Four Seasons Yachts to Introduce Costa Rica and New Caribbean Destinations for 2027-2028

Published on February 25, 2026

Image generated with Ai

Four Seasons Yachts will transform luxury Caribbean travel through its upcoming 2027-2028 season which will introduce 18 new exclusive Caribbean voyages. Four Seasons established its second Caribbean operation after launching its first Mediterranean service in March 2026 by adding 18 new luxury destinations which enable visitors to experience Caribbean nature.

Each voyage is meticulously curated, designed to invite guests to discover secluded harbors and private marinas, often only accessible by yacht. The addition of Costa Rica as a marquee destination is one of the highlights of this season. Four Seasons Yachts continues to set the bar for luxury cruises, offering an immersive and bespoke experience at sea while catering to the refined tastes of high-net-worth travelers.

Costa Rica: A New Luxury Destination at Water’s Edge

For the first time, Four Seasons Yachts will introduce Costa Rica as a destination, providing guests with exclusive access to some of the country’s most pristine coastlines and protected ecosystems. Guests will have the unique opportunity to visit secluded locations like Marina Papagayo and Bahía Golfito, both offering private marinas that bring travelers closer to Costa Rica’s rich biodiversity. January and February sailings are expected to coincide with the seasonal migration of humpback whales to Costa Rica’s Pacific waters, offering rare opportunities for whale watching, along with sightings of dolphins, sea turtles, tropical birds, and monkeys.

Pre- and post-voyage stays in Costa Rica allow guests to explore the country’s luxurious accommodations, with opportunities to enjoy Four Seasons’ signature hospitality on land and at sea. With several shore and sea experiences, guests will have a chance to delve deeper into Costa Rica’s diverse landscapes, moving beyond just a typical stopover.

Expanding Horizons in the Caribbean

Beyond Costa Rica, Four Seasons Yachts will feature several iconic Caribbean destinations, each chosen for its beauty, exclusivity, and accessibility by sea. From the vibrant waterfronts of Cartagena to the charming elegance of Gustavia on St Barths, these new voyages promise an immersive Caribbean experience.

The itineraries are designed for discovery, blending leisurely days at anchor with explorations ashore. Guests will be able to enjoy various activities like swimming, lounging, and water sports directly from the yacht, with overnight stays allowing the destinations to reveal their character after dusk. Imagine waterfront dinners in historic harbour towns or quiet evenings under the Caribbean sky.

Some voyages will include a transit through the Panama Canal, a bucket-list journey for many seasoned travelers. These voyages will explore both Central America and the Caribbean, offering an exceptional adventure that combines iconic cruising with the best of luxury service.

Festive Season at Sea: A Truly Unforgettable Celebration

Four Seasons Yachts will also reimagine the festive season with dedicated voyages for Thanksgiving, Christmas, and New Year’s celebrations. These voyages will cater to guests looking for a seamless, luxurious holiday experience at sea.

Thanksgiving and Christmas sailings will wind through the Lesser Antilles, with stops in Saint Lucia, Martinique, Antigua, and Nevis. These islands, known for their natural beauty and relaxed atmosphere, will offer a tranquil backdrop for holiday festivities. On board, guests will enjoy relaxed beach days, celebratory gatherings, and festive dinners with their loved ones.

The New Year voyage promises a memorable start to the year with calls to Curaçao and Colombia, two destinations known for their rich culture and cosmopolitan vibe. This special itinerary will welcome the new year with energy and excitement, setting the stage for unforgettable memories.

Four Seasons Yachts: Luxury Redefined at Sea

The Four Seasons Yachts fleet includes the luxurious Four Seasons I, which will debut in 2026, and the upcoming Four Seasons II, set to launch in 2027. These all-suite yachts are designed with exceptional attention to detail, from their residential-style accommodations to the stunning Funnel Suite, which features the largest contiguous piece of glass at sea.

Each yacht boasts expansive amenities, including a bespoke onboard transverse marina that offers direct access to water activities. With these new voyages, Four Seasons Yachts continues to set new standards for luxury at sea, blending world-class service with intimate, unforgettable travel experiences.

A New Era for Luxury Yachting in the Caribbean

Four Seasons Yachts 2027 Caribbean season features 18 newly arranged voyages together with 18 newly added destinations which represent the highest standard of luxury cruising. The establishment of Costa Rica as a primary yachting location combined with more thorough Caribbean discovery will create a travel experience that surpasses all others during the upcoming season. Four Seasons Yachts provides a customized luxury cruising experience through its whale watching tours in Costa Rica and private marina access and festive holiday celebrations at sea.