Windstar Cruises luxury itinerary
Wind Surf March 13-20 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.
March 13-20 2027 · Voyage SU20270313-7D
Ports & shore experiences
Published journey: Beach Fun & Sun: A Remote Caribbean Getaway
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 · 20 verified voyage-specific shore experiences · 1 panel with planning notices
Official voyage overview
Bask on remote beaches resplendent in natural beauty during this relaxing and uncrowded getaway to secluded Caribbean destinations Windstar specializes in. Board a private speedboat bound for Little Bay, Anguilla’s smallest and most private beach, then snorkel among flitting grunts, wrasses and snappers. Guide your own rigid inflatable boat (RIB) through Sir Francis Drake Waterway bays and isles around Jost Van Dyke. Sink in solitude to the silent depths where an 1867 steamship rests, an iconic Tortola dive site that doubled as an underwater movie set. Embark from our yacht’s onboard Marina Platform on your own self-directed snorkeling and kayaking adventures. Find the warm sunset twilight during an overnight port stay at Virgin Gorda. Windstar invites you to join us for our private Signature Beach Party, a fun in the sun affair, full of the rhythm and joy of the Caribbean.
March 13 & March 20, 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 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 experiences currently listed
- St. Maarten: America's Cup Sailboat Racing with Transfer to Windstar Hotel — Moderate-Strenuous activity
- St. Maarten, Post Island Tour with Transfer to Hotel (Easy) — Easy-Moderate activity
- St. Maarten, Post Island Tour with Transfer to Airport (Easy) — Easy activity
- St. Maarten, Concierge Collection: Half Day Private Island Tour in SUV or Deluxe Mini Van (Easy) — Easy activity
- St. Maarten: America's Cup Sailboat Racing with Transfer to Airport — Moderate-Strenuous activity
Published call times
- March 13, 2027 · Embarkation · Departure 19:00
- March 20, 2027 · Arrival 06:00 · Disembarkation
March 14, 2027 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 experiences currently listed
- Falmouth Harbour, Make Your Own Rum (Easy-Moderate) — Easy-Moderate activity
- Falmouth Harbour, Swim with the Stingrays (Moderate) — Moderate activity
- Falmouth Harbour, Antigua Beach Escape (Easy) — Easy activity
- Falmouth Harbour, Nelson's Dockyard Walking Tour & Boat around English Harbour (Easy-Moderate) — Easy-Moderate activity
- Falmouth Harbour, Open Course Canopy Challenge (Strenuous) — Strenuous activity
Published call times
- March 14, 2027 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
March 15, 2027 ROAD BAY, ANGUILLA
About ROAD BAY, ANGUILLA
ROAD BAY, ANGUILLA gives this stage of the itinerary its individual destination focus. Board a private speedboat bound for Little Bay, Anguilla’s smallest and most private beach, then snorkel among flitting grunts, wrasses and snappers. This context places the destination within the Caribbean route; exact call times and any experiences published for this sailing are listed below.
Shore experiences currently listed
- Road Bay, Shoal Bay Beach Transfer (Easy) — Easy activity
- Road Bay, Snorkel Adventure by Speedboat (Moderate-Strenuous) — Moderate-Strenuous activity
- Road Bay, Island Exploration by Moke — Strenuous activity
- Road Bay, Iconic Island Highlights with Salt Tasting and Beach Time — Easy activity
Published call times
- March 15, 2027 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
March 16, 2027 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. Sink in solitude to the silent depths where an 1867 steamship rests, an iconic Tortola dive site that doubled as an underwater movie set.
Shore experiences currently listed
- Tortola, Tortola Jeep & Beach Tour (Moderate) — Moderate activity
- Soper's Hole: Cane Garden Bay Beach Break (Moderate) — Moderate activity
- Tortola, Tortola Scenic Island Tour(Easy) — Easy activity
Published call times
- March 16, 2027 · Arrival 08:00 · Departure 18:00 · Watersports platform scheduled
March 16-17, 2027 GREAT HARBOUR, JOST VAN DYKE
About GREAT HARBOUR, JOST VAN DYKE
GREAT HARBOUR, JOST VAN DYKE gives this stage of the itinerary its individual destination focus. Guide your own rigid inflatable boat (RIB) through Sir Francis Drake Waterway bays and isles around Jost Van Dyke. This context places the destination within the Caribbean route; exact call times and any experiences published for this sailing are listed below.
Shore experiences currently listed
- Jost Van Dyke, Catamaran Cruise & Swim to Norman Island (Moderate-Strenuous) — Moderate-Strenuous activity
Published call times
- March 16, 2027 · Arrival 19:00 · Departure 23:59 · Overnight stay · Watersports platform scheduled
- March 17, 2027 · Departure 22:00 · Overnight stay · Watersports platform scheduled
March 18, 2027 VIRGIN GORDA/PRICKLY PEAR, BVI
About VIRGIN GORDA/PRICKLY PEAR, BVI
VIRGIN GORDA/PRICKLY PEAR, BVI gives this stage of the itinerary its individual destination focus. Find the warm sunset twilight during an overnight port stay at Virgin Gorda. This context places the destination within the Caribbean route; exact call times and any experiences published for this sailing are listed 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 18, 2027 · Arrival 08:00 · Departure 17:00
March 19, 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 & St. Barts: Independent Explorer by Car. 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 19, 2027 · Arrival 08:00 · Departure 22:00 · Watersports platform scheduled
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 March 13-20 2027, Wind Surf sails 7 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 9 route entries, including embarkation, disembarkation, scenic passages, and any sea days exactly as published.
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