Classic Caribbean
Feb 7, 2026 — Feb 14, 2026
Starting from
PHILIPSBURG, ST. MAARTEN → PHILIPSBURG, ST. MAARTEN
7 Nights on Wind Spirit
From the stunning drama of the Pitons to the captivating charm of Les Saintes; hidden coves and secret beaches to exotic markets and lively cafés, you’ll discover the best of this region with one single Caribbean voyage. Sandy beaches, turquoise waters, lush mountains, and beautiful waterfalls blend with the music, tastes, and joie de vivre unique to the Caribbean life.




Popular Highlights
Discover St. Lucia’s UNESCO site when you see the twin Pitons rising majestically from the turquoise sea.
Savor the distinctive French charm of enchanting Les Saintes.
Embrace the island life on St. Kitt’s one-of-a-kind Shipwreck Beach.
Indulge yourself at Windstar's Signature Beach Party with plenty of Caribbean flavors and spirit to savor and share.
Enjoy the unspoiled paradise of Pinney’s Beach where Nevis volunteers tag sea turtles at night.
Staterooms
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