Windstar Cruises luxury itinerary

Star Pride September 14-25 2026 Cruise & Offers

BOSTON, MA to MONTREAL, QC

VoyagePR20260914-11D DatesSeptember 14-25 2026 Duration11 nights ShipStar Pride

Review the complete published itinerary, source-status notes, suite guidance, and current offer assistance with Deluxe Cruises.

Star Pride September 14-25 2026 route map from BOSTON, MA to MONTREAL, QC
Star Pride · Voyage PR20260914-11D · BOSTON, MA to MONTREAL, QC · local schematic map based on the published itinerary sequence

September 14-25 2026 ยท Voyage PR20260914-11D

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.

11 destination panels · 43 verified voyage-specific shore experiences · 3 panels with planning notices

Official voyage overview

Quebec’s French-flavored history, the fusion of Acadian and Scottish cultures in Nova Scotia — each province distills its own blend of Old World and New, bucolic and urbane. Overnight in Quebec City and browse the shops and boulangeries along picturesque Petit Champlain, the oldest street in North America. Take in the brilliance of New England’s fall colors and the historic sites of Boston, one of America’s oldest cities.

September 14, 2026 BOSTON, MA United States · Departure 17:00 · 2 listed experiences

About BOSTON, MA

BOSTON, MA gives this stage of the itinerary its individual destination focus. Take in the brilliance of New England’s fall colors and the historic sites of Boston, one of America’s oldest cities. 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

  • Boston, City Tour With Transfer To Airport (Easy) — Easy activity
  • Boston, City Tour With Transfer To Windstar Hotel (Easy) — Easy activity

Published call times

  • September 14, 2026 · Embarkation · Departure 17:00
September 15, 2026 ROCKLAND, ME United States · Arrival 08:00 · Departure 18:00 · 3 listed experiences

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, The Best Of Mid-Coast Maine (Moderate) — Moderate activity
  • Rockland, Rockland Wine Experience & Camden (Easy) — Easy activity

Published call times

  • September 15, 2026 · Arrival 08:00 · Departure 18:00
September 16, 2026 PORTLAND, ME United States · Arrival 08:00 · Departure 23:00 · 7 listed experiences

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, Lighthouses Of Maine (Moderate) — Moderate activity
  • Portland, Schooner Sail — Moderate activity
  • Portland, Bike and Hike Portland (Moderate-Strenuous) — Moderate-Strenuous activity
  • Portland, Kennebunkport and Scenic Cruise — Moderate activity
  • Portland, Culinary Walking Tour of Portland (Moderate) — Moderate activity
  • Portland, Beyond the Old Port Walking Tour w/ Wadsworth Longfellow House — Moderate activity

Published call times

  • September 16, 2026 · Arrival 08:00 · Departure 23:00
September 17 & September 22, 2026 Sea Days International waters · No separately published port call

Published sea days aboard Star Pride

The official Windstar timetable names no port call on September 17 & September 22, 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 18, 2026 HALIFAX, NS Canada · Arrival 08:00 · Departure 16:00 · 6 listed experiences

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, Scenic Peggy's Cove (Easy-Moderate) — Easy-Moderate activity
  • Halifax, Annapolis Valley Food and Wine — Moderate activity
  • Halifax, Halifax & The Titanic Connection (Easy-Moderate) — Easy-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 Canada · Arrival 13:00 · Departure 19:00 · 4 listed experiences

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, 2026 CAPAUX MEULES, MAGDALEN ISLAND, QC Canada · Arrival 10:00 · Departure 18:00 · 7 listed experiences

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, A Taste of Iles De La Madeleine (Moderate) — Moderate activity
  • Cap Aux Meules, Magdalen Island, Fisherman & Acadian Culture (Easy-Moderate) — Easy-Moderate activity
  • Cap aux Meules, Magdalen Island, Havre aux Maison's Highlights and Bagosse Tasting — 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, Lobster Fishing (Easy-Moderate) — Easy-Moderate activity

Published call times

  • September 20, 2026 · Arrival 10:00 · Departure 18:00
September 21, 2026 GASPE, QC Canada · Arrival 13:00 · Departure 19:00 · 7 listed experiences

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, Zodiac Marine Adventure — Moderate-Strenuous activity
  • Gaspe, Whale Watching (Moderate) — Moderate activity
  • 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, Gin and Beer Heritage Tasting — Moderate activity
  • Gaspe, Panoramic Tour of Gaspe (Easy) — Easy activity

