategory, buildAssignment, buildDayNote } from '../helpers/factories';
+import { buildTrip, buildDay, buildPlace, buildPackingItem, buildTodoItem, buildTag, buildCategory, buildAssignment, buildDayNote, buildBudgetItem, buildReservation, buildTripFile } from '../helpers/factories';
 import { server } from '../helpers/msw/server';
 
 vi.mock('../../src/api/websocket', () => ({
@@ -21,6 +21,28 @@ beforeEach(() => {
   resetAllStores();
 });
 
+/** Full set of MSW handlers for one trip's loadTrip fan-out. */
+function tripHandlers(
+  id: number,
+  data: {
+    budget?: unknown[]; reservations?: unknown[]; files?: unknown[];
+    tags?: unknown[]; categories?: unknown[];
+  },
+) {
+  return [
+    http.get(`/api/trips/${id}`, () => HttpResponse.json({ trip: buildTrip({ id }) })),
+    http.get(`/api/trips/${id}/days`, () => HttpResponse.json({ days: [] })),
+    http.get(`/api/trips/${id}/places`, () => HttpResponse.json({ places: [] })),
+    http.get(`/api/trips/${id}/packing`, () => HttpResponse.json({ items: [] })),
+    http.get(`/api/trips/${id}/todo`, () => HttpResponse.json({ items: [] })),
+    http.get(`/api/trips/${id}/budget`, () => HttpResponse.json({ items: data.budget ?? [] })),
+    http.get(`/api/trips/${id}/reservations`, () => HttpResponse.json({ reservations: data.reservations ?? [] })),
+    http.get(`/api/trips/${id}/files`, () => HttpResponse.json({ files: data.files ?? [] })),
+    http.get('/api/tags', () => HttpResponse.json({ tags: data.tags ?? [] })),
+    http.get('/api/categories', () => HttpResponse.json({ categories: data.categories ?? [] })),
+  ];
+}
+
 describe('tripStore', () => {
   describe('loadTrip', () => {
     it('FE-TRIP-001: fires parallel API calls for trips, days, places, packing, todo, tags, categories', async () => {
@@ -178,6 +200,97 @@ describe('tripStore', () => {
       expect(state.isLoading).toBe(false);
       expect(state.error).not.toBeNull();
     });
+
+    it('FE-TRIP-H5: loadTrip uniformly hydrates budget, reservations and files', async () => {
+      const budgetItem = buildBudgetItem({ trip_id: 1 });
+      const reservation = buildReservation({ trip_id: 1 });
+      const file = buildTripFile({ trip_id: 1 });
+      server.use(...tripHandlers(1, { budget: [budgetItem], reservations: [reservation], files: [file] }));
+
+      await useTripStore.getState().loadTrip(1);
+      const state = useTripStore.getState();
+
+      expect(state.budgetItems).toEqual([budgetItem]);
+      expect(state.reservations).toEqual([reservation]);
+      expect(state.files).toEqual([file]);
+    });
+
+    it('FE-TRIP-H4: switching trips does not leak budget/reservations/files from the previous trip', async () => {
+      // Trip 1 has budget/reservations/files; trip 2 has none.
+      server.use(...tripHandlers(1, {
+        budget: [buildBudgetItem({ trip_id: 1 })],
+        reservations: [buildReservation({ trip_id: 1 })],
+        files: [buildTripFile({ trip_id: 1 })],
+      }));
+      await useTripStore.getState().loadTrip(1);
+      expect(useTripStore.getState().budgetItems).toHaveLength(1);
+
+      server.use(...tripHandlers(2, {}));
+      await useTripStore.getState().loadTrip(2);
+      const state = useTripStore.getState();
+
+      expect(state.trip!.id).toBe(2);
+      expect(state.budgetItems).toEqual([]);
+      expect(state.reservations).toEqual([]);
+      expect(state.files).toEqual([]);
+    });
+
+    it('FE-TRIP-H4b: resetTrip clears every trip-scoped slice but keeps tags/categories', async () => {
+      server.use(...tripHandlers(1, {
+        budget: [buildBudgetItem({ trip_id: 1 })],
+        reservations: [buildReservation({ trip_id: 1 })],
+        files: [buildTripFile({ trip_id: 1 })],
+        tags: [buildTag()],
+      }));
+      await useTripStore.getState().loadTrip(1);
+      expect(useTripStore.getState().budgetItems).toHaveLength(1);
+
+      useTripStore.getState().resetTrip();
+      const state = useTripStore.getState();
+
+      expect(state.trip).toBeNull();
+      expect(state.places).toEqual([]);
+      expect(state.budgetItems).toEqual([]);
+      expect(state.reservations).toEqual([]);
+      expect(state.files).toEqual([]);
+      expect(state.selectedDayId).toBeNull();
+      // Global lookups survive a trip reset.
+      expect(state.tags).toHaveLength(1);
+    });
+  });
+
+  describe('hydrateActiveTrip', () => {
+    const loadHandlers = (places: unknown[] = [], budget: unknown[] = []) => [
+      http.get('/api/trips/1', () => HttpResponse.json({ trip: buildTrip({ id: 1 }) })),
+      http.get('/api/trips/1/days', () => HttpResponse.json({ days: [] })),
+      http.get('/api/trips/1/places', () => HttpResponse.json({ places })),
+      http.get('/api/trips/1/packing', () => HttpResponse.json({ items: [] })),
+      http.get('/api/trips/1/todo', () => HttpResponse.json({ items: [] })),
+      http.get('/api/trips/1/budget', () => HttpResponse.json({ items: budget })),
+      http.get('/api/trips/1/reservations', () => HttpResponse.json({ reservations: [] })),
+      http.get('/api/trips/1/files', () => HttpResponse.json({ files: [] })),
+      http.get('/api/tags', () => HttpResponse.json({ tags: [] })),
+      http.get('/api/categories', () => HttpResponse.json({ categories: [] })),
+    ];
+
+    it('FE-TRIP-H1: silently refreshes resources without resetting or splashing', async () => {
+      server.use(...loadHandlers());
+      await useTripStore.getState().loadTrip(1);
+      expect(useTripStore.getState().trip!.id).toBe(1);
+
+      // New collaborative state arrives (as if edited by someone while we were offline).
+      const place = buildPlace({ trip_id: 1 });
+      const budgetItem = buildBudgetItem({ trip_id: 1 });
+      server.use(...loadHandlers([place], [budgetItem]));
+
+      await useTripStore.getState().hydrateActiveTrip(1);
+      const state = useTripStore.getState();
+
+      expect(state.places).toEqual([place]);
+      expect(state.budgetItems).toEqual([budgetItem]);
+      expect(state.trip!.id).toBe(1);      // trip not reset
+      expect(state.isLoading).toBe(false); // no splash toggled
+    });
   });
 
