Windstar Cruises luxury itinerary
Star Pride September 14-October 9 2026 Cruise & Offers
BOSTON, MA to MONTREAL, QC
Review the complete published itinerary, source-status notes, suite guidance, and current offer assistance with Deluxe Cruises.
September 14-October 9 2026 ยท Voyage PR20260914-25D
Ports & shore experiences
Each destination is shown once. Select a destination to reveal every published call date and time, its voyage-specific overview, and exact shore experiences currently listed for this departure.
19 destination panels · 77 verified voyage-specific shore experiences · 2 panels with planning notices
Official voyage overview
Autumn leaves, scenic lighthouses, French culture, Colonial history… discover it all as you cruise between the scenic St. Lawrence River and Gulf, and Boston. Fall in love with Gallic culture and Old World streets lined with bistros, boutiques, and boulangeries, and spend your old Euros in St. Pierre & Miquelon, the last remaining French territories in North America. Take in the epic scenery of vibrant maples, lonely lighthouses, storybook fishing villages, and natural wonders in St. Anthony and Bonne Bay, a yacht-exclusive port. Soak up history as you walk the cobblestone streets of Old Quebec, Boston’s Freedom Trail, and the Fortress of Louisbourg. And add to your UNESCO life list as you tick off nearly half a dozen ranging from America’s first Viking outpost to unspeakably beautiful Gros Morne National Park.
September 14, 2026 BOSTON, MA
About BOSTON, MA
BOSTON, MA gives this stage of the itinerary its individual destination focus. Lawrence River and Gulf, and Boston. Soak up history as you walk the cobblestone streets of Old Quebec, Boston’s Freedom Trail, and the Fortress of Louisbourg.
Shore experiences currently listed
- Boston, City Tour With Transfer To Windstar Hotel (Easy) — Easy activity
- Boston, City Tour With Transfer To Airport (Easy) — Easy activity
Published call times
- September 14, 2026 · Embarkation · Departure 17:00
September 15, 2026 ROCKLAND, ME
About ROCKLAND, ME
ROCKLAND, ME is a Windstar destination in United States within the Canada & New England sailing region. Across the current published program, locally focused experience themes include The Best Of Mid-Coast Maine, Rockland Wine Experience & Camden & Owls Head Transportation Museum, Lighthouse & Camden. Together they give this call an individual sense of place before the exact timetable and voyage-specific options for this sailing are reviewed below.
Shore experiences currently listed
- Rockland, Owls Head Transportation Museum, Lighthouse & Camden (Moderate) — Moderate activity
- Rockland, Rockland Wine Experience & Camden (Easy) — Easy activity
- Rockland, The Best Of Mid-Coast Maine (Moderate) — Moderate activity
Published call times
- September 15, 2026 · Arrival 08:00 · Departure 18:00
September 16, 2026 PORTLAND, ME
About PORTLAND, ME
PORTLAND, ME is a Windstar destination in United States within the Canada & New England sailing region. Across the current published program, locally focused experience themes include Schooner Sail, Kennebunkport and Scenic Cruise & Lighthouses Of Maine. Together they give this call an individual sense of place before the exact timetable and voyage-specific options for this sailing are reviewed below.
Shore experiences currently listed
- Portland, A Day in Maine with Kennebunkport — Easy-Moderate activity
- Portland, Bike and Hike Portland (Moderate-Strenuous) — Moderate-Strenuous activity
- Portland, Kennebunkport and Scenic Cruise — Moderate activity
- Portland, Beyond the Old Port Walking Tour w/ Wadsworth Longfellow House — Moderate activity
- Portland, Lighthouses Of Maine (Moderate) — Moderate activity
- Portland, Schooner Sail — Moderate activity
- Portland, Culinary Walking Tour of Portland (Moderate) — Moderate activity
Published call times
- September 16, 2026 · Arrival 08:00 · Departure 23:00
September 17, September 22, September 28 & October 7, 2026 Sea Days
Published sea days aboard Star Pride
The official Windstar timetable names no port call on September 17, September 22, September 28 & October 7, 2026. These dates are grouped once as Sea Days; no onboard activity, route detail, or shore program has been inferred.
Shore planning
No shore experience applies to these Sea Days. Windstar's daily onboard program is confirmed aboard and is not estimated on this page.
Published call times
- September 17, 2026 · No separately published port call
- September 22, 2026 · No separately published port call
- September 28, 2026 · No separately published port call
- October 7, 2026 · No separately published port call
September 18, 2026 HALIFAX, NS
About HALIFAX, NS
HALIFAX, NS is a Windstar destination in Canada within the Canada & New England sailing region. Across the current published program, locally focused experience themes include Harbor Hopper, Taste of Halifax on Foot & Annapolis Valley Food and Wine. Together they give this call an individual sense of place before the exact timetable and voyage-specific options for this sailing are reviewed below.
