Windstar Cruises luxury itinerary

Star Pride September 16-27 2027 Cruise & Offers

BOSTON, MA to MONTREAL, QC

VoyagePR20270916-11DDatesSeptember 16-27 2027Duration11 nightsShipStar Pride

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

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Star Pride September 16-27 2027 route map from BOSTON, MA to MONTREAL, QC
Star Pride · Voyage PR20270916-11D · BOSTON, MA to MONTREAL, QC · local schematic map based on the published itinerary sequence

September 16-27 2027 · Voyage PR20270916-11D

Ports & shore experiences

Published journey: Southeast Canadian Explorations

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 · 40 verified voyage-specific shore experiences · 4 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 16, 2027 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 Windstar Hotel (Easy) — Easy activity
  • Boston, City Tour With Transfer To Airport (Easy) — Easy activity

Published call times

  • September 16, 2027 · Embarkation · Departure 17:00
September 17, 2027 PORTLAND, ME United States · Arrival 08:00 · Departure 18:00 · 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, 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, Bike and Hike Portland (Moderate-Strenuous) — Moderate-Strenuous activity
  • Portland, Schooner Sail — Moderate activity
  • Portland, Culinary Walking Tour of Portland (Moderate) — Moderate activity
  • Portland, A Day in Maine with Kennebunkport — Easy-Moderate activity

Published call times

  • September 17, 2027 · Arrival 08:00 · Departure 18:00
September 18, 2027 BAR HARBOR, ME United States · Arrival 08:00 · Departure 16:00 · 4 listed experiences

About BAR HARBOR, ME

BAR HARBOR, 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 Cranberry Islands, DiscoverAcadia National Park & Haunted Walking Tour Of Bar Harbor. 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

  • Bar Harbor, Haunted Walking Tour Of Bar Harbor (Strenuous) — Strenuous activity
  • Bar Harbor, Cranberry Islands (Easy-Moderate) — Easy-Moderate activity
  • Bar Harbor, Grand Tour Of Acadia National Park & Lobsterbake (Easy-Moderate) — Easy-Moderate activity
  • Bar Harbor, DiscoverAcadia National Park (Easy) — Easy activity

Published call times

  • September 18, 2027 · Arrival 08:00 · Departure 16:00
September 19-20, 2027 HALIFAX, NS Canada · 2-day overnight call · 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 & Halifax Harmony & Heritage 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

  • Halifax Harmony & Heritage Tour — Moderate-Strenuous activity
  • Halifax, Annapolis Valley Food and Wine — Moderate activity
  • Halifax, Scenic Peggy's Cove (Easy-Moderate) — Easy-Moderate activity
  • Halifax, Harbor Hopper (Moderate) — Moderate activity
  • Halifax, Taste of Halifax on Foot (Moderate) — Moderate activity
  • Halifax, Halifax & The Titanic Connection (Easy-Moderate) — Easy-Moderate activity

Published call times

  • September 19, 2027 · Arrival 16:00 · Departure 23:59 · Overnight stay
  • September 20, 2027 · Departure 14:00 · Overnight stay
September 21, 2027 TRANSIT CANSO CANAL Canada · Arrival 06:00 · Departure 07:00

About TRANSIT CANSO CANAL

TRANSIT CANSO CANAL 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 21, 2027 · Arrival 06:00 · Departure 07:00
September 21-22, 2027 CHARLOTTETOWN, PE Canada · 2-day overnight call · 7 listed experiences

About CHARLOTTETOWN, PE

CHARLOTTETOWN, PE is a Windstar destination in Canada within the Canada & New England sailing region. Across the current published program, locally focused experience themes include Views of Charlottetown, Historic Walking Tour & Lighthouse & Green Gables 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

