Windstar Cruises luxury itinerary

Wind Surf November 5-28 2027 Cruise & Offers

LISBON to PHILIPSBURG, ST. MAARTEN

VoyageSU20271105-23D DatesNovember 5-28 2027 Duration23 nights ShipWind Surf

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

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Wind Surf November 5-28 2027 route map from LISBON to PHILIPSBURG, ST. MAARTEN
Wind Surf · Voyage SU20271105-23D · LISBON to PHILIPSBURG, ST. MAARTEN · local schematic map based on the published itinerary sequence

November 5-28 2027 ยท Voyage SU20271105-23D

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 · 11 verified voyage-specific shore experiences · 8 panels with planning notices

Official voyage overview

Cruise from Portugal across the Atlantic to white Caribbean beaches, vibrant tropical fish and savory West Indies cuisine during this 19-day transatlantic crossing. Relax, unwind and refocus with back-to-back spa days throughout your ocean crossing and dine on award-winning meals. Relive history while sailing aboard a former America's Cup competition sailboat or cook up delicious French meals with a certified chef in Philipsburg, St. Maarten. Roll out in offroad vehicles for an unrushed day of snorkeling on Tortola's secluded beaches. Swim and frolic with dolphins near Jost Van Dyke in the British Virgin Islands. Snorkel above colorful coral and dizzying schools of curious fish on Virgin Gorda in the British Virgin Islands. Glide over a sunken ship in a semi-submersible and take in a glowing Caribbean sunset during a catamaran cruise off Gustavia's tropical beaches on St. Barts.

November 5, 2027 LISBON Portugal · Departure 17:00

About LISBON

LISBON is a Windstar destination in Portugal within the Transoceanic sailing region. Across the current published program, locally focused experience themes include Highlights with Transfer to Airport, Half Day Private Car & Guide & Half Day Private Van & Guide. 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

  • November 5, 2027 · Embarkation · Departure 17:00
12 sea days · November 6-November 18, 2027 Sea Days International waters · No separately published port call

Published sea days aboard Wind Surf

The official Windstar timetable names no port call on 12 sea days · November 6-November 18, 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

  • November 6, 2027 · No separately published port call
  • November 7, 2027 · No separately published port call
  • November 9, 2027 · No separately published port call
  • November 10, 2027 · No separately published port call
  • November 11, 2027 · No separately published port call
  • November 12, 2027 · No separately published port call
  • November 13, 2027 · No separately published port call
  • November 14, 2027 · No separately published port call
  • November 15, 2027 · No separately published port call
  • November 16, 2027 · No separately published port call
  • November 17, 2027 · No separately published port call
  • November 18, 2027 · No separately published port call
November 8, 2027 FUNCHAL, MADEIRA Portugal · Arrival 08:00 · Departure 15:00 · 7 listed experiences

About FUNCHAL, MADEIRA

FUNCHAL, MADEIRA is a Windstar destination in Portugal within the Transoceanic sailing region. Across the current published program, locally focused experience themes include Forest 4X4 with Wine Tasting, Walking Tour with Wine Tasting & Tobogan Ride & Pico dos Barcelos. 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

  • Funchal, Cabo Girao & Ribeira Brava (Moderate) — Moderate activity
  • Funchal, Quinta House with Tea and Gardens ( Easy-Moderate) — Easy-Moderate activity
  • Funchal, Forest 4X4 with Wine Tasting — Moderate activity
  • Funchal, Walking Tour with Wine Tasting (Moderate) — Moderate activity
  • Funchal, Tobogan Ride & Pico dos Barcelos (Moderate) — Moderate activity
  • Funchal, Panoramic Drive & Tuk Tuk Stroll (Moderate) — Moderate activity
  • Funchal, City Highlights and Cable Car (Strenuous) — Strenuous activity

Published call times

  • November 8, 2027 · Arrival 08:00 · Departure 15:00
November 19, November 25 & November 26, 2027 GREAT HARBOUR, JOST VAN DYKE British Virgin Islands · 3-day overnight call

