The Ritz-Carlton Yacht Collection has opened reservations for its (Northern) Winter 2026–2027 Caribbean season aboard Ilma. From November 2026 through April 2027, the yacht will sail more than 20 itineraries spanning three to seven nights, exploring vibrant island harbours and serene tropical coastlines. This new season introduces an expanded selection of shorter three- and four-night escapes.
For the first time, Miami joins San Juan as a featured turnaround port. Guests can begin and end their journey from the ‘cruise capital of the world’, taking advantage of its incredible restaurants, rooftop bars, and cultural hotspots before or after their time at sea. Miami offers an abundance of direct flight options and the port just 15 minutes from Miami International Airport.
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“Our 2026–2027 Caribbean voyages aboard Ilma offer the freedom to design a journey perfectly suited to the occasion, with departures from Miami and San Juan creating a flexible, immersive way to experience this extraordinary region,” said Ernesto Fara, President of The Ritz-Carlton Yacht Collection.
From the cosmopolitan glamour of St. Barth’s Gustavia to the unspoiled charm of Bequia, the season’s itineraries showcase the many facets of the Caribbean. Guests can snorkel colourful reefs in the Virgin Islands, sail into secluded bays in the Grenadines, stroll Antigua’s historic English Harbour, or shop for spices and vanilla in the markets of Martinique. Journeys might wind through lush rainforest roads in St. Lucia or pause on palm-fringed islands like Canouan and Jost Van Dyke, where small harbours welcome yachts far from the bustle of large cruise ports.
The season also invites guests to make the holidays truly memorable at sea. A seven-night Thanksgiving departure from Miami to San Juan offers families the chance to gather against the sparkling backdrop of the Caribbean Sea. Round-trip sailings from San Juan feature festive onboard programming paired with lively island visits for a uniquely Caribbean holiday experience. Guests can welcome 2027 during a spectacular New Year’s Eve celebration at the Sandy Lane Yacht Club in St. Vincent & the Grenadines or escape for a romantic Valentine’s Day getaway.
Each itinerary aboard Ilma is enriched with curated shore excursions designed to bring guests closer to the heart of every destination.