   describe('refreshDays', () => {

client/vite.config.js

@@ -15,21 +15,25 @@ export default defineConfig({
         runtimeCaching: [
           {
             // Carto map tiles (default provider)
+            // maxEntries MUST stay >= MAX_TILES in src/sync/tilePrefetcher.ts
+            // (both are 12288) so prefetched tiles aren't evicted on arrival.
             urlPattern: /^https:\/\/[a-d]\.basemaps\.cartocdn\.com\/.*/i,
             handler: 'CacheFirst',
             options: {
               cacheName: 'map-tiles',
-              expiration: { maxEntries: 1000, maxAgeSeconds: 30 * 24 * 60 * 60 },
+              expiration: { maxEntries: 12288, maxAgeSeconds: 30 * 24 * 60 * 60 },
               cacheableResponse: { statuses: [0, 200] },
             },
           },
           {
             // OpenStreetMap tiles (fallback / alternative)
+            // Shares the 'map-tiles' cache; keep maxEntries equal to the Carto
+            // rule above and MAX_TILES in src/sync/tilePrefetcher.ts (12288).
             urlPattern: /^https:\/\/[a-c]\.tile\.openstreetmap\.org\/.*/i,
             handler: 'CacheFirst',
             options: {
               cacheName: 'map-tiles',
-              expiration: { maxEntries: 1000, maxAgeSeconds: 30 * 24 * 60 * 60 },
+              expiration: { maxEntries: 12288, maxAgeSeconds: 30 * 24 * 60 * 60 },
               cacheableResponse: { statuses: [0, 200] },
             },
           },
@@ -44,17 +48,32 @@ export default defineConfig({
             },
           },
           {
-            // API calls — prefer network, fall back to cache
-            // Exclude sensitive endpoints (auth, admin, backup, settings)
-            urlPattern: /\/api\/(?!auth|admin|backup|settings|health).*/i,
-            handler: 'NetworkFirst',
+            // Mapbox GL style, glyphs, sprites and vector tiles. Best-effort
+            // offline only: opportunistically caches what the user has already
+            // viewed online. Full pre-download offline maps require the Leaflet
+            // renderer (raster prefetch in tilePrefetcher.ts) — the GL vector
+            // pipeline is not prefetched. StaleWhileRevalidate keeps the basemap
+            // fresh online while still serving from cache when offline. Mapbox
+            // sends CORS, so responses are non-opaque (real 200s, no quota pad).
+            urlPattern: /^https:\/\/(api\.mapbox\.com|[a-d]\.tiles\.mapbox\.com)\/.*/i,
+            handler: 'StaleWhileRevalidate',
             options: {
-              cacheName: 'api-data',
-              expiration: { maxEntries: 200, maxAgeSeconds: 24 * 60 * 60 },
-              networkTimeoutSeconds: 5,
+              cacheName: 'mapbox-tiles',
+              expiration: { maxEntries: 3000, maxAgeSeconds: 30 * 24 * 60 * 60 },
               cacheableResponse: { statuses: [200] },
             },
           },
+          {
+            // API calls — network only. We deliberately do NOT cache API
+            // responses in the Service Worker: Workbox keys entries by URL and
+            // cannot vary on the httpOnly session cookie, so a shared device
+            // could serve one user's cached data to the next (cross-user leak).
+            // Offline reads are served from the per-user IndexedDB cache via the
+            // repo layer instead. The urlPattern is kept so these requests still
+            // bypass the SPA navigation fallback.
+            urlPattern: /\/api\/(?!auth|admin|backup|settings|health).*/i,
+            handler: 'NetworkOnly',
+          },
           {
             // Uploaded files (photos, covers — public assets only)
             urlPattern: /\/uploads\/(?:covers|avatars)\/.*/i,

