Ritz-Carlton Yacht Collection Opens Bookings for Winter 2026-2027 Caribbean Sailings Aboard Ilma

The Ritz-Carlton Yacht Collection has unveiled its Winter 2026–2027 Caribbean itineraries aboard its superyacht Ilma – now open for booking, offering immersive, luxury voyages departing from Miami and San Juan.

Yuliya Karotkaya By Yuliya Karotkaya Updated 3 mins read
Ritz-Carlton Yacht Collection Opens Bookings for Winter 2026-2027 Caribbean Sailings Aboard Ilma
Ilma, the elegant Ritz-Carlton superyacht, prepares to set sail on a scenic Caribbean voyage during its Winter 2026–2027 season. Photo: Ritz-Carlton Yacht Collection

The Ritz-Carlton Yacht Collection has officially opened bookings for its Winter 2026–2027 Caribbean season aboard the luxurious superyacht Ilma. Available for reservations now, Ilma will embark on more than 20 curated voyages between November 2026 and April 2027, blending laid-back island charm with the elevated comfort expected from Ritz-Carlton. With departures offered from both Miami and San Juan, guests will enjoy ultimate flexibility and seamless access to an unforgettable yachting experience.

Designed for Flexibility and Immersive Escape

For the first time, Miami joins San Juan as a turnaround port for Ilma’s Caribbean season. This strategic choice allows guests arriving at Miami International Airport to embark with minimal hassle, while San Juan remains a well-established gateway for Eastern Caribbean escapes. Voyages will vary from three to seven nights, enabling travelers to build trips tailored to personal rhythms – whether it’s a quick getaway or a stretch of immersive relaxation. The experience is tailored for those celebrating the holidays, seeking escape, or simply looking for a more refined way to explore the Caribbean in winter.

Ilma delivers a distinct sense of intimacy despite its grandeur. With spacious suites complete with private terraces, open-air lounges, and an aft marina directly on the water, the yacht is a masterpiece of design and connection to the seascape. Inside, guests will discover a wealth of amenities: multiple fine-dining venues and casual spots, a full-service spa, fitness studios, an observation deck, and even exclusive wellness and artistic spaces. The experience is made seamless and memorable, guided by Ritz-Carlton’s trademark hospitality ethos, transformed for life at sea.

Elevated Itineraries for Curious and Discerning Travelers

The 2026-2027 Caribbean schedule is less a cruise lineup and more a curated route of island pathways. Guests may find themselves moored in Gustavia watching a vibrant sunset, anchored at sunrise near Bimini, or celebrating New Year’s Eve in a tranquil Grenadines harbor. Shorter escapes under six nights offer curated island hopping with signature elegance, while longer voyages may unfold over seven or more nights, weaving through destinations like Antigua, St. Barths, Martinique, and Bequia in St. Vincent and the Grenadines. Each journey is designed with purpose—balancing time ashore with serene luxury aboard.

This season marks Ilma’s continued expansion into ultra-luxury yachting, following the success of her sister ship, Evrima. It reflects the brand’s momentum in delivering multi-sensory voyages that go beyond traditional cruising, playing to the strengths of hospitality, culture, and exploration. The intimate crew-to-guest ratio ensures attentive service and personalized touches, inviting guests into a voyage that feels both exclusive and thoughtful.

For travelers watching the luxury cruise space, these newly available itineraries represent something far more than just scenic sailing – they are immersive escapes crafted for presence, relaxation, and discovery in some of the Caribbean’s most evocative settings.

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