Shore experiences currently listed
- Halifax, Halifax & The Titanic Connection (Easy-Moderate) — Easy-Moderate activity
- Halifax, Scenic Peggy's Cove (Easy-Moderate) — Easy-Moderate activity
- Halifax, Annapolis Valley Food and Wine — Moderate activity
- Halifax, Taste of Halifax on Foot (Moderate) — Moderate activity
- Halifax Harmony & Heritage Tour — Moderate-Strenuous activity
- Halifax, Harbor Hopper (Moderate) — Moderate activity
Published call times
- September 18, 2026 · Arrival 08:00 · Departure 16:00
September 19, 2026 SYDNEY, NS
About SYDNEY, NS
SYDNEY, NS is a Windstar destination in Canada within the Canada & New England sailing region. Across the current published program, locally focused experience themes include Fortress or Louisbourg, Historical Sydney Walking Tour & Heart of the Island. Together they give this call an individual sense of place before the exact timetable and voyage-specific options for this sailing are reviewed below.
Shore experiences currently listed
- Sydney, Historical Sydney Walking Tour — Moderate activity
- Sydney, Pub Tour (Moderate)
- Sydney, Heart of the Island (Moderate-Strenuous)
- Sydney, Fortress or Louisbourg — Moderate activity
Published call times
- September 19, 2026 · Arrival 13:00 · Departure 19:00
September 20 & September 29, 2026 CAPAUX MEULES, MAGDALEN ISLAND, QC
About CAPAUX MEULES, MAGDALEN ISLAND, QC
CAPAUX MEULES, MAGDALEN ISLAND, QC is a Windstar destination in Canada within the Canada & New England sailing region. Across the current published program, locally focused experience themes include Cycling around Cap-aux-Meules, Magdalen Island, Island Highlights & Magdalen Island, Lobster Fishing. Together they give this call an individual sense of place before the exact timetable and voyage-specific options for this sailing are reviewed below.
Shore experiences currently listed
- Cap-aux-Meules, Cycling around Cap-aux-Meules — Easy-Moderate activity
- Cap Aux Meules, Magdalen Island, Fisherman & Acadian Culture (Easy-Moderate) — Easy-Moderate activity
- Cap Aux Meules, Magdalen Island, Caves & Cliffs By Boat (Moderate) — Moderate activity
- Cap Aux Meules, Magdalen Island, Island Highlights (Moderate) — Moderate activity
- Cap Aux Meules, Magdalen Island, A Taste of Iles De La Madeleine (Moderate) — Moderate activity
- Cap aux Meules, Magdalen Island, Havre aux Maison's Highlights and Bagosse Tasting — Easy-Moderate activity
- Cap aux Meules, Magdalen Island, Lobster Fishing (Easy-Moderate) — Easy-Moderate activity
Published call times
- September 20, 2026 · Arrival 10:00 · Departure 18:00
- September 29, 2026 · Arrival 08:00 · Departure 14:00
September 21, 2026 GASPE, QC
About GASPE, QC
GASPE, QC is a Windstar destination in Canada within the Canada & New England sailing region. Across the current published program, locally focused experience themes include E-Bike Tour, Zodiac Marine Adventure & Whale Watching. Together they give this call an individual sense of place before the exact timetable and voyage-specific options for this sailing are reviewed below.
Shore experiences currently listed
- Gaspe, Percé & Cruise around Bonaventure Island & Percé Sectors (Easy) — Easy activity
- Gaspe, Walking in Forillon National Park (Moderate) — Moderate activity
- Gaspe, E-Bike Tour — Easy activity
- Gaspe, Panoramic Tour of Gaspe (Easy) — Easy activity
- Gaspe, Zodiac Marine Adventure — Moderate-Strenuous activity
- Gaspe, Whale Watching (Moderate) — Moderate activity
- Gaspe, Gin and Beer Heritage Tasting — Moderate activity
Published call times
- September 21, 2026 · Arrival 13:00 · Departure 19:00
September 23, September 24 & September 26, 2026 QUEBEC CITY, QC
About QUEBEC CITY, QC
QUEBEC CITY, QC gives this stage of the itinerary its individual destination focus. Soak up history as you walk the cobblestone streets of Old Quebec, Boston’s Freedom Trail, and the Fortress of Louisbourg. This context places the destination within the Canada & New England route; exact call times and any experiences published for this sailing are listed below.