About GREAT HARBOUR, JOST VAN DYKE

GREAT HARBOUR, JOST VAN DYKE gives this stage of the itinerary its individual destination focus. Swim and frolic with dolphins near Jost Van Dyke in the British Virgin Islands. This context places the destination within the Transoceanic route; exact call times and any experiences published for this sailing are listed 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

  • November 19, 2027 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
  • November 25, 2027 · Arrival 19:00 · Departure 23:59 · Overnight stay · Watersports platform scheduled
  • November 26, 2027 · Departure 22:00 · Overnight stay · Watersports platform scheduled
November 20 & November 28, 2027 PHILIPSBURG, ST. MAARTEN Sint Maarten · 2 published calls

About PHILIPSBURG, ST. MAARTEN

PHILIPSBURG, ST. MAARTEN gives this stage of the itinerary its individual destination focus. Relive history while sailing aboard a former America's Cup competition sailboat or cook up delicious French meals with a certified chef in Philipsburg, St. Maarten.

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

  • November 20, 2027 · Arrival 06:00 · Departure 19:00
  • November 28, 2027 · Arrival 06:00 · Disembarkation
November 21, 2027 GUSTAVIA, ST. BARTHELEMY Saint Barthelemy · Arrival 08:00 · Departure 22:00

About GUSTAVIA, ST. BARTHELEMY

GUSTAVIA, ST. BARTHELEMY gives this stage of the itinerary its individual destination focus. Glide over a sunken ship in a semi-submersible and take in a glowing Caribbean sunset during a catamaran cruise off Gustavia's tropical beaches on St.

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

  • November 21, 2027 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
November 22, 2027 ST. JOHN'S, ANTIGUA Antigua and Barbuda · Arrival 08:00 · Departure 22:00 · 2 listed experiences

About ST. JOHN'S, ANTIGUA

ST. JOHN'S, ANTIGUA is a Windstar destination in Antigua and Barbuda within the Transoceanic sailing region. Across the current published program, locally focused experience themes include Beach Escape & Jet Ski Adventure. 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, Beach Escape (Easy) — Easy activity
  • St John's, Concierge Collection, Jet Ski Adventure (Moderate-Strenuous) — Moderate-Strenuous activity

Published call times

  • November 22, 2027 · Arrival 08:00 · Departure 22:00
November 23, 2027 DESHAIES Guadeloupe · Arrival 07:00 · Departure 17:00

About DESHAIES

Deshaies is a small fishing village on Guadeloupe’s lush Basse-Terre coast, gathered around a calm bay backed by green hills. Colorful waterfront buildings, nearby beaches, and a celebrated botanical garden give the stop an intimate scale. Rainforest scenery and Creole culture shape the wider island experience.

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

  • November 23, 2027 · Arrival 07:00 · Departure 17:00
November 24, 2027 ROAD BAY, ANGUILLA Anguilla · Arrival 08:00 · Departure 18:00

About ROAD BAY, ANGUILLA

ROAD BAY, ANGUILLA is a Windstar destination in Anguilla within the Transoceanic sailing region. Across the current published program, locally focused experience themes include Island Exploration by Moke, Shoal Bay Beach Transfer & Snorkel Adventure by Speedboat. 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

  • November 24, 2027 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
November 25, 2027 SOPER'S HOLE, TORTOLA, BVI British Virgin Islands · Arrival 08:00 · Departure 18:00

About SOPER'S HOLE, TORTOLA, BVI

SOPER'S HOLE, TORTOLA, BVI gives this stage of the itinerary its individual destination focus. Roll out in offroad vehicles for an unrushed day of snorkeling on Tortola's secluded beaches. This context places the destination within the Transoceanic route; exact call times and any experiences published for this sailing are listed 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

  • November 25, 2027 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
November 27, 2027 VIRGIN GORDA/PRICKLY PEAR, BVI British Virgin Islands · Arrival 08:00 · Departure 17:00 · 2 listed experiences

About VIRGIN GORDA/PRICKLY PEAR, BVI

VIRGIN GORDA/PRICKLY PEAR, BVI gives this stage of the itinerary its individual destination focus. Swim and frolic with dolphins near Jost Van Dyke in the British Virgin Islands. Snorkel above colorful coral and dizzying schools of curious fish on Virgin Gorda in the British Virgin Islands.