package-lock.json

@@ -15231,9 +15231,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/aix-ppc64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/aix-ppc64/-/aix-ppc64-0.28.0.tgz",
-      "integrity": "sha512-lhRUCeuOyJQURhTxl4WkpFTjIsbDayJHih5kZC1giwE+MhIzAb7mEsQMqMf18rHLsrb5qI1tafG20mLxEWcWlA==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/aix-ppc64/-/aix-ppc64-0.28.1.tgz",
+      "integrity": "sha512-Svl7tq8k/08+p6CXPpRjQ1fKX+1odH/BQbb48fV6fj3CWHhsoIOoY87w1oHXm0qEpkIK3ZfVgp0hed3XBXzXMQ==",
       "cpu": [
         "ppc64"
       ],
@@ -15247,9 +15247,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/android-arm": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/android-arm/-/android-arm-0.28.0.tgz",
-      "integrity": "sha512-wqh0ByljabXLKHeWXYLqoJ5jKC4XBaw6Hk08OfMrCRd2nP2ZQ5eleDZC41XHyCNgktBGYMbqnrJKq/K/lzPMSQ==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/android-arm/-/android-arm-0.28.1.tgz",
+      "integrity": "sha512-0k2F129Xdio1TdJfzJ8sy1Q47vUD2NnwdhiAf7drUN1EBTfPf4hsFCtmMgu/6m8JSzsBrlmVjudMBQqOfG8usQ==",
       "cpu": [
         "arm"
       ],
@@ -15263,9 +15263,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/android-arm64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/android-arm64/-/android-arm64-0.28.0.tgz",
-      "integrity": "sha512-+WzIXQOSaGs33tLEgYPYe/yQHf0WTU0X42Jca3y8NWMbUVhp7rUnw+vAsRC/QiDrdD31IszMrZy+qwPOPjd+rw==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/android-arm64/-/android-arm64-0.28.1.tgz",
+      "integrity": "sha512-34EGEbCIAgosYz6goLcopX6Mo7NyGv9tfwEM2/7Ce2VcVRk568iSvniGWcUXIy7wEDR1wzolcxcriFVrWYcwBg==",
       "cpu": [
         "arm64"
       ],
@@ -15279,9 +15279,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/android-x64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/android-x64/-/android-x64-0.28.0.tgz",
-      "integrity": "sha512-+VJggoaKhk2VNNqVL7f6S189UzShHC/mR9EE8rDdSkdpN0KflSwWY/gWjDrNxxisg8Fp1ZCD9jLMo4m0OUfeUA==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/android-x64/-/android-x64-0.28.1.tgz",
+      "integrity": "sha512-dbwY7ltSMDWsRatcRpCnES4F+im88OCUgGZjy52shC7GqHRE/cYlxNbB4Z4UpJswpcc4Qxd2oE/ufM0p61IKng==",
       "cpu": [
         "x64"
       ],
@@ -15295,9 +15295,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/darwin-arm64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/darwin-arm64/-/darwin-arm64-0.28.0.tgz",
-      "integrity": "sha512-0T+A9WZm+bZ84nZBtk1ckYsOvyA3x7e2Acj1KdVfV4/2tdG4fzUp91YHx+GArWLtwqp77pBXVCPn2We7Letr0Q==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/darwin-arm64/-/darwin-arm64-0.28.1.tgz",
+      "integrity": "sha512-TZbWkQY7kvTAXbXUT7uVACR5cMHsDiSz9z7ZKAX/RTq/WJEk3QyRr0wZpNhBDX+/0CtdqUIJlOiodQcta6tY3Q==",
       "cpu": [
         "arm64"
       ],
@@ -15311,9 +15311,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/darwin-x64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/darwin-x64/-/darwin-x64-0.28.0.tgz",
-      "integrity": "sha512-fyzLm/DLDl/84OCfp2f/XQ4flmORsjU7VKt8HLjvIXChJoFFOIL6pLJPH4Yhd1n1gGFF9mPwtlN5Wf82DZs+LQ==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/darwin-x64/-/darwin-x64-0.28.1.tgz",
+      "integrity": "sha512-zfdzgK9ACBNZLI/CyHTOx81SyNbM6YXn7rxSgX97VjyiPl9W1i4Ka4fgKECEoFCKGpvBj5qArWIGgQjOwkgskQ==",
       "cpu": [
         "x64"
       ],
@@ -15327,9 +15327,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/freebsd-arm64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/freebsd-arm64/-/freebsd-arm64-0.28.0.tgz",
-      "integrity": "sha512-l9GeW5UZBT9k9brBYI+0WDffcRxgHQD8ShN2Ur4xWq/NFzUKm3k5lsH4PdaRgb2w7mI9u61nr2gI2mLI27Nh3Q==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/freebsd-arm64/-/freebsd-arm64-0.28.1.tgz",
+      "integrity": "sha512-wG2EA8ENdEI0qhkSZMjfqrdY+ziCYCPMmtZjjIwOmXFjmyzEHn+UUxk5of+SYsjtfs3VpnlC7QLzSI5hY/rOAw==",
       "cpu": [
         "arm64"
       ],
@@ -15343,9 +15343,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/freebsd-x64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/freebsd-x64/-/freebsd-x64-0.28.0.tgz",
-      "integrity": "sha512-BXoQai/A0wPO6Es3yFJ7APCiKGc1tdAEOgeTNy3SsB491S3aHn4S4r3e976eUnPdU+NbdtmBuLncYir2tMU9Nw==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/freebsd-x64/-/freebsd-x64-0.28.1.tgz",