Shore experiences currently listed
- Quebec, Concierge Collection. Walking and Reidel Wine Tasting at Chatteau Frontenac — Moderate activity
- Quebec, Ile of Orleans Food Tour — Easy-Moderate activity
- Quebec, Helicopter Tour- 30 Minute Flight — Moderate activity
- Quebec City, Historic Quebec with Montmorency Falls (Easy) — Easy activity
- Quebec, Ste Anne Canyon and Basilica (Easy-Moderate) — Easy-Moderate activity
- Quebec City, Rendez-vous with Wendat First Nation (Easy-Moderate) — Easy-Moderate activity
- Quebec,,Walk, Fortification and Maple Toffee Tasting — Moderate activity
Published call times
- September 23, 2026 · Arrival 09:00 · Departure 23:59 · Overnight stay
- September 24, 2026 · Departure 16:00 · Overnight stay
- September 26, 2026 · Arrival 08:00 · Departure 17:30
September 24 & October 8, 2026 CRUISING ST. LAWRENCE RIVER
About CRUISING ST. LAWRENCE RIVER
CRUISING ST. LAWRENCE RIVER gives this stage of the itinerary its individual destination focus. Lawrence River and Gulf, and Boston. This context places the destination within the Canada & New England route; exact call times and any experiences published for this sailing are listed below.
Shore planning
No voyage-specific shore experience is published for this scenic navigation or transit call. Deluxe Cruises can help review the final voyage program closer to departure.
Published call times
- September 24, 2026 · Arrival 17:00 · Departure 21:00
- October 8, 2026 · Arrival 08:00 · Departure 11:00
September 25 & October 9, 2026 MONTREAL, QC
About MONTREAL, QC
MONTREAL, QC is a Windstar destination in Canada within the Canada & New England sailing region. Across the current published program, locally focused experience themes include Highlights with Basilica with Transfer to Windstar Hotel. Together they give this call an individual sense of place before the exact timetable and voyage-specific options for this sailing are reviewed below.
Shore experiences currently listed
- Montreal, Highlights with Basilica with Transfer to Windstar Hotel (Easy) — Easy activity
Published call times
- September 25, 2026 · Arrival 08:00 · Departure 17:00
- October 9, 2026 · Arrival 08:00 · Disembarkation
September 27, 2026 BAIE COMEAU, QC
About BAIE COMEAU, QC
BAIE COMEAU, QC is a Windstar destination in Canada within the Canada & New England sailing region. Across the current published program, locally focused experience themes include Parc Nature Pointe-aux-Outardes, Panoramic Tour of Baie-Comeau & Historic Walk of Baie-Comeau. Together they give this call an individual sense of place before the exact timetable and voyage-specific options for this sailing are reviewed below.
Shore experiences currently listed
- Baie Comeau, Historic Walk of Baie-Comeau (Moderate-Strenuous)
- Baie Comeau, Panoramic Tour of Baie-Comeau (Easy-Moderate)
- Baie Comeau, Parc Nature Pointe-aux-Outardes (Moderate)
Published call times
- September 27, 2026 · Arrival 13:00 · Departure 19:00
September 30, 2026 ST. PIERRE & MIQUELON
About ST. PIERRE & MIQUELON
ST. PIERRE & MIQUELON gives this stage of the itinerary its individual destination focus. Pierre & Miquelon, the last remaining French territories in North America. This context places the destination within the Canada & New England route; exact call times and any experiences published for this sailing are listed below.
Shore experiences currently listed
- St Pierre, Zodiac Tour — Easy activity
- St. Pierre, Highlight Tour — Easy activity
- St Pierre, Downtown walking tour — Easy-Moderate activity
- St. Pierre,Sailor's Island — Easy-Moderate activity
- St. Pierre, Hike les Collines de Saint-Pierre — Moderate activity
Published call times
- September 30, 2026 · Arrival 13:00 · Departure 21:00
October 1-2, 2026 ST JOHN'S, NL
About ST JOHN'S, NL
ST JOHN'S, NL is a Windstar destination in Canada within the Canada & New England sailing region. Across the current published program, locally focused experience themes include Highlights and the Rooms, Distillery, Ales and Port Wine Tales & Historical Walking Tour of St John's. Together they give this call an individual sense of place before the exact timetable and voyage-specific options for this sailing are reviewed below.
Shore experiences currently listed
- St. John's, Earth's Geological Showcase (Moderate) — Moderate activity
- St John's, Distillery, Ales and Port Wine Tales — Moderate activity
- St John's, Highlights and the Rooms — Easy-Moderate activity
- St John's, Historical Walking Tour of St John's — Moderate-Strenuous activity
- St. John's, Explore The New World'S First City (Moderate) — Moderate activity
- St John's, Coastal Hike — Strenuous activity
Published call times
- October 1, 2026 · Arrival 14:00 · Departure 23:59 · Overnight stay
- October 2, 2026 · Departure 15:00 · Overnight stay
October 3, 2026 ST. ANTHONY, NL
About ST. ANTHONY, NL
ST. ANTHONY, NL gives this stage of the itinerary its individual destination focus. Anthony and Bonne Bay, a yacht-exclusive port. This context places the destination within the Canada & New England route; exact call times and any experiences published for this sailing are listed below.
