Beach Fun & Sun: A Remote Caribbean Getaway

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Voyage Code: WIND1000532
moon 7 nights
anchorWind Spirit
calendar 21 Feb '26

Cruise 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.

Philipsburg
Road Bay
Sopers Hole, Tortola
Sopers Hole, Tortola
Great Harbour, Jost Van Dyke
Gustavia
Philipsburg

Itinerary

Day 1

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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Day 2

at-sea At sea

Day 3

Road Bay

Day 4

Sopers Hole, Tortola

Day 5

Sopers Hole, Tortola

Day 6

Great Harbour, Jost Van Dyke

Day 7

Gustavia

Day 8

Philipsburg

Gracious Stateroomfrom£2,129pp
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Gracious Stateroom

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The Gracious Stateroom offers timeless nautical charm with all the comforts of a modern luxury retreat. Featuring ocean-view portholes, a queen-size bed (convertible to twins), sitting area and marble-finished bathroom, it provides a calm, light-filled sanctuary where guests can unwind in true Windstar style.

Amenities

  • Queen or Twin Configuration
  • Shower
  • Bath
  • Toiletries Provided
  • TV
  • Wi-Fi (Additional Cost)
  • Safe
  • Hair Dryer
  • Lounge Area
  • Telephone

Ship features

Wind Spirit offers elegant sails, versatile amenities and a relaxed small-ship experience.

Overview
Accommodation
Dining
Amenities
Spa
Entertainment
Families
  • Four tall sailing masts and rigging
  • Open-bridge access for guests to observe navigation
  • Spa, sauna, and wellness facilities
  • Water-sports platform with snorkeling, kayaking and paddleboards
  • Library, lounges and bar for casual socialising
  • Swimming pool and lounge decks
  • Boutique shop onboard
  • Comfortable interiors with teak, polished wood and marine styling