The Caribbean is one of the world’s most sought-after yachting destinations, famous for its turquoise waters, tropical islands, and rich cultural heritage. For those looking for a yacht charter, the Caribbean boasts the ultimate blend of relaxed cruising, exciting island-hopping, and gorgeous anchorages. From untouched nature to lively beach clubs, guests will be spoiled for choice with Caribbean yacht destinations that suit every travel style.
This guide dives into the best Caribbean travel destinations to discover by yacht, including top anchorages, activities, and must-sees to inspire your next charter adventure.
British Virgin Islands
Often described as the “Sailing Capital of the World”, the British Virgin Islands (BVI) are a dream come true for guests looking for smooth sailing and vibrant island life. The archipelago has a layout that makes it easy to hop from one island to the next, offering a great introduction to the region for first-time charterers.
Top highlights of the BVI include:
- Snorkeling in the coral-rich waters of The Baths on Virgin Gorda.
- Docking at Jost Van Dyke to sip Painkiller cocktails at the iconic Soggy Dollar Bar.
- Sailing through serene anchorages at Norman Island and Peter Island.
The BVI ranks among the best travel destinations in the Caribbean thanks to its calm seas and charter-friendly layout. With unlimited anchorages and an iconic sailing culture, it’s a top pick among Caribbean cruise destinations for both short getaways and longer charters.
The sailing season in the Caribbean typically runs from November to April. The best month is usually February, offering ideal weather, dry and sunny, and it is outside hurricane season.
Yes, you typically need clearance at each country’s customs and immigration, but your yacht broker or captain usually handles this along with the paperwork!
The British Virgin Islands (BVI) are perfect for first-time charterers due to calm waters, short sailing distances, and charter-friendly infrastructure.
Antigua and Barbuda
Antigua is a standout among Caribbean yacht destinations with its 365 beaches – one for every day of the year! Its sister island, Barbuda, has a slower pace and is known for its pink sand beaches and pristine coastline. Together, they create a fantastic chartering experience filled with luxury, nature, and culture.
Top highlights of a charter experience on these islands include:
- Exploring the historic English Harbour, a natural deepwater port with 18th-century charm.
- Attending Antigua Sailing Week or other famous regattas.
- Discovering Barbuda’s Frigate Bird Sanctuary and secluded beaches.
Antigua and Barbuda are one of the best Caribbean travel destinations, with their perfect balance of sophistication and untouched beauty. Ideal for those who want a blend of leisure, adventure, and a touch of history.
St. Martin / Sint Maarten
A unique island that offers two cultures in one: the French side, St. Martin, and the Dutch side, Sint Maarten. It’s a favourite among charterers thanks to its excellent provisioning, international airport, and well-developed marinas.
The top highlights include:
- Sampling French cuisine in the Grand Case, aka the “Gourmet Capital of the Caribbean”.
- Partying on Maho Beach or exploring the Dutch nightlife in Philipsburg.
- Provisioning your yacht with world-class ingredients before exploring nearby islands.
From its practical location to its vibrant atmosphere, St Martin is one of the most versatile Caribbean yacht destinations, while also acting as a gateway to other Caribbean cruise destinations such as Anguilla, St. Barths, and Saba.
St. Lucia
St. Lucia will bring dramatic scenery and natural charm to your yacht charter itinerary thanks to its iconic Pitons, lush rainforest, and volcanic beaches. It’s a rising star among the best Caribbean travel destinations, especially for those looking for the perfect combination of relaxation and adventure.
St. Lucia has many top highlights, including:
- Anchoring in Marigot Bay, one of the Caribbean’s most breathtaking natural harbours.
- Bathing in the mineral-rich waters of Sulphur Springs near Soufrière.
- Hiking up the Pitons or exploring Anse Chastanet’s colourful reefs.
The island’s striking beauty and unique scenery make it one of the best travel destinations in the Caribbean, appealing to nature lovers and sailing enthusiasts alike.
Grenada and The Grenadines
For charter guests looking to explore off-the-beaten-path Caribbean destinations, Grenada and The Grenadines boast untouched anchorages and intimate island experiences. These islands are a favourite among seasoned charterers.
The highlights of these islands include:
- Exploring Grenada, known as the “Spice Island”, touring its waterfalls, spice markets, and rum distilleries.
- Island-hopping through Carriacou, Union Island, and the gorgeous Tobago Cays – a protected marine park ideal for snorkeling and kite surfing.
- Enjoying peaceful beaches and secluded coves far from the busy crowds.
This region is perfect for longer charters and provides a peaceful contrast to the more well-known Caribbean cruise destinations. It’s perfect for those looking for a truly unique charter experience.
Yachts must check in and out at official ports of entry, with passports, crew lists, and clearance documents. Each island nation has its own process.
Most people choose to charter between 7 and 10 days. This gives you ample time to explore several islands without rushing. However, some charter for shorter periods of time, between 1 and 5 days.
Plan Your Caribbean Yacht Charter
With its diverse islands, cultures, and cruising conditions, the Caribbean offers the perfect charter destination all year round. Whether you’re dreaming of luxury in St. Barths or searching for the kind of seclusion boasted by the Grenadines, these Caribbean yacht destinations offer a custom-made experience for every kind of charter.
Ready to start planning? Use our guide to discover top luxury yacht charter destinations and craft your perfect itinerary. From beach-hopping to world-class regattas, the Caribbean is sure to deliver an unforgettable escape.
If you prefer something shorter and exclusive, explore our unforgettable private day yacht charter experiences for an intimate taster of these islands.
Why Choose the Caribbean?
Beyond its beauty, the Caribbean stands out especially for its yacht-friendly geography. With consistent trade winds, endless sheltered anchorages, and a rich tapestry of cultures and cuisines, it’s no wonder that this region continues to stand out as one of the best travel destinations for a yacht charter. The top spots are more accessible than ever, with airports, provisioning centres, and luxury marinas designed with yacht charter guests in mind.
From the glamour of Gustavia to the vibrant coral reefs of Tobago Cays, these Caribbean yacht destinations ensure there is something for everyone. Let 212 Yachts help you navigate these breathtaking islands and create memories that will last a lifetime. Contact us today for a tailored Caribbean Yacht Charter Experience.