New 2026 & 2027 Voyages

A New Tropical Adventure Awaits

Get Closer in Private-Yacht Style

Get ready to experience a side of the Caribbean and Latin America few travelers ever see.

Visit breezy harbors that big ships can’t reach, like Mayreau, the smallest island in the Grenadines, and Virgin Gorda, the most picturesque of the British Virgin Islands.

Explore centuries-old colonial harbors and see some of the world’s greatest wonders, like the volcanic Pitons in St. Lucia or the impressive Panama Canal. Unwind at exclusive complimentary events like our Signature Beach Party and our onboard barbecue.

And of course, enjoy the warm, blue waters of the Caribbean and Latin America directly from your yacht with our Watersports Platform — whether you prefer to lounge on a carpet float or adventure out using any of our complimentary watersports equipment. ​

Enjoy one of the biggest highlights when you set sail on our recently transformed Wind Star sailing yacht, accommodating just 148 guests. Or come aboard our 312-guest Star Pride motor yacht, where every room is an ocean-view suite.

Reserve one of these newly released 2026 or 2027 voyages in the Caribbean and Latin America by May 31, 2025, and enjoy a complimentary All-Inclusive experience — with Wi-Fi, unlimited select wine, beer and cocktails, and gratuities — plus up to $200 onboard credit per stateroom.

See terms and conditions

 
Explore the open plazas and cobblestone streets of Old San Juan, a neighborhood with over 500 years of history.
Visit the Baths of Virgin Gorda — a series of granite boulders sculpted by the sea into natural pools and grottoes.
The Piton's two volcanic peaks, rising more than 2,400 feet, welcome you to St. Lucia.
Indulge yourself at Windstar's Signature Beach Party with plenty of Caribbean flavors and spirit to savor and share.
Get direct access to the water with our Watersports Platform, available on every yacht, so you can swim, kayak, or simply relax in the sun.
Get a firsthand look at Costa Rica’s astounding biodiversity with a guided tour of Manuel Antonio National Park.
Find a cozy spot on deck for our daylight transit of the historic Panama Canal.
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