+      "integrity": "sha512-i7dZ9vQgnvSCzi/rYCXNgtF/U+eKZNJBzu3eTQbRgHnM7tNSizLOkRFAl3qzVc/Op/u5YkHHa4pf/3DOYHthLQ==",
       "cpu": [
         "x64"
       ],
@@ -15359,9 +15359,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/linux-arm": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/linux-arm/-/linux-arm-0.28.0.tgz",
-      "integrity": "sha512-CjaaREJagqJp7iTaNQjjidaNbCKYcd4IDkzbwwxtSvjI7NZm79qiHc8HqciMddQ6CKvJT6aBd8lO9kN/ZudLlw==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/linux-arm/-/linux-arm-0.28.1.tgz",
+      "integrity": "sha512-qVXBOHQS+d5Y722GwJzJUtOLlX7km3CraOaGormF1pDtPd2C/l1SHRPgjLunLGe51Sh5YYWKMFDyV4SxgMQYTQ==",
       "cpu": [
         "arm"
       ],
@@ -15375,9 +15375,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/linux-arm64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/linux-arm64/-/linux-arm64-0.28.0.tgz",
-      "integrity": "sha512-RVyzfb3FWsGA55n6WY0MEIEPURL1FcbhFE6BffZEMEekfCzCIMtB5yyDcFnVbTnwk+CLAgTujmV/Lgvih56W+A==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/linux-arm64/-/linux-arm64-0.28.1.tgz",
+      "integrity": "sha512-yHs+0uc8+nvEAfAfxrWQKK5peSNzBc4PegcMO0EJ2hT71uA7vB8Ihg2e77R2P7SG5uYjPbHlLLmve4LLLRCf0g==",
       "cpu": [
         "arm64"
       ],
@@ -15391,9 +15391,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/linux-ia32": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/linux-ia32/-/linux-ia32-0.28.0.tgz",
-      "integrity": "sha512-KBnSTt1kxl9x70q+ydterVdl+Cn0H18ngRMRCEQfrbqdUuntQQ0LoMZv47uB97NljZFzY6HcfqEZ2SAyIUTQBQ==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/linux-ia32/-/linux-ia32-0.28.1.tgz",
+      "integrity": "sha512-d1z4ZuP0ajrfz/FhGT4vv278rX8KnPPJx8i5+AtK7TYbx9Le9F1hyzurZpkEyjkGa9dUGhQow4C1NmeGvqxN2w==",
       "cpu": [
         "ia32"
       ],
@@ -15407,9 +15407,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/linux-loong64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/linux-loong64/-/linux-loong64-0.28.0.tgz",
-      "integrity": "sha512-zpSlUce1mnxzgBADvxKXX5sl8aYQHo2ezvMNI8I0lbblJtp8V4odlm3Yzlj7gPyt3T8ReksE6bK+pT3WD+aJRg==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/linux-loong64/-/linux-loong64-0.28.1.tgz",
+      "integrity": "sha512-M5sRjUVZrkm1OAPR3dlOYzNmN+loZKGVi1VUQGrwuqLcbR6qeAz+famMhjASeH3YVKvZz+zT1jlh/keC3Rj/lg==",
       "cpu": [
         "loong64"
       ],
@@ -15423,9 +15423,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/linux-mips64el": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/linux-mips64el/-/linux-mips64el-0.28.0.tgz",
-      "integrity": "sha512-2jIfP6mmjkdmeTlsX/9vmdmhBmKADrWqN7zcdtHIeNSCH1SqIoNI63cYsjQR8J+wGa4Y5izRcSHSm8K3QWmk3w==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/linux-mips64el/-/linux-mips64el-0.28.1.tgz",
+      "integrity": "sha512-mRObBZeHh2OxcBFPWE/FjylkRgZdYuiTR3vaTozquCGOH14iP9oN4x4Ge81CoIDYQrXmIxpFumJBu5MtZpnQJQ==",
       "cpu": [
         "mips64el"
       ],
@@ -15439,9 +15439,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/linux-ppc64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/linux-ppc64/-/linux-ppc64-0.28.0.tgz",
-      "integrity": "sha512-bc0FE9wWeC0WBm49IQMPSPILRocGTQt3j5KPCA8os6VprfuJ7KD+5PzESSrJ6GmPIPJK965ZJHTUlSA6GNYEhg==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/linux-ppc64/-/linux-ppc64-0.28.1.tgz",
+      "integrity": "sha512-slScBsMAb3GFDcdrCgLwZtPYRoH2H/youv10QiZyRjmsP48fznoveWytSgCI/R0ZcUgpc0ZhIUEx6LHts8yrfQ==",
       "cpu": [
         "ppc64"
       ],
@@ -15455,9 +15455,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/linux-riscv64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/linux-riscv64/-/linux-riscv64-0.28.0.tgz",
-      "integrity": "sha512-SQPZOwoTTT/HXFXQJG/vBX8sOFagGqvZyXcgLA3NhIqcBv1BJU1d46c0rGcrij2B56Z2rNiSLaZOYW5cUk7yLQ==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/linux-riscv64/-/linux-riscv64-0.28.1.tgz",
+      "integrity": "sha512-kw0owk1o0GFETUJyW0jc0G4Yzs0BHZn0JDZ8JRT088vjJYX777BAs1fDGxAC+q831qOs2DTC96mNsG2opdfyyQ==",
       "cpu": [
         "riscv64"
       ],
@@ -15471,9 +15471,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/linux-s390x": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/linux-s390x/-/linux-s390x-0.28.0.tgz",
-      "integrity": "sha512-SCfR0HN8CEEjnYnySJTd2cw0k9OHB/YFzt5zgJEwa+wL/T/raGWYMBqwDNAC6dqFKmJYZoQBRfHjgwLHGSrn3Q==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/linux-s390x/-/linux-s390x-0.28.1.tgz",
