Windstar Cruises luxury itinerary
Wind Surf February 27-March 12 2028 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.
February 27-March 12 2028 · Voyage SU20280227-14D
Ports & shore experiences
Published journey: Star Collector: Caribbean 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.
12 destination panels · 16 verified voyage-specific shore experiences · 9 panels with planning notices
Official voyage overview
Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Barbuda, Soper’s Hole in Tortola, Gustavia in St. Barthémy, St. Lucia’s Pigeon Island and much more.
February 27, March 5 & March 12, 2028 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 Half Day Private Island Tour in SUV or Deluxe Mini Van, America's Cup Sailboat Racing with Transfer to Airport & America's Cup Sailboat Racing 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
- February 27, 2028 · Embarkation · Departure 19:00
- March 5, 2028 · Arrival 06:00 · Departure 19:00
- March 12, 2028 · Arrival 06:00 · Disembarkation
February 28, 2028 FALMOUTH HARBOUR, ANTIGUA
About FALMOUTH HARBOUR, ANTIGUA
FALMOUTH HARBOUR, ANTIGUA is a Windstar destination in Antigua and Barbuda within the Caribbean sailing region. Across the current published program, locally focused experience themes include Antigua Beach Escape, Make Your Own Rum & Swim with the Stingrays. 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
- February 28, 2028 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
February 29, 2028 ROAD BAY, ANGUILLA
About ROAD BAY, ANGUILLA
ROAD BAY, ANGUILLA is a Windstar destination in Anguilla within the Caribbean 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
- February 29, 2028 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
March 1, 2028 SOPER'S HOLE, TORTOLA, BVI
About SOPER'S HOLE, TORTOLA, BVI
SOPER'S HOLE, TORTOLA, BVI gives this stage of the itinerary its individual destination focus. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Barbuda, Soper’s Hole in Tortola, Gustavia in 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
- March 1, 2028 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
March 1-2, 2028 GREAT HARBOUR, JOST VAN DYKE
About GREAT HARBOUR, JOST VAN DYKE
GREAT HARBOUR, JOST VAN DYKE is a Windstar destination in British Virgin Islands within the Caribbean sailing region. Across the current published program, locally focused experience themes include Catamaran Cruise & Swim to Norman 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 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
- March 1, 2028 · Arrival 19:00 · Departure 23:59 · Overnight stay · Watersports platform scheduled
- March 2, 2028 · Departure 22:00 · Overnight stay · Watersports platform scheduled
March 3, 2028 VIRGIN GORDA/PRICKLY PEAR, BVI
About VIRGIN GORDA/PRICKLY PEAR, BVI
VIRGIN GORDA/PRICKLY PEAR, BVI is a Windstar destination in British Virgin Islands within the Caribbean sailing region. Across the current published program, locally focused experience themes include Highlights & Bath Tour & Snorkel 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
- Virgin Gorda: Snorkel Adventure (Moderate-Strenuous) — Moderate-Strenuous activity
- Virgin Gorda: Highlights & Bath Tour (Moderate) — Strenuous activity
Published call times
- March 3, 2028 · Arrival 08:00 · Departure 17:00
March 4 & March 11, 2028 GUSTAVIA, ST. BARTHELEMY
About GUSTAVIA, ST. BARTHELEMY
GUSTAVIA, ST. BARTHELEMY gives this stage of the itinerary its individual destination focus. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Barbuda, Soper’s Hole in Tortola, Gustavia in 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
- March 4, 2028 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
- March 11, 2028 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
March 6, 2028 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, Quad Biking Adventure (Strenuous) — Strenuous activity
- Charlestown, Yachtsmanl Beach Escape — Easy-Moderate activity
- Charlestown, Concierge Collection: Deep Sea Fishing (Moderate-Strenuous) — Moderate-Strenuous activity
- Charlestown, Quad Biking Adventure Single — Strenuous activity
- Charlestown, Coastal Boat Cruise Snorkel Adventure (Strenuous) — Strenuous activity
- Charlestown, Montravers Hike & Beach Break with Lunch — Moderate-Strenuous activity
- Charlestown, Nevis Half Island & Botanical Garden — Easy-Moderate activity
Published call times
- March 6, 2028 · Arrival 08:00 · Departure 17:00
March 7, 2028 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
- March 7, 2028 · Arrival 08:00 · Departure 16:00
March 8, 2028 MAYREAU
About MAYREAU
MAYREAU is a Windstar destination in Saint Vincent and the Grenadines within the Caribbean sailing region. Across the current published program, locally focused experience themes include Tobago Cays Escape. 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
- March 8, 2028 · Arrival 08:00 · Departure 17:00
March 9, 2028 LES SAINTES, GUADELOUPE
About LES SAINTES, GUADELOUPE
LES SAINTES, GUADELOUPE is a Windstar destination in Guadeloupe within the Caribbean sailing region. Across the current published program, locally focused experience themes include Historic Tastes & Treasures of Fort Napoleon, Snorkel Experience in Les Saintes & Terre de Haut Panoramic 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 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
- March 9, 2028 · Arrival 12:00 · Departure 18:00 · Watersports platform scheduled
March 10, 2028 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 St Kitts Quad ATV Adventure, Island History & Rum Tasting & Sky Safari Zipline 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
- Basseterre: Snorkel Safari (Moderate) — Moderate activity
- 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, Island History & Rum Tasting — Moderate activity
- Basseterre: St Kitts Quad ATV Adventure — Strenuous activity
Published call times
- March 10, 2028 · Arrival 08:00 · Departure 22:00
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 February 27-March 12 2028, Wind Surf sails 14 nights from PHILIPSBURG, ST. MAARTEN to PHILIPSBURG, ST. MAARTEN. The published route brings together FALMOUTH HARBOUR, ANTIGUA, ROAD BAY, ANGUILLA, SOPER'S HOLE, TORTOLA, BVI, GREAT HARBOUR, JOST VAN DYKE, 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 16 route entries, including embarkation, disembarkation, scenic passages, and any sea days exactly as published.
For SU20280227-14D, 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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