Star Collector: Caribbean Explorations
Jan 31, 2026 — Feb 14, 2026
Starting from
PHILIPSBURG, ST. MAARTEN → PHILIPSBURG, ST. MAARTEN
14 Nights on Wind Spirit
Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Barbuda, Soper’s Hole in Tortola, Gustavia in St. Barthémy, St. Lucia’s Pigeon Island and much more.
Popular Highlights
Anchor alongside the pristine beaches of Pigeon Island’s 40-acre National Park and explore at your leisure.
Discover St. Lucia’s UNESCO site when you see the twin Pitons, rising majestically from the turquoise sea.
Embrace the island life on St. Kitts’ one-of-a-kind Shipwreck Beach.
Soak in the naturally-formed granite bathing pools of "The Baths" at Virgin Gorda.
Enjoy Windstar’s exclusive Signature Beach Party at Prickly Pear Beach.
Overnight in Jost Van Dyke for more in-depth exploration.
Pack light with complimentary daily laundry service.
Staterooms
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