Beach Fun & Sun: A Remote Caribbean Getaway
Jan 24, 2026 — Jan 31, 2026
Starting from
PHILIPSBURG, ST. MAARTEN → PHILIPSBURG, ST. MAARTEN
7 Nights on Wind Spirit
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.
Popular Highlights
Relax on the sands of Norman Island, inspiration for Robert Louis Stevenson’s Treasure Island.
Find your perfect spot on the beach while you sample some of the most delicious rum punch found in the Caribbean at Road Bay.
Stroll Pusser’s Landing, the charming boardwalk of Soper’s Hole, on your way to a secluded beach.
Overnight in Virgin Gorda with plenty of time to see lovely beaches like The Baths, Spring Bay and Savannah Bay.
Snorkel among the sea sponges and angelfish in Jost Van Dyke’s Sandy Spit.
Discover the culinary delights of both the Signature Beach Party and the Signature Onboard Barbecue.
Staterooms
Staterooms description here
Available Dates
| Date | Yacht | Starting from | Actions |
|---|---|---|---|
| Dec 14 (Sun) – Dec 21 (Sun), 2025December 14 (Sun) – December 21 (Sun), 2025 | Wind Surf | $5,132 | |
| Dec 28 (Sun) – Jan 4 (Sun), 2026December 28 (Sun) – January 4 (Sun), 2026 | Wind Surf | $7,734 | |
| Jan 4 (Sun) – Jan 11 (Sun), 2026January 4 (Sun) – January 11 (Sun), 2026 | Wind Surf | $6,620 | |
| Jan 31 (Sat) – Feb 7 (Sat), 2026January 31 (Sat) – February 7 (Sat), 2026 | Wind Spirit | $8,320 | |
| Feb 14 (Sat) – Feb 21 (Sat), 2026February 14 (Sat) – February 21 (Sat), 2026 | Wind Spirit | Starting price not available | Call for availability |
| Mar 7 (Sat) – Mar 14 (Sat), 2026March 7 (Sat) – March 14 (Sat), 2026 | Wind Surf | $6,734 | |
| Mar 14 (Sat) – Mar 21 (Sat), 2026March 14 (Sat) – March 21 (Sat), 2026 | Wind Surf | $6,534 | |
| Mar 28 (Sat) – Apr 4 (Sat), 2026March 28 (Sat) – April 4 (Sat), 2026 | Wind Surf | $7,534 |