+      "integrity": "sha512-/lAIjX8aYFRByhh6L5rYtPEDRqa9de/4V/juOXcta5frjvzXO4/sqEtyytse0g3zZFuWu5cDN0MkLz2qRDD2Ag==",
       "cpu": [
         "s390x"
       ],
@@ -15487,9 +15487,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/linux-x64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/linux-x64/-/linux-x64-0.28.0.tgz",
-      "integrity": "sha512-us0dSb9iFxIi8srnpl931Nvs65it/Jd2a2K3qs7fz2WfGPHqzfzZTfec7oxZJRNPXPnNYZtanmRc4AL/JwVzHQ==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/linux-x64/-/linux-x64-0.28.1.tgz",
+      "integrity": "sha512-u/anNYF2mmVOEDwLtnQ1wOr3EZ9sTNGLWrsYGYwHWzGA3Si84IOkHXlbWTD1NB+9/1lcnweYKO54uhxZydNzfA==",
       "cpu": [
         "x64"
       ],
@@ -15503,9 +15503,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/netbsd-arm64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/netbsd-arm64/-/netbsd-arm64-0.28.0.tgz",
-      "integrity": "sha512-CR/RYotgtCKwtftMwJlUU7xCVNg3lMYZ0RzTmAHSfLCXw3NtZtNpswLEj/Kkf6kEL3Gw+BpOekRX0BYCtklhUw==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/netbsd-arm64/-/netbsd-arm64-0.28.1.tgz",
+      "integrity": "sha512-oks0DYbLwWMmaakTsCb+zL4E+aHRVLom9IJZOAthMQEPiQmydXHkziYEsGYRx0uNV/IjEKGAV941JzH02pflqw==",
       "cpu": [
         "arm64"
       ],
@@ -15519,9 +15519,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/netbsd-x64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/netbsd-x64/-/netbsd-x64-0.28.0.tgz",
-      "integrity": "sha512-nU1yhmYutL+fQ71Kxnhg8uEOdC0pwEW9entHykTgEbna2pw2dkbFSMeqjjyHZoCmt8SBkOSvV+yNmm94aUrrqw==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/netbsd-x64/-/netbsd-x64-0.28.1.tgz",
+      "integrity": "sha512-aeL6lAnN89Hz43Mlh1G8ARasbuoYvSITDEx0tHh5b7jJnHcssqgjy9Yx430GDpmCa6OyrKoS0aNRjKundRizGg==",
       "cpu": [
         "x64"
       ],
@@ -15535,9 +15535,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/openbsd-arm64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/openbsd-arm64/-/openbsd-arm64-0.28.0.tgz",
-      "integrity": "sha512-cXb5vApOsRsxsEl4mcZ1XY3D4DzcoMxR/nnc4IyqYs0rTI8ZKmW6kyyg+11Z8yvgMfAEldKzP7AdP64HnSC/6g==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/openbsd-arm64/-/openbsd-arm64-0.28.1.tgz",
+      "integrity": "sha512-MEFJe5C3R8pwXdZ5Y21oo6m7ePiS0d9pWucn99O/wvyJZChoIQKrQDxKrGeW8F5+T0okTHesAmDeiHDTIq0V/Q==",
       "cpu": [
         "arm64"
       ],
@@ -15551,9 +15551,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/openbsd-x64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/openbsd-x64/-/openbsd-x64-0.28.0.tgz",
-      "integrity": "sha512-8wZM2qqtv9UP3mzy7HiGYNH/zjTA355mpeuA+859TyR+e+Tc08IHYpLJuMsfpDJwoLo1ikIJI8jC3GFjnRClzA==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/openbsd-x64/-/openbsd-x64-0.28.1.tgz",
+      "integrity": "sha512-i/ZLIOafE0Z8cI/XANJAixoJL/uRAoS2xOA3rb0xN+KK0K177cMAsQYkzHtBrtMXAKuAc7HGgcWiZ/sRC1Nxgw==",
       "cpu": [
         "x64"
       ],
@@ -15567,9 +15567,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/openharmony-arm64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/openharmony-arm64/-/openharmony-arm64-0.28.0.tgz",
-      "integrity": "sha512-FLGfyizszcef5C3YtoyQDACyg95+dndv79i2EekILBofh5wpCa1KuBqOWKrEHZg3zrL3t5ouE5jgr94vA+Wb2w==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/openharmony-arm64/-/openharmony-arm64-0.28.1.tgz",
+      "integrity": "sha512-ge+Z7EXFNt2BO1oAMsVpiQ8EwndV9i1xXerAeTIK7AtPs3bKFXQM7nlRxDSIUIMeueR1CNXxqztLzdNeReKBJg==",
       "cpu": [
         "arm64"
       ],
@@ -15583,9 +15583,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/sunos-x64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/sunos-x64/-/sunos-x64-0.28.0.tgz",
-      "integrity": "sha512-1ZgjUoEdHZZl/YlV76TSCz9Hqj9h9YmMGAgAPYd+q4SicWNX3G5GCyx9uhQWSLcbvPW8Ni7lj4gDa1T40akdlw==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/sunos-x64/-/sunos-x64-0.28.1.tgz",
+      "integrity": "sha512-BEjgtECkL3vY+SaSQ6nzVfiALUeFxpawyp8Jmf5PtYhf1Ug40N1h/hxlhts+f1FvSvarEigdxS3BlSMI2PJLcQ==",
       "cpu": [
         "x64"
       ],
@@ -15599,9 +15599,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/win32-arm64": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/win32-arm64/-/win32-arm64-0.28.0.tgz",
