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Four Seasons Yachts Reveals 2027–2028 Caribbean Season

New itineraries introduce Costa Rica calls, holiday sailings, and extended overnights ahead of the yacht’s second Caribbean season

by Laura Ratliff  February 24, 2026
Four Seasons Yachts Reveals 2027–2028 Caribbean Season

Photo: Courtesy of Four Seasons

Four Seasons Yachts has announced its 2027–2028 Caribbean season, introducing 18 voyages and 18 additional destinations as the brand prepares for its inaugural sailing next month and its first winter season in the region later this year. The newly released itineraries expand the yacht’s footprint across the Caribbean and Central America, with a focus on smaller marinas, extended overnights, and festive sailings timed around major holidays.

A central addition to the upcoming season is Costa Rica, which will join the route lineup with calls to Marina Papagayo and Bahía Golfito. Select sailings scheduled for January and February are timed with humpback whale migration along the Pacific coast, offering wildlife-focused shore programs alongside access to protected coastal ecosystems and nature reserves. The itineraries also include pre- and post-voyage land stays designed to connect guests with properties and experiences onshore before or after sailing.

“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,” said Ben Trodd, the CEO of Marc-Henry Cruise Holdings Ltd., the 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.”

Beyond Costa Rica, the season includes ports across the Lesser Antilles and the wider Caribbean, with stops ranging from Cartagena to Gustavia on St. Barths. Several itineraries will feature overnight and late-night stays, allowing for more time ashore, while onboard “Marina Days” will open the vessel’s watersports platform for swimming and lounging directly off the yacht. A limited number of voyages will also include a transit of the Panama Canal, expanding the program’s reach into Central America.

RELATED: Four Seasons Yachts Delays Maiden Voyage of Four Seasons I to March 2026

Holiday departures are another defining element of the new schedule. Dedicated Thanksgiving and Christmas sailings will travel through islands such as Saint Lucia, Martinique, Antigua, and Nevis, while a New Year voyage will include calls in Curaçao and Colombia. These departures are positioned as longer seasonal journeys that combine celebratory programming onboard with extended time in the destination.

The 2027–2028 season will mark the brand’s second year sailing the Caribbean, following the launch of Four Seasons I next month.

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