Experience the Caribbean Like Never Before: 2027–28 Luxury Yacht Voyages Featuring Costa Rica, Secret Harbours, and Holiday Celebrations at Sea

Published on February 26, 2026

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The world of luxury Caribbean yacht travel is entering an exciting new chapter. For the 2027–28 season, a prestigious yacht line is launching an expanded schedule of 18 exclusive voyages covering 18 unique destinations. These journeys are designed for travellers who seek more than traditional cruises. Guests can explore remote harbours, enjoy wildlife encounters, and experience vibrant island cultures. Every voyage is crafted to combine relaxation at sea with rich shore exploration. This season promises the ultimate in luxury, discovery, and adventure for global travellers.

Discovering Untouched Harbours and Unique Ports

This expanded season focuses on smaller, less-travelled harbours. Instead of crowded tourist ports, these luxury Caribbean yacht voyages allow travellers to dock in authentic coastal towns. Guests can stroll quiet streets, sample local cuisine, and experience genuine island culture. These intimate harbours provide a balance between time at sea and meaningful exploration on land. Travellers can enjoy private beaches, boutique shops, and tranquil waters. Each stop is selected to offer a combination of natural beauty and cultural richness, allowing guests to fully immerse themselves in the Caribbean experience.

Costa Rica Joins the Caribbean Lineup

For the first time, Costa Rica has been included in the Caribbean itinerary, marking a major addition to these luxury voyages. Sailings now reach coastal areas like Marina Papagayo and Bahía Golfito. These destinations are gateways to lush rainforests, wildlife reserves, and pristine beaches. Travellers can witness abundant marine life, including dolphins, sea turtles, and tropical birds. Seasonal whale migrations make January and February departures especially appealing for nature enthusiasts. This new addition allows guests to experience Central America’s natural beauty from the comfort of a luxury yacht, combining adventure and relaxation seamlessly.

Beyond Costa Rica: Hidden Caribbean Gems

The Caribbean itineraries go beyond the usual hotspots, visiting destinations that offer both history and charm. Guests can explore colonial towns with vibrant streets and historic architecture. Stops include culturally rich harbours, quiet beaches, and islands known for local arts and music. Overnight stays in select ports allow travellers to experience each destination fully, from sunset beach walks to evening dining on local seafood. These voyages are ideal for travellers who want to see the Caribbean in depth, combining leisure with cultural discovery in a way larger cruises often cannot.

Panama Canal Passage: A Once-in-a-Lifetime Experience

A highlight of several itineraries is the transit through the Panama Canal, one of the world’s most famous engineering feats. Cruising through this historic waterway offers unparalleled views of jungle landscapes and canal locks in action. Travellers can witness the passage of massive ships while enjoying the comfort of a luxury vessel. The canal experience adds a sense of adventure and prestige to the voyage, offering both natural and human-made marvels in one journey. It is an unforgettable opportunity for those seeking unique experiences at sea.

Holiday Sailings: Festive Experiences at Sea

The 2027–28 season includes special holiday voyages, offering Thanksgiving, Christmas, and New Year celebrations on board. These festive cruises sail through the Lesser Antilles, visiting islands with lively culture, stunning beaches, and vibrant communities. Guests can enjoy holiday meals, seasonal entertainment, and intimate celebrations in a tropical setting. New Year sailings include stops at colourful destinations, providing a dynamic and joyful way to welcome the year. These holiday journeys are designed to combine luxury, relaxation, and cultural immersion for travellers seeking a memorable festive experience at sea.

Shore Excursions and Extended Travel

In addition to the voyages themselves, travellers can extend their trips with pre- or post-cruise stays. This allows for deeper exploration of destinations such as Costa Rica’s national parks or historic colonial towns. Shore excursions include wildlife tours, cultural visits, and beach adventures. By combining land-based travel with luxury yacht voyages, guests enjoy a richer and more layered experience. This approach is perfect for travellers who value both adventure and comfort, offering a seamless blend of on-shore exploration and life at sea.

Planning Your Luxury Caribbean Adventure

With the 2027–28 season fully planned, early booking is recommended for these luxury Caribbean yacht voyages. The itineraries cater to a range of travellers, including couples, families, and solo adventurers. From wildlife encounters to cultural exploration and festive holiday sailings, these voyages are designed to offer a variety of experiences. The combination of secluded harbours, natural wonders, and cultural immersion makes these journeys ideal for global travellers seeking the ultimate luxury travel experience in the Caribbean.