-      "integrity": "sha512-Q9StnDmQ/enxnpxCCLSg0oo4+34B9TdXpuyPeTedN/6+iXBJ4J+zwfQI28u/Jl40nOYAxGoNi7mFP40RUtkmUA==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/win32-arm64/-/win32-arm64-0.28.1.tgz",
+      "integrity": "sha512-lCv9eK/H6ZJWbE7bh2nw54CZ9M2nupBxJcTsdk/QQnWkdSjKGuxmmH8/GWrlT1eMmZfn4dGcCjRte397WqfQXA==",
       "cpu": [
         "arm64"
       ],
@@ -15615,9 +15615,9 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/win32-ia32": {
-      "version": "0.28.0",
-      "resolved": "https://registry.npmjs.org/@esbuild/win32-ia32/-/win32-ia32-0.28.0.tgz",
-      "integrity": "sha512-zF3ag/gfiCe6U2iczcRzSYJKH1DCI+ByzSENHlM2FcDbEeo5Zd2C86Aq0tKUYAJJ1obRP84ymxIAksZUcdztHA==",
+      "version": "0.28.1",
+      "resolved": "https://registry.npmjs.org/@esbuild/win32-ia32/-/win32-ia32-0.28.1.tgz",
+      "integrity": "sha512-zvb/mB2bSCoJOpoCBgYKKpX6YM6mJBlBUVUtVj41DlZJVEB6/0CKlRYxP5wWl1C1ILiCoAU5wZZ4q1P3qeS6Eg==",
       "cpu": [
         "ia32"
       ],
@@ -15631,7 +15631,7 @@
       }
     },
     "node_modules/tsx/node_modules/@esbuild/win32-x64": {
-      "version": "0.28.0",
+      "version": "0.28.1",
       "cpu": [
         "x64"
       ],
@@ -15642,10 +15642,12 @@
       ],
       "engines": {
         "node": ">=18"
-      }
+      },
+      "resolved": "https://registry.npmjs.org/@esbuild/win32-x64/-/win32-x64-0.28.1.tgz",
+      "integrity": "sha512-bm4Mowrv+GXMlpWX++EcXw/iLyd1o3+bJkC2DkWXYVvgZCqD/bSj9ctZeAMC3cIxgjRVR2Dufaiu4YPxr5gW1A=="
     },
     "node_modules/tsx/node_modules/esbuild": {
-      "version": "0.28.0",
+      "version": "0.28.1",
       "hasInstallScript": true,
       "license": "MIT",
       "bin": {
@@ -15655,33 +15657,35 @@
         "node": ">=18"
       },
       "optionalDependencies": {
-        "@esbuild/aix-ppc64": "0.28.0",
-        "@esbuild/android-arm": "0.28.0",
-        "@esbuild/android-arm64": "0.28.0",
-        "@esbuild/android-x64": "0.28.0",
-        "@esbuild/darwin-arm64": "0.28.0",
-        "@esbuild/darwin-x64": "0.28.0",
-        "@esbuild/freebsd-arm64": "0.28.0",
-        "@esbuild/freebsd-x64": "0.28.0",
-        "@esbuild/linux-arm": "0.28.0",
-        "@esbuild/linux-arm64": "0.28.0",
-        "@esbuild/linux-ia32": "0.28.0",
-        "@esbuild/linux-loong64": "0.28.0",
-        "@esbuild/linux-mips64el": "0.28.0",
-        "@esbuild/linux-ppc64": "0.28.0",
-        "@esbuild/linux-riscv64": "0.28.0",
-        "@esbuild/linux-s390x": "0.28.0",
-        "@esbuild/linux-x64": "0.28.0",
-        "@esbuild/netbsd-arm64": "0.28.0",
-        "@esbuild/netbsd-x64": "0.28.0",
-        "@esbuild/openbsd-arm64": "0.28.0",
-        "@esbuild/openbsd-x64": "0.28.0",
-        "@esbuild/openharmony-arm64": "0.28.0",
-        "@esbuild/sunos-x64": "0.28.0",
-        "@esbuild/win32-arm64": "0.28.0",
-        "@esbuild/win32-ia32": "0.28.0",
-        "@esbuild/win32-x64": "0.28.0"
-      }
+        "@esbuild/aix-ppc64": "0.28.1",
+        "@esbuild/android-arm": "0.28.1",
+        "@esbuild/android-arm64": "0.28.1",
+        "@esbuild/android-x64": "0.28.1",
+        "@esbuild/darwin-arm64": "0.28.1",
+        "@esbuild/darwin-x64": "0.28.1",
+        "@esbuild/freebsd-arm64": "0.28.1",
+        "@esbuild/freebsd-x64": "0.28.1",
+        "@esbuild/linux-arm": "0.28.1",
+        "@esbuild/linux-arm64": "0.28.1",
+        "@esbuild/linux-ia32": "0.28.1",
+        "@esbuild/linux-loong64": "0.28.1",
+        "@esbuild/linux-mips64el": "0.28.1",
+        "@esbuild/linux-ppc64": "0.28.1",
+        "@esbuild/linux-riscv64": "0.28.1",
+        "@esbuild/linux-s390x": "0.28.1",
+        "@esbuild/linux-x64": "0.28.1",
+        "@esbuild/netbsd-arm64": "0.28.1",
+        "@esbuild/netbsd-x64": "0.28.1",
+        "@esbuild/openbsd-arm64": "0.28.1",
+        "@esbuild/openbsd-x64": "0.28.1",
+        "@esbuild/openharmony-arm64": "0.28.1",
+        "@esbuild/sunos-x64": "0.28.1",
+        "@esbuild/win32-arm64": "0.28.1",
+        "@esbuild/win32-ia32": "0.28.1",
+        "@esbuild/win32-x64": "0.28.1"
+      },
+      "resolved": "https://registry.npmjs.org/esbuild/-/esbuild-0.28.1.tgz",
+      "integrity": "sha512-HrJrvZv5ayxBzPfwphOoNzkzOIIlifzk0KJrGK2c8R4+LKpMtpYLQeUdjnwjWv/LZlkH2laZk+4w78pi99D4Vw=="
     },
     "node_modules/tsyringe": {
       "version": "4.10.0",

