diff --git a/client/src/components/Planner/DayPlanSidebar.tsx b/client/src/components/Planner/DayPlanSidebar.tsx
index a52d3afbb..3566e83c5 100644
--- a/client/src/components/Planner/DayPlanSidebar.tsx
+++ b/client/src/components/Planner/DayPlanSidebar.tsx
@@ -195,7 +195,6 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
   const [lockedIds, setLockedIds] = useState(new Set())
   const [lockHoverId, setLockHoverId] = useState(null)
   const [undoHover, setUndoHover] = useState(false)
-  const [pdfHover, setPdfHover] = useState(false)
   const [icsHover, setIcsHover] = useState(false)
   const [hoveredAssignmentId, setHoveredAssignmentId] = useState<number | null>(null)
   // Transit rows fold their itinerary out inline (#1065).
@@ -984,8 +983,6 @@ function useDayPlanSidebar(props: DayPlanSidebarProps) {
     setLockHoverId,
     undoHover,
     setUndoHover,
-    pdfHover,
-    setPdfHover,
     icsHover,
     setIcsHover,
     hoveredAssignmentId,
@@ -1155,8 +1152,6 @@ const DayPlanSidebar = React.memo(function DayPlanSidebar(props: DayPlanSidebarP
     setLockHoverId,
     undoHover,
     setUndoHover,
-    pdfHover,
-    setPdfHover,
     icsHover,
     setIcsHover,
     hoveredAssignmentId,
@@ -1267,8 +1262,6 @@ const DayPlanSidebar = React.memo(function DayPlanSidebar(props: DayPlanSidebarP
         t={t}
         locale={locale}
         toast={toast}
-        pdfHover={pdfHover}
-        setPdfHover={setPdfHover}
         icsHover={icsHover}
         setIcsHover={setIcsHover}
         expandedDays={expandedDays}
diff --git a/client/src/components/Planner/DayPlanSidebarToolbar.test.tsx b/client/src/components/Planner/DayPlanSidebarToolbar.test.tsx
index b0a3ec181..a354acb3e 100644
--- a/client/src/components/Planner/DayPlanSidebarToolbar.test.tsx
+++ b/client/src/components/Planner/DayPlanSidebarToolbar.test.tsx
@@ -46,8 +46,6 @@ function makeProps(overrides: Partial<React.ComponentProps<typeof DayPlanSidebar
     t,
     locale: 'en-US',
     toast: makeToast(),
-    pdfHover: false,
-    setPdfHover: vi.fn((_v: boolean) => {}),
     icsHover: false,
     setIcsHover: vi.fn((_v: boolean) => {}),
     expandedDays: new Set<number>(),
@@ -97,21 +95,29 @@ describe('DayPlanSidebarToolbar', () => {
     await waitFor(() => expect(toast.error).toHaveBeenCalledWith('dayplan.pdfError: font missing'))
   })
 
-  it('FE-PLANNER-DPTOOLBAR-003: hovering the PDF button reports the hover state upward', async () => {
+  it('FE-PLANNER-DPTOOLBAR-003: hovering the PDF button shows the export tooltip', async () => {
     const user = userEvent.setup()
-    const setPdfHover = vi.fn((_v: boolean) => {})
-    render(<DayPlanSidebarToolbar {...makeProps({ setPdfHover })} />)
+    render(<DayPlanSidebarToolbar {...makeProps()} />)
+    expect(screen.queryByText('dayplan.pdfTooltip')).not.toBeInTheDocument()
     await user.hover(screen.getByText('dayplan.pdf'))
-    expect(setPdfHover).toHaveBeenCalledWith(true)
+    await waitFor(() => expect(screen.getByText('dayplan.pdfTooltip')).toBeInTheDocument())
     await user.unhover(screen.getByText('dayplan.pdf'))
-    expect(setPdfHover).toHaveBeenCalledWith(false)
+    await waitFor(() => expect(screen.queryByText('dayplan.pdfTooltip')).not.toBeInTheDocument())
   })
 
