Four Seasons Yachts Details 2027-2028 Caribbean Season

Four Seasons Yachts has revealed details of its 2027–2028 Caribbean season, introducing 18 curated voyages and 18 new destinations that will invite guests to explore this part of the world by sea. 

The season will mark Four Seasons Yachts second year sailing in this region, following the brand’s Mediterranean debut in March 2026 and its inaugural Caribbean winter season later this year. The company says itineraries are designed around intimate marinas and lightly visited ports, allowing travellers to step directly into the character of the Caribbean. 

“Each new season represents an avenue to further refine and elevate the Four Seasons Yachts experience — expanding into exceptional, unexpected destinations while artfully curating journeys around the individual passions of our guests,” says Ben Trodd, CEO, Marc-Henry Cruise Holdings Ltd., Joint Owner/Operator of Four Seasons Yachts. 

“The Caribbean has long been a yachter’s sanctuary, and the introduction of destinations such as Costa Rica enables us to deepen our distinctive offering while unveiling new and compelling opportunities for discovery.”

Introducing Costa Rica

2027–2028 Caribbean voyages will call on some of Costa Rica’s most exclusive gateways, including Marina Papagayo and Bahía Golfito, where private marinas provide direct access to some of the country’s most beautiful coastlines, wildlife refuges, and protected ecosystems. Sailing in January and February allows select journeys to coincide with the seasonal migration of humpback whales to Costa Rica’s Pacific waters, offering an up-close look at this captivating natural phenomenon. Guests may also encounter dolphins, sea turtles, tropical birds, and monkeys while experiencing the remarkable biodiversity of the surrounding landscapes.

Pre- and post-voyage stays in Costa Rica will provide additional opportunities to explore the destination’s luxurious accommodations, allowing guests to enjoy Four Seasons hospitality both on land and at sea.

The Caribbean: Designed for Discovery

Beyond the introduction of Costa Rica, other highlights of the 2027–2028 season include a diverse collection of Caribbean destinations, from the colourful waterfronts of Cartagena to the relaxed elegance of Gustavia on St Barths. Each voyage is designed to balance time ashore with unhurried days at anchor, where the Yacht’s Marina Days invite guests to swim, lounge, and enjoy water sports directly from the vessel.

Overnight and late-night stays allow destinations to reveal their character after dusk, from waterfront dinners in historic harbour towns to quiet evenings at anchor beneath Caribbean skies. Select voyages will also include a transit through the Panama Canal, offering a bucket-list passage as part of a broader journey through Central America and the Caribbean.

Pre- and post-stays in Cartagena provide additional opportunities to experience Four Seasons signature style of hospitality, with itineraries thoughtfully curated to allow for a seamless transition between land and sea.

Four Seasons I will make its inaugural voyage next month.