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A Caribbean yacht charter gives you access to diverse cultures, tranquil waters, and endless adventures. Whether you prefer bareboat freedom or the comfort of a crewed yacht, this region caters to all levels of experience and group sizes. Enjoy consistent trade winds, beautiful weather, and scenic anchorages on every route. Here are the best destinations to discover by boat!
The BVI yacht charter experience is legendary for its easy navigation and stunning scenery. Departing from Tortola, you can cruise to Norman Island’s caves, the natural pools at The Baths on Virgin Gorda, and enjoy the lively beach bars on Jost Van Dyke. Calm waters and protected anchorages make the BVI ideal for first-timers and families.
A Grenada yacht charter opens up the southern Caribbean, starting from St. George’s. Sail north to explore Carriacou and Petite Martinique or enjoy a secluded anchorage at Sandy Island. Known as the Spice Island, Grenada combines warm hospitality, lush rainforests, and great snorkelling and diving.
With a St Martin yacht charter, explore two cultures in one trip. Start from Marigot or Philipsburg and sail to Anguilla’s peaceful shores or the upscale glamour of St Barts. The island’s protected bays, gourmet restaurants, and vibrant marine life make it a favourite among seasoned sailors.
A Grenadines yacht charter is the epitome of remote sailing. From Union Island or St. Vincent, cruise through the Tobago Cays marine park, Mustique’s luxury retreats, and the friendly villages of Bequia and Canouan. These unspoiled islands offer some of the clearest waters in the Caribbean.
Choose a Martinique yacht charter for a mix of French sophistication and Caribbean flair. Le Marin is the main base, perfect for setting sail north toward Dominica’s wild coastline or south to St Lucia. Expect volcanic landscapes, Creole culture, and delicious rum distilleries along the coast.
A Bahamas yacht charter lets you island-hop through the Exumas, Abacos, or Eleuthera. Discover coral reefs, sandbanks, and uninhabited islets. Top activities include snorkelling Thunderball Grotto, visiting Pig Beach, and anchoring off deserted cays for total serenity.
With an Antigua yacht charter, you'll find an island for every day of the year. From Nelson’s Dockyard in English Harbour to the untouched beaches of Barbuda, the area offers perfect conditions for both relaxed cruising and exhilarating sailing regattas.
The best time to enjoy a Caribbean yacht charter is between December and May, when the dry season brings sunny skies, calm seas, and pleasant winds. Temperatures range from 25°C to 30°C (77°F to 86°F), perfect for swimming and sailing.
June to November marks the wet season, with more humidity and occasional tropical storms. However, this is also the low season, ideal for finding great deals and enjoying quieter bays, especially in the southern Caribbean like Grenada or the Grenadines, which lie mostly outside the hurricane belt.
If you opt for a bareboat charter, you’ll need a valid sailing license and a VHF certificate. Without them, you can hire a professional skipper who’ll handle navigation and share insider knowledge of each island.
The cost varies depending on boat type, season, and itinerary. Sailboats range from €2,000–€6,000 per week, while catamarans typically cost €5,000–€10,000. Additional services like skipper, food, and fuel are extra. Contact our experts to get more detailed info about costs, additional services and availabilities.
Catamarans offer excellent stability and spacious living areas, making them ideal for island-hopping across the Caribbean. Their shallow draft allows easy access to remote beaches and anchorages that monohulls may not reach. Large outdoor decks are perfect for sunbathing, dining, and enjoying the panoramic views, while dual hulls provide greater comfort at anchor. That's why a catamaran charter Caribbean is always a great option!
Sailboats remain a top choice for traditional sailing enthusiasts, offering a classic experience, whilst motorboats are best for travellers seeking speed and the ability to visit multiple destinations in less time.
Main charter bases include Road Town (BVI), Le Marin (Martinique), Nassau (Bahamas), St. George’s (Grenada), and Simpson Bay (St Martin). These offer modern facilities and excellent access to top sailing routes.
Understanding when is the best time to sail in the Caribbean is key to planning a successful, stress-free trip. The dry season, running from November to April, is widely considered the prime time for sailing. During these months, the Caribbean offers clear skies, steady trade winds, and calm seas—perfect for both novice and experienced sailors. December through March are the peak sailing months, ideal for exploring island groups like the British Virgin Islands or the Grenadines. However, these are also the busiest and most expensive months.
Shoulder seasons—such as May and early June—offer favorable conditions with fewer crowds and better prices. Hurricane season, typically from June to November, requires increased caution.Choosing the right time not only ensures safety but also enhances your overall Caribbean island sailing experience.
The best places to sail in the Caribbean encompass a rich variety of islands, each offering unique charm and different sailing conditions. Among the most popular are the British Virgin Islands (BVIs)—ideal for easy navigation with short crossings, steady winds, and numerous anchorages. The Grenadines offer a more off-the-beaten-path adventure, with spectacular scenery and fewer tourists.
Other top-notch sailing hotspots include Antigua, Saint Martin, Saint-Barth, and the Abacos in the Bahamas. These areas combine modern marinas with natural beauty, providing the perfect blend of comfort and exploration. Whether you are looking for family-friendly routes or remote hideaways, the Caribbean archipelago offers something for every type of sailor.
How long it takes to sail in the Caribbean is heavily dependent on the chosen route and sailing goals. For example, a short 3–5 day itinerary in the BVIs or Grenadines allows you to visit 2–4 islands with daily sails of 3–6 hours. A 7–10 day charter allows you to cover more ground, often sailing 80–120 nautical miles while enjoying time ashore.
More ambitious trips, including north-to-south crossings or sailing between multiple island chains, can require 2–3 weeks or more. These extended adventures are ideal for experienced sailors or those chartering a professional skipper for maximum comfort. With Sailogy, you can easily customize the length and style of your charter based on your experience and vacation time.
If you choose a skippered charter, no license is required. For bareboat charters, a sailing license is usually required. Requirements vary depending on the country, so check with Sailogy before booking.
Yes, especially in family-friendly areas like the British Virgin Islands. Calm waters, short crossings, and safe anchorages make it perfect for children. With a professional skipper, you will have more time to relax and enjoy the family.