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Windstar scours the world for amazing places just this side of unreachable, then seeks out the most authentic ways for guests to experience them — in small groups that are easily absorbed by local cultures rather than intruding on them. Itineraries are port-intensive, often with exclusive landfalls larger ships can’t access. And they can stay late into the evening or even overnight in places where neon dims the stars. These voyages already include more than you’d expect — like specialty dining, 24-hour room service, the water-access marina, gym and sauna use, exclusive Destination Discovery Events and so much more.
Book through our travel agency and you’ll also enjoy complimentary wine, beer and cocktails with Wi-Fi and gratuities included — valued up to $1,350 per couple on a 7-night cruise. Plus, receive up to $300 Onboard Credit per stateroom on select voyages!
Featured Sailings:
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Jost Van Dyke, British Virgin Islands
7-Day San Juan & The Virgin Islands
Departs November 16, 2025,
aboard Star Pride
Roundtrip San Juan
From $2,699 per person
Wind Surf
7-Day Beach Fun & Sun: A Remote Caribbean Getaway
Departs December 14, 2025,
aboard Wind Surf
Roundtrip Philipsburg, St. Maarten
From $2,499 per person
Crocus Bay Beach, Anguilla
8-Day ABC Christmas
Departs December 20, 2025,
aboard Wind Spirit
Oranjestad to Bridgetown
From $3,199 per person
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Wind Surf
8-Day Classic Italy & Dalmatian Coast
Departs October 18, 2025,
aboard Wind Surf
Rome to Venice
From $3,999 per person
Moorea, French Polynesia
7-Day Dreams of Tahiti
Departs December 4, 2025,
aboard Star Breeze
Roundtrip Papeete
From $3,199 per person
Costa Rica
7-Day Costa Rica & Panama Canal
Departs December 20, 2025,
aboard Star Pride
Puerto Caldera to Colón
From $2,638 per person
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