server/src/addons.ts

@@ -7,6 +7,7 @@ export const ADDON_IDS = {
   ATLAS: 'atlas',
   COLLAB: 'collab',
   JOURNEY: 'journey',
+  AIRTRAIL: 'airtrail',
 } as const;
 
 export type AddonId = typeof ADDON_IDS[keyof typeof ADDON_IDS];

server/src/config.ts

@@ -136,3 +136,21 @@ export const SESSION_DURATION = parsedSessionMs == null ? DEFAULT_SESSION_DURATI
 export const SESSION_DURATION_MS = parsedSessionMs ?? parseDurationMs(DEFAULT_SESSION_DURATION)!;
 /** Session length in seconds — passed to `jwt.sign({ expiresIn })` (number = seconds). */
 export const SESSION_DURATION_SECONDS = Math.floor(SESSION_DURATION_MS / 1000);
+
+// SESSION_DURATION_REMEMBER is the session length used when the user ticks
+// "Remember me" on the login form: a longer-lived JWT `exp` claim plus a
+// persistent `trek_session` cookie `maxAge`. An unticked login keeps
+// SESSION_DURATION and a browser-session cookie (no `maxAge`). Same ms-style
+// format and fallback behavior as SESSION_DURATION.
+const DEFAULT_SESSION_DURATION_REMEMBER = '30d';
+const rawRememberDuration = process.env.SESSION_DURATION_REMEMBER?.trim() || DEFAULT_SESSION_DURATION_REMEMBER;
+const parsedRememberMs = parseDurationMs(rawRememberDuration);
+if (parsedRememberMs == null) {
+  console.warn(`SESSION_DURATION_REMEMBER="${rawRememberDuration}" is not a valid duration (use e.g. 7d, 30d, 90d). Falling back to "${DEFAULT_SESSION_DURATION_REMEMBER}".`);
+}
+/** Human-readable "remember me" session length actually in effect (for logs/diagnostics). */
+export const SESSION_DURATION_REMEMBER = parsedRememberMs == null ? DEFAULT_SESSION_DURATION_REMEMBER : rawRememberDuration;
+/** "Remember me" session length in milliseconds — used for the persistent cookie `maxAge`. */
+export const SESSION_DURATION_REMEMBER_MS = parsedRememberMs ?? parseDurationMs(DEFAULT_SESSION_DURATION_REMEMBER)!;
+/** "Remember me" session length in seconds — passed to `jwt.sign({ expiresIn })`. */
+export const SESSION_DURATION_REMEMBER_SECONDS = Math.floor(SESSION_DURATION_REMEMBER_MS / 1000);

