Beach Fun & Sun: A Remote Caribbean Getaway
GO ALL IN
Go All In
Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.
7 nights
Wind Surf
2 Jan '27Cruise overview
Bask on remote beaches resplendent in natural beauty during this relaxing, unrushed, and uncrowded 7-day 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 Windstar’s onboard Watersports Platform on your own self-directed snorkeling and kayaking adventures. Find the warm sunset twilight during an overnight port stay at Virgin Gorda. Windstar takes you to the secret beaches and 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.
Itinerary
Philipsburg
The capital of Dutch St. Maarten stretches about a mile (1½ km) along an isthmus between Great Bay and the Salt Pond and has five parallel streets. Most of the village’s dozens of shops and restaurants are on Front Street, narrow and cobblestone, closest to Great Bay. It’s generally congested when cruise ships are in port, because of its many duty-free shops and several casinos. Little lanes called steegjes connect Front Street with Back Street, which has fewer shops and considerably less congestion. Along the beach is a ½-mile-long (1-km-long) boardwalk with restaurants and several Wi-Fi hot spots.Wathey Square (pronounced watty) is in the heart of the village. Directly across from the square are the town hall and the courthouse, in a striking white building with cupola. The structure was built in 1793 and has served as the commander’s home, a fire station, a jail, and a post office. The streets surrounding the square are lined with hotels, duty-free shops, restaurants, and cafés. The Captain Hodge Pier, just off the square, is a good spot to view Great Bay and the beach that stretches alongside.
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Falmouth
Road Bay
Sopers Hole, Tortola
Great Harbour, Jost Van Dyke
At sea
Gustavia
Philipsburg
Gracious Staterooms
Amenities
- Queen or Twin Configuration
- Lounge Area
- Shower
- Toiletries Provided
- Room Service Available
- Suite Benefits
- TV
- Wi-Fi (Additional Cost)
- Safe
- Hair Dryer
- Desk
- Vanity Area
- Telephone
- Mini Bar (Additional Cost)
Ship features
Wind Surf marries classic sailing romance with modern yacht comforts and upscale amenities.
- Five large sails up to 67.5 m high
- Full-service spa, fitness centre and wellness offerings
- Multiple dining outlets including AmphorA, Stella Bistro and Candles
- Open-bridge policy allowing guest visits
- Watersports platform with snorkeling, paddleboards etc.
- Indoor & outdoor lounges, bars, library, photo gallery
- Pools, two whirlpools and reclining decks
- Boutique shopping and signature shop