  • Charlottetown, Historic Walking Tour (Moderate) — Moderate activity
  • Charlottetown, Concierge Collection: Taste The Town - A Culinary Walking Tour (Easy-Moderate) — Easy-Moderate activity
  • Charlottetown, Concierge Collection: PEI by Air (Easy-Moderate) — Easy-Moderate activity
  • Charlottetown, Views of Charlottetown (Easy) — Easy activity
  • Charlottetown, Concierge Collection: Mussels & Lobster Shore Boil (Easy-Moderate) — Easy-Moderate activity
  • Charlottetown, Lighthouse & Green Gables Tour (Easy-Moderate) — Easy-Moderate activity
  • Charlottetown, Concierge Collection: Fair Island Food Tour (Easy-Moderate) — Easy-Moderate activity

Published call times

  • September 21, 2027 · Arrival 15:00 · Departure 23:59 · Overnight stay
  • September 22, 2027 · Departure 16:00 · Overnight stay
September 23, 2027 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, Whale Watching (Moderate) — Moderate activity
  • Gaspe, Zodiac Marine Adventure — Moderate-Strenuous activity
  • Gaspe, Percé & Cruise around Bonaventure Island & Percé Sectors (Easy) — Easy activity
  • Gaspe, Panoramic Tour of Gaspe (Easy) — Easy activity
  • Gaspe, E-Bike Tour — Easy activity
  • Gaspe, Gin and Beer Heritage Tasting — Moderate activity
  • Gaspe, Walking in Forillon National Park (Moderate) — Moderate activity

Published call times

  • September 23, 2027 · Arrival 13:00 · Departure 19:00
September 24, 2027 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 24, 2027. 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 24, 2027 · No separately published port call
September 25-26, 2027 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 & Wine Tasting at Château Frontenac — Moderate 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 City, Historic Quebec with Montmorency Falls (Easy) — Easy activity
  • Quebec, Ile of Orleans Food Tour — Easy-Moderate activity
  • Quebec,,Walk, Fortification and Maple Toffee Tasting — Moderate activity
  • Quebec, Helicopter Tour- 30 Minute Flight — Moderate activity

Published call times

  • September 25, 2027 · Arrival 09:00 · Departure 23:59 · Overnight stay
  • September 26, 2027 · Departure 16:00 · Overnight stay
September 26, 2027 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 26, 2027 · Arrival 17:00 · Departure 21:00
September 27, 2027 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 27, 2027 · 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 16-27 2027, Star Pride sails 11 nights from BOSTON, MA to MONTREAL, QC. The published route brings together PORTLAND, ME, BAR HARBOR, ME, HALIFAX, 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 13 route entries, including embarkation, disembarkation, scenic passages, and any sea days exactly as published.

For PR20270916-11D, 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.

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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.

Request detailed information for Star Pride PR20270916-11D.

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Luxury cruise planning summary

Star Pride September 16-27 2027: is Voyage PR20270916-11D right for you?

This 11-night voyage aboard Star Pride sails BOSTON, MA to MONTREAL, QC, with calls including PORTLAND, BAR HARBOR, HALIFAX, and TRANSIT CANSO CANAL. Voyage PR20270916-11D 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 PORTLAND, BAR HARBOR, HALIFAX, and TRANSIT CANSO CANAL.
Why Deluxe Cruises
Personal guidance for Voyage PR20270916-11D, 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 PR20270916-11D with Deluxe Cruises?

Deluxe Cruises provides personal planning for Voyage PR20270916-11D, 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 PR20270916-11D?

For the September 16-27 2027 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 PR20270916-11D to request a personalized quote from Deluxe Cruises.

What is included and not included on Star Pride Voyage PR20270916-11D?

For the September 16-27, 2027 BOSTON, MA to MONTREAL, QC sailing aboard Star Pride: Cruise-only fares publish accommodation, onboard meals and entertainment, including specialty dining, 24-hour room service, the signature barbecue and welcome champagne. Wi-Fi, selected beer, wine and cocktails and gratuities are included only with an All-Inclusive fare or package or a qualifying promotion, not with every cruise-only booking. Spa, shore excursions and personal services can cost extra. The exact fare and booking confirmation control.

What bed is provided for a child or third guest on Star Pride Voyage PR20270916-11D?