Shore experiences currently listed

  • Virgin Gorda: Snorkel Adventure (Moderate-Strenuous) — Moderate-Strenuous activity
  • Virgin Gorda: Highlights & Bath Tour (Moderate) — Strenuous activity

Published call times

  • November 27, 2027 · Arrival 08:00 · Departure 17:00

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

LISBON to PHILIPSBURG, ST. MAARTEN aboard Wind Surf

On November 5-28 2027, Wind Surf sails 23 nights from LISBON to PHILIPSBURG, ST. MAARTEN. The published route brings together FUNCHAL, MADEIRA, GREAT HARBOUR, JOST VAN DYKE, PHILIPSBURG, ST. MAARTEN, GUSTAVIA, ST. BARTHELEMY, 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 SU20271105-23D, 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 Wind Surf SU20271105-23D.

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Luxury cruise planning summary

Wind Surf November 5-28 2027: is Voyage SU20271105-23D right for you?

This 23-night voyage aboard Wind Surf sails LISBON to PHILIPSBURG, ST. MAARTEN, with calls including Sea Days, FUNCHAL, GREAT HARBOUR, and GUSTAVIA and 1 published sea day. Voyage SU20271105-23D 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 23-night LISBON to PHILIPSBURG, ST. MAARTEN aboard Wind Surf, including Sea Days, FUNCHAL, GREAT HARBOUR, and GUSTAVIA.
Why Deluxe Cruises
Personal guidance for Voyage SU20271105-23D, 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 Wind Surf Voyage SU20271105-23D with Deluxe Cruises?

Deluxe Cruises provides personal planning for Voyage SU20271105-23D, 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 SU20271105-23D?

For the November 5-28 2027 LISBON to PHILIPSBURG, ST. MAARTEN, 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 SU20271105-23D to request a personalized quote from Deluxe Cruises.

What is included and not included on Wind Surf Voyage SU20271105-23D?

For the November 5-28, 2027 LISBON to PHILIPSBURG, ST. MAARTEN sailing aboard Wind Surf: 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 Wind Surf Voyage SU20271105-23D?

For the November 5-28, 2027 LISBON to PHILIPSBURG, ST. MAARTEN sailing aboard Wind Surf: Wind Class primary-bed and occupancy arrangements vary by yacht and category. A child or third-guest sleeping surface is not safely verified, so Deluxe Cruises will confirm the exact room and will not assume an extra bed. Deluxe Cruises will confirm the exact room and occupancy before booking.

Are shore excursions included on Wind Surf Voyage SU20271105-23D, and can Deluxe Cruises help with alternatives?

For the November 5-28, 2027 LISBON to PHILIPSBURG, ST. MAARTEN sailing aboard Wind Surf: 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 Wind Surf for Voyage SU20271105-23D?

For the November 5-28, 2027 LISBON to PHILIPSBURG, ST. MAARTEN sailing aboard Wind Surf: 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 Wind Surf's verified headline statistics?
342Guests
213Crew
6Guest decks
535 ft at the waterline; 615 ft including bowspritLength
14,745 GRTGross tonnage
What clothes should I bring for this November itinerary?

Deluxe Cruises packing guidance for this November 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 Wind Surf?
  • 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 Wind Surf 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 Wind Surf 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 SU20271105-23D before reserving.

Can children and babies sail aboard Wind Surf?
  • 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 SU20271105-23D: do not assume a supervised program, babysitting, crib, or child-specific service unless it is confirmed for this sailing.

How does Wind Surf 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 Wind Surf?
  • 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.

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.

Ask Deluxe CruisesView Suites & Deck PlansEmail a cruise specialist
Ready to reserve Wind Surf November 5-28 2027?

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