Windstar Cruise Unveils Record Caribbean and Latin America Voyages for 2026/2027

Windstar Cruise is expanding its presence in the Caribbean and Latin America with a historic fleet expansion, offering the most sailings ever available in these regions for Winter 2026/2027. The company announced 35 sailings across 10 distinct itineraries that showcase the best of the Caribbean’s hidden gems and the rich culture of Latin America, sailing across their fleet of four elegant yacht-style ships.

For travellers craving an intimate, small-ship Caribbean experience, Windstar Cruise specialises in visits to secluded islands and tiny ports larger ships cannot reach. Guests can indulge in the pristine beaches and vibrant coral reefs of the Grenadines, soak in the French flair of Guadeloupe, and enjoy signature experiences like the Beach Barbecue in Virgin Gorda and Mayreau. Their flagship sailing ship, Wind Surf, will alternate between two distinct weeklong itineraries from December through March, from snorkeling in Prickly Pear to zip-lining in St. Kitts’ rainforest.

Latin America offerings feature enriching cruise tours, such as combining Machu Picchu adventures with classic Costa Rica and Panama Canal voyages. Daylight Panama Canal transits narrated by experts create an immersive river-cruise feel, while destinations like the San Blas Islands, Cartagena, and Bocas del Toro offer pristine nature, cultural treasures, and unique wildlife encounters. Guests will also enjoy Windstar’s new AquaBanas, private floating resort platforms that transform the ocean into a playground for water sports like kayaking and paddleboarding.

For those wanting the ultimate exploration, Windstar Cruise introduces its Star Collector voyages, combining multiple itineraries into longer journeys, such as the 16-night Latin American Explorer and the 70-night Grand Star Collector from Istanbul to Costa Rica. These trips include complimentary amenities and deeper cultural immersions.

With early booking incentives like Pay Now, Save More and onboard credits, Windstar Cruise is inviting travellers to secure their suites for an unparalleled yacht-style cruise experience.

Discover more about these exciting voyages and book your next escape with Windstar Cruise. Embark on a journey to secluded Caribbean islands and vibrant Latin American cultures like never before with Windstar’s exquisite small-ship cruises.

This expansion marks a new era for Windstar Cruises’ Caribbean and Latin America adventures, offering exclusive access to hidden ports, luxury amenities, and unforgettable water experiences.