For the September 16-27, 2027 BOSTON, MA to MONTREAL, QC sailing aboard Star Pride: Selected Star Plus suites publish third-guest capacity, but the current verified guide does not name the sleeping surface. Deluxe Cruises will confirm the exact suite number and will not assume a sofa bed, rollaway, Pullman or berth. Deluxe Cruises will confirm the exact room and occupancy before booking.

Are shore excursions included on Star Pride Voyage PR20270916-11D, and can Deluxe Cruises help with alternatives?

For the September 16-27, 2027 BOSTON, MA to MONTREAL, QC sailing aboard Star Pride: Windstar shore excursions are optional and charged separately unless the exact booking states otherwise. Watersports-platform access and the Open Bridge are conditional onboard features, not shore-excursion inclusions. Each tour and booking term must be checked. If a preferred shore experience is not included, Deluxe Cruises can compare independent alternatives and check whether a lower price or better value is available than booking through the cruise line. Availability and savings vary and are confirmed before purchase.

How does Internet and Wi-Fi work aboard Star Pride for Voyage PR20270916-11D?

For the September 16-27, 2027 BOSTON, MA to MONTREAL, QC sailing aboard Star Pride: Wi-Fi is included only with an All-Inclusive fare or package or a qualifying promotion, not every cruise-only fare. The published package permits up to two connected devices; coverage, speed and uninterrupted performance are not guaranteed. The exact booking confirmation controls.

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 PR20270916-11D 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 PR20270916-11D: 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.

How can I find the best cruise airfare for Star Pride Voyage PR20270916-11D?

For flights to BOSTON, MA before this Star Pride cruise and home from MONTREAL, QC after Voyage PR20270916-11D, compare schedules, fare rules, baggage allowances, connection times, and change options—not airfare alone. Visit the Deluxe Cruises Cruise Airfare page to explore flight options designed around your cruise and potential ways to save money. Airfares and savings vary, and Deluxe Cruises will help confirm suitable travel dates and connection time before booking.

Where can I review cruise travel insurance information?

Visit the Deluxe Cruises Cruise Travel Insurance page to prepare for a quote and compare optional protection with Travel Insured.

You can also search the Deluxe Cruises Cruise-Line Travel Insurance Directory for cruise-line-specific plan companies, insurer or administrator contacts, available policy-document links, and published pre-existing-condition purchase guidance. Plan terms and availability can change; the policy or certificate issued for your state controls.

How do I create a MyWindstar account and connect Star Pride Voyage PR20270916-11D after booking with Deluxe Cruises?

Before you begin: After Deluxe Cruises confirms Star Pride Voyage PR20270916-11D, use the email address associated with the Windstar reservation and Windstar's cruise-line confirmation details. Do not substitute a Deluxe Cruises invoice, receipt, or payment reference for a Windstar credential.

  1. Step 1 — Open Booked Guests: Choose Booked Guests or My Windstar from Windstar Cruises' official website.
  2. Step 2 — Create or open the account: Sign in with the registered email and password, or choose the account-creation option and use the email associated with the reservation. Existing Yacht Club members can follow Windstar's published profile instructions for their membership number and initial PIN.
  3. Step 3 — Use password recovery when needed: If the email already belongs to an account, use Forgot Password and follow Windstar's reset instructions instead of creating a duplicate.
  4. Step 4 — Find the voyage: Look for Star Pride Voyage PR20270916-11D after sign-in and complete any matching or guest-information prompts Windstar displays. A current public manual booking-link field sequence has not been verified.
  5. Step 5 — Review available planning: Use My Windstar for the itinerary and released booked-guest services, including applicable shore excursions, transfers, hotels, add-ons, and other planning information.

If Star Pride Voyage PR20270916-11D does not appear, verify that the My Windstar email matches the reservation, then contact Deluxe Cruises so your advisor can confirm the booking details with Windstar.

Portal functions and advance options vary by voyage and booking stage. Deluxe Cruises remains your travel advisor for reservation changes and assistance. Keep your My Windstar password private.

Ask Deluxe CruisesView Suites & Deck PlansEmail a cruise specialist
Ready to reserve Star Pride September 16-27 2027?

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