Shore experiences currently listed
- St. Anthony, Explore The North Coast (Moderate) — Moderate activity
Published call times
- October 3, 2026 · Arrival 13:00 · Departure 21:00
October 4, 2026 RED BAY, NL
About RED BAY, NL
RED BAY, NL is a Windstar destination in Canada within the Canada & New England sailing region. Across the current published program, locally focused experience themes include Red Bay, Taste of Labrador, Red Bay, Lighthouse Journey & Red Bay,Ocean to plate Tour. Together they give this call an individual sense of place before the exact timetable and voyage-specific options for this sailing are reviewed below.
Shore experiences currently listed
- Red Bay, Taste of Labrador — Easy activity
- Red Bay,Labrador Straits Bird & Nature Tour — Easy activity
- Red Bay,Ocean to plate Tour — Easy activity
- Red Bay, Eastern Edge Boat Tour — Easy activity
- Red Bay, Lighthouse Journey — Easy activity
- Red Bay, Stroll Through Red Bay — Easy-Moderate activity
Published call times
- October 4, 2026 · Arrival 07:00 · Departure 16:00
October 5, 2026 WOODY POINT, BONNE BAY, NL
About WOODY POINT, BONNE BAY, NL
WOODY POINT, BONNE BAY, NL gives this stage of the itinerary its individual destination focus. Anthony and Bonne Bay, a yacht-exclusive port. This context places the destination within the Canada & New England route; exact call times and any experiences published for this sailing are listed below.
Shore experiences currently listed
- Bonne Bay, Journey To The Center Of The Earth (Moderate) — Moderate activity
- Bonne Bay, The North Coast of Gros Morne (Moderate) — Moderate activity
Published call times
- October 5, 2026 · Arrival 07:00 · Departure 16:00
October 6, 2026 HAVRE ST. PIERRE, QC
About HAVRE ST. PIERRE, QC
HAVRE ST. PIERRE, QC gives this stage of the itinerary its individual destination focus. Pierre & Miquelon, the last remaining French territories in North America. This context places the destination within the Canada & New England route; exact call times and any experiences published for this sailing are listed below.
Shore experiences currently listed
- Havre St.Pierre, Walking Tour (Moderate) — Moderate activity
- Havre St Pierre, Guided E Bike — Strenuous activity
- Havre St Pierre, Ile NISPISKAU — Moderate activity
- Havre St.Pierre, One Island, A Thousand Discoveries (Moderate-Strenuous) — Moderate-Strenuous activity
- Havre St.Pierre, Petite Ile Marteau (Moderate) — Moderate activity
Published call times
- October 6, 2026 · Arrival 11:00 · Departure 18:00
October 8, 2026 TROIS RIVIERES, QC
About TROIS RIVIERES, QC
TROIS RIVIERES, QC is a Windstar destination in Canada within the Canada & New England sailing region. Across the current published program, locally focused experience themes include Culinary Experience, Batiscan Guided Walk & Notre Dame du Cap Sanctuary. Together they give this call an individual sense of place before the exact timetable and voyage-specific options for this sailing are reviewed below.
Shore experiences currently listed
- Trois Rivieres, Walking Tour Marianna Distillery — Easy-Moderate activity
- Trois Rivieres, Batiscan Guided Walk — Moderate activity
- Trois Rivieres, Notre Dame du Cap Sanctuary — Moderate activity
- Trois Rivieres, Culinary Experience — Easy-Moderate activity
- Trois Rivieres, Heritage Walking Tour and Old Prison Guided Visit — Moderate activity
Published call times
- October 8, 2026 · Arrival 12:00 · Departure 21:00
Published timetable status: Official Windstar itinerary entries and voyage-specific shore experiences are combined without estimating destinations, call times, experience names, or activity levels. Synthetic midnight continuation placeholders from the source are suppressed.
Please note: Shore-experience names, activity levels, availability, and schedules can change before departure. Confirm the final program with Deluxe Cruises closer to sailing. No excursion prices or cruise-line links are included on this page.
A closer look at this sailing
BOSTON, MA to MONTREAL, QC aboard Star Pride
On September 14-October 9 2026, Star Pride sails 25 nights from BOSTON, MA to MONTREAL, QC. The published route brings together ROCKLAND, ME, PORTLAND, ME, HALIFAX, NS, SYDNEY, NS, creating a specific progression of ports for travelers comparing destination variety and voyage pace.
This route includes an official day-by-day schedule and published port times. The source lists 24 route entries, including embarkation, disembarkation, scenic passages, and any sea days exactly as published.
For PR20260914-25D, Deluxe Cruises can compare suite availability, deck location, current fares, eligible promotions, and available amenities. Request a personalized review before reserving so the ship, suite, timing, and complete value fit your plans.
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