server/src/db/migrations.ts

@@ -2460,6 +2460,35 @@ function runMigrations(db: Database.Database): void {
         if (after && after.region_code === row.region_code) del.run(row.id);
       }
     },
+    () => {
+      // AirTrail integration addon — disabled by default (opt-in). Per-user connection
+      // lives in Settings → Integrations; this row is only the admin-level global toggle.
+      try {
+        db.prepare("INSERT OR IGNORE INTO addons (id, name, description, type, icon, enabled, sort_order) VALUES (?, ?, ?, ?, ?, ?, ?)")
+          .run('airtrail', 'AirTrail', 'Sync flights from your self-hosted AirTrail instance', 'integration', 'Plane', 0, 14);
+      } catch (err: any) {
+        console.warn('[migrations] Non-fatal migration step failed:', err);
+      }
+    },
+    () => {
+      // AirTrail per-user connection (mirrors the Immich integration columns).
+      try { db.exec("ALTER TABLE users ADD COLUMN airtrail_url TEXT"); } catch (err: any) { if (!err.message?.includes('duplicate column name')) throw err; }
+      try { db.exec("ALTER TABLE users ADD COLUMN airtrail_api_key TEXT"); } catch (err: any) { if (!err.message?.includes('duplicate column name')) throw err; }
+      try { db.exec("ALTER TABLE users ADD COLUMN airtrail_allow_insecure_tls INTEGER DEFAULT 0"); } catch (err: any) { if (!err.message?.includes('duplicate column name')) throw err; }
+    },
+    () => {
+      // AirTrail flight linkage on reservations (#214) — lets a TREK transport
+      // remember its AirTrail origin so the two-way sync can match + update it.
+      // sync_enabled flips to 0 when the AirTrail flight is deleted (row kept).
+      try { db.exec("ALTER TABLE reservations ADD COLUMN external_source TEXT"); } catch (err: any) { if (!err.message?.includes('duplicate column name')) throw err; }
+      try { db.exec("ALTER TABLE reservations ADD COLUMN external_id TEXT"); } catch (err: any) { if (!err.message?.includes('duplicate column name')) throw err; }
+      try { db.exec("ALTER TABLE reservations ADD COLUMN external_owner_user_id INTEGER"); } catch (err: any) { if (!err.message?.includes('duplicate column name')) throw err; }
+      try { db.exec("ALTER TABLE reservations ADD COLUMN external_synced_at TEXT"); } catch (err: any) { if (!err.message?.includes('duplicate column name')) throw err; }
+      try { db.exec("ALTER TABLE reservations ADD COLUMN sync_enabled INTEGER DEFAULT 1"); } catch (err: any) { if (!err.message?.includes('duplicate column name')) throw err; }
+      try { db.exec("ALTER TABLE reservations ADD COLUMN external_hash TEXT"); } catch (err: any) { if (!err.message?.includes('duplicate column name')) throw err; }
+      // NULLs compare distinct in SQLite, so non-linked reservations don't collide.
+      db.exec("CREATE UNIQUE INDEX IF NOT EXISTS idx_reservations_external ON reservations(external_source, external_id, trip_id)");
+    },
   ];
 
   if (currentVersion < migrations.length) {

server/src/db/seeds.ts

@@ -98,6 +98,7 @@ function seedAddons(db: Database.Database): void {
       { id: 'naver_list_import', name: 'Naver List Import', description: 'Import places from shared Naver Maps lists', type: 'trip', icon: 'Link2', enabled: 1, sort_order: 13 },
       { id: 'collab', name: 'Collab', description: 'Notes, polls, and live chat for trip collaboration', type: 'trip', icon: 'Users', enabled: 1, sort_order: 6 },
       { id: 'journey', name: 'Journey', description: 'Trip tracking & travel journal — check-ins, photos, daily stories', type: 'global', icon: 'Compass', enabled: 0, sort_order: 35 },
+      { id: 'airtrail', name: 'AirTrail', description: 'Sync flights from your self-hosted AirTrail instance', type: 'integration', icon: 'Plane', enabled: 0, sort_order: 14 },
     ];
     const insertAddon = db.prepare('INSERT OR IGNORE INTO addons (id, name, description, type, icon, enabled, sort_order) VALUES (?, ?, ?, ?, ?, ?, ?)');
     for (const a of defaultAddons) insertAddon.run(a.id, a.name, a.description, a.type, a.icon, a.enabled, a.sort_order);