The Caribbean is a sailor’s paradise, with its turquoise waters, gentle trade winds, and countless islands waiting to be explored. Whether you’re after the freedom of a bareboat charter or the indulgence of a crewed luxury yacht, the region offers a wealth of top-tier charter companies.
This article highlights ten of the best catamaran and yacht charter companies in the Caribbean, focusing on their fleets, destinations, and unique features. Included are user-requested companies like The Moorings, Dream Yacht Charter, Sunsail, Catamaran Charter BVI, TMM Yacht Charters, Navigare Yachting, TradeWinds Experience, and Luxury Yacht Charters, with adjustments for relevance and prominence.
1. The Moorings
The Moorings stands as an industry titan with over five decades of expertise. Their Caribbean fleet features high-quality catamarans and power yachts, such as the acclaimed Moorings 4500, designed by Robertson & Caine for spaciousness and modern comfort. With bases in the British Virgin Islands (BVI), St. Lucia, and St. Martin, they offer access to diverse sailing grounds. Their crewed charters elevate the experience with professional skippers and chefs crafting gourmet meals, making The Moorings a top pick for both seasoned sailors and luxury seekers.
2. Dream Yacht Charter
Dream Yacht Charter is a global powerhouse with a vast fleet of catamarans and monohulls. In the Caribbean, they operate from bases in the BVI, Antigua, and Grenada, among others. Their yachts are equipped for comfort and performance, catering to bareboat, skippered, or crewed preferences. Unique offerings like cabin charters appeal to solo travelers or couples. Known for their reliable maintenance and responsive customer service, Dream Yacht Charter ensures a seamless sailing adventure across the Caribbean’s stunning waters.
3. Sunsail
Sunsail rivals The Moorings in reputation, sharing the same Robertson & Caine-built yachts. Operating from the BVI, St. Martin, and beyond, they provide options for monohulls and catamarans. Sunsail excels in customer support, offering thorough briefings and sailing schools where charterers can earn certifications. Their flotilla charters—group sailing with a lead boat—are perfect for socializing. Sunsail’s blend of quality vessels and educational opportunities makes it a standout choice.
4. Catamaran Charter BVI
For a more localized experience, Catamaran Charter BVI specializes in catamaran rentals within the BVI. Their fleet is tailored for the region’s sheltered waters and pristine beaches, offering an intimate sailing experience. As a smaller operator, they emphasize personalized service, crafting itineraries based on guests’ desires. Their deep knowledge of the BVI’s hidden gems makes them ideal for those wanting a focused, authentic Caribbean adventure.
5. TMM Yacht Charters
TMM Yacht Charters, a family-run outfit in the BVI, brings over 30 years of experience to the table. Their fleet of catamarans and monohulls is meticulously maintained, and they pride themselves on transparent pricing—no hidden fees here. Unlike some competitors, TMM lets you skip the first night at the marina, maximizing your time on the water. Their personalized approach and stellar reviews from repeat customers highlight their commitment to satisfaction.
6. Navigare Yachting
Navigare Yachting offers a modern fleet of catamarans and monohulls, primarily in the BVI. Their yachts boast cutting-edge technology and amenities, ensuring a comfortable voyage. Navigare’s thorough support, from detailed briefings to ongoing assistance, sets them apart. They also provide yacht ownership programs, blending chartering with investment opportunities. This forward-thinking approach appeals to sailors who value innovation and quality.
7. TradeWinds Experience
TradeWinds Experience redefines luxury with all-inclusive crewed catamaran charters. Targeting upscale travelers, they offer gourmet dining, custom itineraries, and water toys like paddleboards and snorkeling gear. Their spacious catamarans cater to families or groups craving a pampered escape. With a professional crew handling every detail, TradeWinds delivers a hassle-free, indulgent Caribbean journey that’s hard to match.
8. Ocean Getaways
Ocean Getaways brings 35 years of expertise to crewed catamaran charters. Specializing in luxury, they match clients with the perfect yacht and crew, offering gourmet meals, water sports, and bespoke itineraries. Their deep industry knowledge ensures a flawless experience, from secluded anchorages to vibrant island stops. For those seeking a high-end, tailored sailing vacation, Ocean Getaways is a premier option.
9. BVI Yacht Charters
BVI Yacht Charters is a stalwart in the region, offering both bareboat and crewed options. Their diverse fleet of catamarans and monohulls suits various group sizes and skill levels. Known for professional staff and well-kept vessels, they also provide sailing lessons and provisioning services—stocking your yacht with supplies before you arrive. This blend of flexibility and support makes them a reliable choice for BVI explorations.
10. Boatbookings
Boatbookings operates as a charter brokerage, curating a wide range of yachts—crewed, bareboat, and motor catamarans—across the Caribbean. Their online platform simplifies the booking process, offering tailored advice and itineraries. From budget-friendly boats to ultra-luxury options, Boatbookings connects clients with the ideal vessel. Their extensive network and user-friendly service make them a versatile addition to this list.
Conclusion
The Caribbean’s allure as a sailing destination is matched by the excellence of its charter companies. Industry giants like The Moorings, Dream Yacht Charter, and Sunsail offer vast fleets and widespread bases, while smaller players like TMM Yacht Charters and Catamaran Charter BVI provide personalized charm. Luxury enthusiasts can turn to TradeWinds Experience or Ocean Getaways, and Boatbookings offers flexibility for all budgets.
Note that Caribbean Charter Flights was excluded as it focuses on air travel, and BlueFoot Travel, lacking prominence, was replaced with Boatbookings. Luxury Yacht Charters was interpreted as a category, with Ocean Getaways filling that niche. Together, these ten companies promise unforgettable voyages through the Caribbean’s breathtaking waters.