Published call times

  • September 21, 2026 · Arrival 13:00 · Departure 19:00
September 23-24, 2026 QUEBEC CITY, QC Canada · 2-day overnight call · 7 listed experiences

About QUEBEC CITY, QC

QUEBEC CITY, QC gives this stage of the itinerary its individual destination focus. Quebec’s French-flavored history, the fusion of Acadian and Scottish cultures in Nova Scotia — each province distills its own blend of Old World and New, bucolic and urbane. Overnight in Quebec City and browse the shops and boulangeries along picturesque Petit Champlain, the oldest street in North America.

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, Ste Anne Canyon and Basilica (Easy-Moderate) — Easy-Moderate activity
  • Quebec, Helicopter Tour- 30 Minute Flight — Moderate activity
  • Quebec City, Rendez-vous with Wendat First Nation (Easy-Moderate) — Easy-Moderate activity
  • Quebec City, Historic Quebec with Montmorency Falls (Easy) — Easy 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 24, 2026 CRUISING ST. LAWRENCE RIVER Canada · Arrival 17:00 · Departure 21:00

About CRUISING ST. LAWRENCE RIVER

CRUISING ST. LAWRENCE RIVER is a published scenic navigation or transit call rather than a conventional shore visit. The passage forms part of this Canada & New England route, with the surrounding waterway or coastline providing the principal view from aboard Star Pride. Exact dates and times are retained below; no unlisted stop or activity has been inferred.

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
September 25, 2026 MONTREAL, QC Canada · Arrival 08:00

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 planning

No voyage-specific shore-experience list is available in the current verified Windstar data for this exact call. Deluxe Cruises can help review the confirmed program closer to departure.

Published call times

  • September 25, 2026 · Arrival 08:00 · Disembarkation

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 14-25 2026, Star Pride sails 11 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 11 route entries, including embarkation, disembarkation, scenic passages, and any sea days exactly as published.

For PR20260914-11D, 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.

Request a personalized quote

Quick, low-cost quotes

Contact Deluxe Cruises before you reserve

Ask a specialist to compare the itinerary, suite category, current fare, inclusions, eligible promotions, and available amenities.

Why not check the complete value at the outset? Personal guidance can make important differences in suite location and voyage fit.

Luxury cruise planning summary

Star Pride September 14-25 2026: is Voyage PR20260914-11D right for you?

This 11-night voyage aboard Star Pride sails BOSTON, MA to MONTREAL, QC, with calls including ROCKLAND, PORTLAND, Sea Days, and HALIFAX and 1 published sea day. Voyage PR20260914-11D matches the latest verified voyage-search dataset used by this website. Before reserving, ask Deluxe Cruises to compare accommodations, deck location, inclusions, current availability, and any family, medical, dietary, or accessibility arrangements for this exact departure.

Best for
Travelers considering a 11-night BOSTON, MA to MONTREAL, QC aboard Star Pride, including ROCKLAND, PORTLAND, Sea Days, and HALIFAX.
Why Deluxe Cruises
Personal guidance for Voyage PR20260914-11D, including accommodation, deck location, itinerary, inclusion, and special-request comparisons.
Before you book
Confirm current availability, exact itinerary details, accommodation benefits, applicable preferred-rate opportunities, and documented guest requirements.

Questions travelers ask

Why book Star Pride Voyage PR20260914-11D with Deluxe Cruises?

Deluxe Cruises provides personal planning for Voyage PR20260914-11D, including accommodation and deck-location comparisons, current availability and preferred-rate guidance, and help documenting family, medical, dietary, or accessibility requests before departure.

What should travelers compare for Voyage PR20260914-11D?

For the September 14-25 2026 BOSTON, MA to MONTREAL, QC, compare the published schedule, accommodation category and location, included services, current availability, and any special requirements before you reserve.

How do I request a personalized luxury cruise quote?

Email info@deluxecruises.com, call +1-702-501-7105, or use WhatsApp +1-702-900-9975 and mention Voyage PR20260914-11D to request a personalized quote from Deluxe Cruises.

What are Star Pride's verified headline statistics?
312Guests
200Crew
6Guest decks
522 ftLength
12,995 GRTGross tonnage
What clothes should I bring for this September itinerary?