-  it('FE-PLANNER-DPTOOLBAR-004: pdfHover renders the export tooltip', () => {
-    const { rerender } = render(<DayPlanSidebarToolbar {...makeProps()} />)
-    expect(screen.queryByText('dayplan.pdfTooltip')).not.toBeInTheDocument()
-    rerender(<DayPlanSidebarToolbar {...makeProps({ pdfHover: true })} />)
-    expect(screen.getByText('dayplan.pdfTooltip')).toBeInTheDocument()
+  // The button sits at the right edge of the leftmost pane. Its own tooltip was
+  // anchored with `right: 0` and never wrapped, so a long label ran off the left
+  // of the window. The shared tooltip is portalled and clamped to the viewport.
+  it('FE-PLANNER-DPTOOLBAR-004: the export tooltip stays inside the window', async () => {
+    const user = userEvent.setup()
+    render(<DayPlanSidebarToolbar {...makeProps()} />)
+    await user.hover(screen.getByText('dayplan.pdf'))
+    const tip = await screen.findByText('dayplan.pdfTooltip')
+    expect(tip.closest('[role="tooltip"]')).not.toBeNull()
+    expect(tip.parentElement).toBe(document.body)
+    expect(tip.style.position).toBe('fixed')
+    // Placed once measured, and never to the left of the window edge.
+    await waitFor(() => expect(parseFloat(tip.style.left)).toBeGreaterThanOrEqual(0))
   })
 
   // ── ICS menu ──────────────────────────────────────────────────────────────
diff --git a/client/src/components/Planner/DayPlanSidebarToolbar.tsx b/client/src/components/Planner/DayPlanSidebarToolbar.tsx
index e52ea50c8..eb1925583 100644
--- a/client/src/components/Planner/DayPlanSidebarToolbar.tsx
+++ b/client/src/components/Planner/DayPlanSidebarToolbar.tsx
@@ -22,8 +22,6 @@ interface DayPlanSidebarToolbarProps {
   t: (key: string, params?: Record<string, any>) => string
   locale: string
   toast: ReturnType<typeof useToast>
-  pdfHover: boolean
-  setPdfHover: (v: boolean) => void
   icsHover: boolean
   setIcsHover: (v: boolean) => void
   expandedDays: Set<number>
@@ -41,7 +39,7 @@ interface DayPlanSidebarToolbarProps {
 export function DayPlanSidebarToolbar({
   tripId, trip, days, places, categories, assignments, reservations, dayNotes,
   allConnectionsShown = false, onToggleAllConnections,
-  t, locale, toast, pdfHover, setPdfHover, setIcsHover,
+  t, locale, toast, setIcsHover,
   expandedDays, setExpandedDays, onUndo, canUndo, undoHover, setUndoHover, lastActionLabel,
   canEditDays, onReorderDays, onAddDay,
 }: DayPlanSidebarToolbarProps) {
@@ -74,6 +72,7 @@ export function DayPlanSidebarToolbar({
     <div className="border-b border-edge-faint" style={{ padding: '12px 16px', flexShrink: 0 }}>
       <div style={{ display: 'flex', alignItems: 'center', justifyContent: 'flex-end', gap: 8 }}>
         <div style={{ position: 'relative', flexShrink: 0 }}>
+          <Tooltip label={t('dayplan.pdfTooltip')} placement="bottom">
           <button
             onClick={async () => {
               const flatNotes = Object.entries(dayNotes).flatMap(([dayId, notes]) =>
@@ -86,8 +85,6 @@ export function DayPlanSidebarToolbar({
                 toast.error(t('dayplan.pdfError') + ': ' + (e?.message || String(e)))
               }
             }}
-            onMouseEnter={() => setPdfHover(true)}
-            onMouseLeave={() => setPdfHover(false)}
             className="bg-accent text-accent-text"
             style={{
               display: 'flex', alignItems: 'center', gap: 5,
@@ -99,18 +96,7 @@ export function DayPlanSidebarToolbar({
             <FileDown size={13} strokeWidth={2} />
             {t('dayplan.pdf')}
           </button>
-          {pdfHover && (
-            <div style={{
-              position: 'absolute', top: 'calc(100% + 6px)', right: 0,
-              whiteSpace: 'nowrap', pointerEvents: 'none', zIndex: 200,
-              background: 'var(--bg-card, white)', color: 'var(--text-primary, #111827)',
-              fontSize: 'calc(11px * var(--fs-scale-caption, 1))', fontWeight: 500, padding: '5px 10px',
-              borderRadius: 8, boxShadow: '0 4px 12px rgba(0,0,0,0.15)',
-              border: '1px solid var(--border-faint, #e5e7eb)',
-            }}>
-              {t('dayplan.pdfTooltip')}
-            </div>
-          )}
+          </Tooltip>
         </div>
         <div
           style={{ position: 'relative', flexShrink: 0 }}