Windstar Cruises luxury itinerary
Wind Surf November 28-December 5 2027 Cruise & Offers
PHILIPSBURG, ST. MAARTEN to PHILIPSBURG, ST. MAARTEN
Review the complete published itinerary, source-status notes, suite guidance, and current offer assistance with Deluxe Cruises.
November 28-December 5 2027 · Voyage SU20271128-7D
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.
7 destination panels · 13 verified voyage-specific shore experiences · 5 panels with planning notices
Official voyage overview
From the lush volcanic landscapes of Nevis Peak to the captivating charm of Les Saintes; hidden coves and secret beaches to exotic markets and lively cafés, you’ll discover the best of this region on a single Caribbean voyage. Sandy beaches, turquoise waters, verdant hills, and beautiful waterfalls blend seamlessly with the music, flavors, and joie de vivre that define Caribbean life.
November 28 & December 5, 2027 PHILIPSBURG, ST. MAARTEN
About PHILIPSBURG, ST. MAARTEN
PHILIPSBURG, ST. MAARTEN is a Windstar destination in Sint Maarten within the Caribbean sailing region. Across the current published program, locally focused experience themes include America's Cup Sailboat Racing with Transfer to Airport, America's Cup Sailboat Racing with Transfer to Windstar Hotel & Post Island Tour with Transfer to 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
- November 28, 2027 · Embarkation · Departure 19:00
- December 5, 2027 · Arrival 06:00 · Disembarkation
November 29, 2027 CHARLESTOWN
About CHARLESTOWN
CHARLESTOWN is a Windstar destination in Saint Kitts and Nevis within the Caribbean sailing region. Across the current published program, locally focused experience themes include Yachtsmanl Beach Escape, Quad Biking Adventure Single & Quad Biking 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
- Charlestown, Montravers Hike & Beach Break with Lunch — Moderate-Strenuous activity
- Charlestown, Coastal Boat Cruise Snorkel Adventure (Strenuous) — Strenuous activity
- Charlestown, Quad Biking Adventure (Strenuous) — Strenuous activity
- Charlestown, Quad Biking Adventure Single — Strenuous activity
- Charlestown, Nevis Half Island & Botanical Garden — Easy-Moderate activity
- Charlestown, Yachtsmanl Beach Escape — Easy-Moderate activity
Published call times
- November 29, 2027 · Arrival 08:00 · Departure 17:00
November 30, 2027 ROSEAU, DOMINICA
About ROSEAU, DOMINICA
ROSEAU, DOMINICA is a Windstar destination in Dominica within the Caribbean sailing region. Across the current published program, locally focused experience themes include River Tubing Adventure, 4X4 Waterfall & Rainforest & Dominica in a Day. 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 30, 2027 · Arrival 08:00 · Departure 16:00
December 1, 2027 MAYREAU
About MAYREAU
MAYREAU is a Windstar call in Saint Vincent and the Grenadines within the Caribbean sailing region. The destination adds a locally specific setting between neighboring calls, with the published schedule defining the available time ashore. Travelers can use the exact timetable below to plan sightseeing and confirm any current destination options with Deluxe Cruises.
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
- December 1, 2027 · Arrival 08:00 · Departure 17:00
December 2, 2027 LES SAINTES, GUADELOUPE
About LES SAINTES, GUADELOUPE
LES SAINTES, GUADELOUPE gives this stage of the itinerary its individual destination focus. From the lush volcanic landscapes of Nevis Peak to the captivating charm of Les Saintes; hidden coves and secret beaches to exotic markets and lively cafés, you’ll discover the best of this region on a single Caribbean voyage.
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
- December 2, 2027 · Arrival 12:00 · Departure 18:00 · Watersports platform scheduled
December 3, 2027 GUSTAVIA, ST. BARTHELEMY
About GUSTAVIA, ST. BARTHELEMY
GUSTAVIA, ST. BARTHELEMY is a Windstar destination in Saint Barthelemy within the Caribbean sailing region. Across the current published program, locally focused experience themes include St. Barts: Intimate Island Tour, Jet Ski & Sailing Catamaran to St Barth Nature Reserve. 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
- December 3, 2027 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
December 4, 2027 BASSETERRE, ST. KITTS
About BASSETERRE, ST. KITTS
BASSETERRE, ST. KITTS is a Windstar destination in Saint Kitts and Nevis within the Caribbean sailing region. Across the current published program, locally focused experience themes include Snorkel Safari, St Kitts Quad ATV Adventure & Island History & Rum Tasting. 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
- Basseterre, Nevis Panoramic and Beach Tour (Easy-Moderate) — Easy-Moderate activity
- Basseterre: Sky Safari Zipline Adventure (Strenuous) — Strenuous activity
- Basseterre, Brimstone Hill Fortress & Fairview Great House — Easy-Moderate activity
- Basseterre, Concierge Collection: Caribbean Cooking, History & Folklore in St. Kitts (Easy) — Easy activity
- Basseterre: St Kitts Quad ATV Adventure — Strenuous activity
- Basseterre, Island History & Rum Tasting — Moderate activity
- Basseterre: Snorkel Safari (Moderate) — Moderate activity
Published call times
- December 4, 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
PHILIPSBURG, ST. MAARTEN to PHILIPSBURG, ST. MAARTEN aboard Wind Surf
On November 28-December 5 2027, Wind Surf sails 7 nights from PHILIPSBURG, ST. MAARTEN to PHILIPSBURG, ST. MAARTEN. The published route brings together CHARLESTOWN, ROSEAU, DOMINICA, MAYREAU, LES SAINTES, GUADELOUPE, 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 8 route entries, including embarkation, disembarkation, scenic passages, and any sea days exactly as published.
Personalized cruise planning with Windstar Cruises
Ask Deluxe Cruises about Wind Surf Voyage SU20271128-7D
Considering the November 28-December 5, 2027 Wind Surf sailing, Voyage SU20271128-7D? A Deluxe Cruises specialist can verify this itinerary's current status and availability and assist with stateroom or suite selection and deck location, fare and inclusion comparisons, eligible offers, available amenities, and personalized planning.
We may have access to eligible pricing and amenities that are not displayed online. Before placing a deposit, ask us to compare a current like-for-like offer and review the value we can confirm for your requested sailing with Windstar Cruises.
Comparable offers must be current and verifiable for the same ship or program, departure, accommodation category, fare terms, and inclusions. All fares, offers, and amenities are subject to eligibility, availability, and terms set by Windstar Cruises.