Deluxe Cruises packing guidance for this September itinerary

  • Pack versatile layers suited to the route and season, including a light sweater and compact wind- and water-resistant outer layer.
  • Bring comfortable, supportive, non-slip walking shoes for piers, steps, cobbled streets, and longer touring days.
  • Add sun protection, a compact umbrella, and clothing that covers shoulders and knees where local religious or cultural sites require modest dress.

Windstar Cruises dress guidance

  • Windstar has no formal nights. Daytime dress is relaxed resort wear, while dinner in the main evening restaurants calls for casually elegant clothing.
  • Published evening examples include slacks or non-distressed jeans with a collared, button-down or polo shirt, or a blouse, skirt, casual dress or sundress. Reserve shorts, T-shirts, hats and flip-flops for daytime.

Packing suggestions are Deluxe Cruises editorial guidance; the cruise line's final documents and the weather forecast control the last check.

What services and amenities are available aboard Star Pride?
  • Published fleet experiences include open-seating dining, lounges, 24-hour room service from a limited menu, World Spa by Windstar, pools or whirlpools and an Open Bridge when operational.
  • Dining venues, watersports platforms, pools, spa spaces, entertainment and included services differ between Wind Class sailing yachts, Star Plus all-suite yachts and the newer Star Class yachts.

Venues, hours, inclusions, equipment, and operating conditions can vary by ship and sailing. Deluxe Cruises will reconfirm the details for this departure.

What fitness, sports, or wellness facilities does Star Pride have?
  • Watersports-platform access, swimming and paddle activities depend on sea state, weather, anchorage, local rules and the captain's approval.

Class schedules, age rules, treatment access, operating hours, and equipment availability are confirmed for the exact ship and voyage.

What accommodation features and services can Star Pride guests expect?
  • Wind Class sailing yachts publish ocean-view staterooms and suites without a fleetwide private-veranda promise. Star Plus yachts are all-suite, while Star Seeker and Star Explorer publish suites with private verandas or infinity windows among their categories.
  • Room size, window or veranda, bed arrangement, bath, accessibility and amenities differ by yacht, category and room number; use the exact deck plan before reserving.

Review the exact room or suite number, category, deck position, layout, and benefits for Voyage PR20260914-11D before reserving.

Can children and babies sail aboard Star Pride?
  • Windstar cannot accommodate children under eight years old. A guest under 21 must be accompanied in the room by a parent, guardian or chaperone who is at least 21.
  • Windstar does not publish a fleetwide supervised children's program or babysitting service. Shore operators can impose separate age and participation limits, and minors require direct adult supervision.
  • A guest may not board if she will have entered the 24th week of pregnancy when travel with Windstar begins. Notify Windstar early and confirm current documentation requirements.

For Voyage PR20260914-11D: do not assume a supervised program, babysitting, crib, or child-specific service unless it is confirmed for this sailing.

How does Star Pride handle special needs, medical arrangements, and accessibility?
  • Notify Windstar at booking and complete its Guest Accommodation Request Form. Current guidance requests advance notice for interpreters, equipment, oxygen, dialysis supplies and other services, with timing depending on the request.
  • Guests normally bring an approved wheelchair or scooter; size, weight and storage can prevent acceptance, and crew cannot lift guests or heavy devices. Standard rooms are not barrier-free.
  • Modified suites are published on Star Pride, Star Breeze and Star Legend, but features are limited. Gangways, tenders, stairs, ports and shore transport can restrict access, and personal daily care is not provided.
  • Windstar states that its yachts do not have full medical services. Serious emergencies are referred ashore, and evacuation at sea or from a tender or remote port may be delayed or infeasible.
  • Carry a medical summary and adequate medication, and arrange oxygen, dialysis supplies, sharps or refrigerated medication in advance through the accessibility process. Not every request can be accommodated.

Important: access varies by accommodation, gangway, pier, tender, shore transport, and operating conditions. Document needs when requesting the booking and reconfirm them before travel.

What is the smoking policy aboard Star Pride?
  • Smoking and vaping are prohibited in every stateroom, suite and indoor public space, including restaurants and corridors. They are permitted only in designated outside-deck smoking areas.

Designated locations and onboard rules can change. Follow the policy, posted signs, and crew instructions in force for the voyage.