New 2026 & 2027 Voyages

Get Closer in Private-Yacht Style

Windstar’s 2026 and 2027 voyages are open for reservation — and these seasons are all about embracing the new.

Discover new itineraries, new experiences, new destinations (and even new yachts!) across the Caribbean, Canada & New England, and Latin America.

Be one of the first to reserve your voyage and enjoy a complimentary All-Inclusive experience, featuring WiFi, unlimited select wine, beer and cocktails, and gratuities — valued at more than $1,300 per stateroom on a 7-day cruise.

Plus, enjoy an onboard credit of up to $200 per stateroom, good for shore excursions, treatments at World Spa by Windstar and other amenities.

Caribbean & Latin America: From breezy islands that big ships can’t reach and centuries-old colonial harbors to some of the world’s greatest wonders, our winter 2026 and 2027 sailing seasons bring you closer to everything that makes these regions unforgettable. Offer ends May 31, 2025.
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Canada & New England: Discover new worlds closer to home with our 2026 voyages in Canada and New England. Experience the stunning beauty of Greenland, explore the only French territory left in North America and much more. Offer ends April 30, 2025. SEE ALL VOYAGES

Southeast Asia: Explore some of Southeast Asia’s best-kept secrets with our 2026 and 2027 voyages, featuring our all-new yacht Star Seeker. With these itineraries across Thailand, Singapore, Malaysia, Cambodia and Vietnam, you can have the voyage you’ve always dreamed of. Offer ends May 31, 2025. SEE ALL VOYAGES

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Make Plans To Cruise
Sail the calm emerald waters of Halong Bay, one of Vietnam’s most famous natural wonders and a World Heritage site.
The neighborhood of Old Quebec is home to the only fortified city walls north of Mexico.
With a history dating back over 500 years, St. Johns is one of the oldest European-founded cities in North America.
Get a firsthand look at Costa Rica’s astounding biodiversity with a guided tour of Manuel Antonio National Park.
Visit the Baths of Virgin Gorda — a series of granite boulders sculpted by the sea into natural pools and grottoes.
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