1463 Boats to Rent in the Caribbean

Types of boats available for charter in Caribbean

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Yacht charter in Caribbean

Four Reasons to Charter a Yacht in the Caribbean

Caribbean Climate

Caribbean destinations such as the British Virgin Islands boast close-to-perfect sailing conditions, with crystal clear water, consistent trade winds from the northeast at 10 to 25 knots, and more than enough islands to choose from; what destination could be better for a yacht charter?

If you choose to sail outside of hurricane season (June 1st – November 30th), the Caribbean climate should be well suited to you and your yacht, providing you with your exquisite charter in an exceptional destination.

Tropical Beaches

The sparkling, white sand beaches of the Caribbean archipelago are a real utopia. Each island is home to a unique stretch of powdery sand with a distinct appeal.

World-famous beaches such as Grace Bay Beach, Providenciales and Shoal Bay Eas on Anguilla, offer a variety of beach bars and quiet, secluded spots to laze under the shade of the palms.

With so many hidden coves only accessible by boat, cruising in a yacht is undeniably the best way to explore every enchanted corner of the Caribbean and its secluded anchorages.

Diving and Snorkelling Haven

Renting yourself a boat and bringing on board your snorkelling and diving gear will be an experience to remember. The Caribbean islands are home to countless breathtaking dive sites – notably the 90 sites in Bonaire National Marine Park, which boast world-class magnificent corals and diverse marine life, home to turtles and thousands of fish species.

Island Attractions

The Caribbean archipelago is too vast to narrow down into a checklist of places to visit. With such a rich colonial history which has shaped the tradition and lifestyle of each island, you can drop anchor at any harbour and be sure to discover a completely new and exciting culture.

From the famous Havana, home to countless museums and stories of Cuba’s revolutionary struggles to the lesser-known Schottegat Harbour in Curaçao, where you can moor for a little adventure through the charming, colourful streets of colonial Willemstad. The Windward Islands are the southern and eastern islands of the Lesser Antilles, including Martinique, St. Lucia, and Saint Vincent and the Grenadines.

Whatever way you wish to spend your free time, there is no shortage of extraordinary places to visit. Just hop back on your yacht and sail to another island to find a new adventure!

Which Yacht Charter is Right for the Caribbean?

The Caribbean is known for it's calm waters, steady trade winds, and short distances between islands. Whether you’re a beginner sailor or an experienced navigator, a sailboat rental in the Caribbean is a perfect way to explore the turquoise waters and secluded bays, with calm waters, steady trade winds, and short distances between islands.

No matter your preference - comfort, speed, family-friendly space, or luxury, you will find the perfect boat for your sailing holiday.

Sailboat Charter in the Caribbean

Ideal for traditional sailing enthusiasts. Sailboats offer excellent maneuverability, strong sailing performance, and an attractive price-to-value ratio.

Catamaran Charter in the Caribbean

Perfect for families and groups. Catamarans provide ample space, stability, and comfort, while their shallow draft allows anchoring close to beaches and enjoying secluded coves.

Luxury Yachts in the Caribbean

For travellers seeking ultimate comfort and style, a crewed yacht offers personalised service, gourmet dining, and the freedom to explore multiple islands at your own pace.

Sailing Zones in the Caribbean

The Caribbean is made up of numerous sailing zones, each offering unique experiences for your yacht charter.

  • British Virgin Islands (BVI): Known for their calm waters, protected bays, and easy navigation, the BVI are ideal for both beginners and experienced sailors. Must-visit spots include Virgin Gorda’s, The Baths, Jost Van Dyke’s beach bars, and Anegada’s pristine coral reefs.
  • The Grenadines: Perfect for exploring remote beaches, idyllic coves, and excellent snorkeling and diving spots. Islands like Bequia, Mustique, and Tobago Cays offer secluded anchorages and vibrant marine life.
  • Martinique and Guadeloupe: Rich in culture, history, and local cuisine, these islands also provide diverse sailing routes with protected bays, lush landscapes, and charming villages to explore ashore.
  • St. Martin: Offers lively harbors, duty-free shopping, and a mix of French and Dutch culture. Great for combining sailing with gastronomy and nightlife.
  • The Bahamas: With over 700 islands and cays, the Bahamas offer endless turquoise waters, shallow anchorages, and opportunities for swimming with pigs, snorkeling, and discovering uninhabited islands.
  • Grenada: Famous for its spice plantations and quiet anchorages, Grenada also provides excellent diving and snorkeling, especially around the Moliniere Underwater Sculpture Park.

These zones provide diverse itineraries, from relaxed island-hopping to adventurous diving and cultural exploration, making them essential stops on any Caribbean yacht charter. Planning your route carefully allows you to combine calm sailing days with exciting excursions ashore.

Yacht Charter With or Without a Skipper

Yacht Charter With Skipper

Perfect for beginners or those who prefer a relaxed vacation. An experienced local skipper knows the best anchorages, hidden beaches, and charming restaurants. Explore the Caribbean without worrying about navigation, while enjoying the ultimate blend of relaxation and adventure.

Bareboat Yacht Charter (without Skipper)

For experienced sailors with appropriate licences, a bareboat charter allows complete independence. Explore the islands at your own pace, anchor in quiet bays, and navigate the Caribbean waters with freedom and confidence.

All yachts are modern, fully equipped, and maintained by professional providers to ensure safety and comfort.

Best Time to Sail in the Caribbean

Wondering the best time to visit the Caribbean? The Caribbean is navigable year-round, but the prime sailing season runs from December to May, offering stable trade winds, warm temperatures, and calm seas. The hurricane season occurs from June to November, bringing occasional tropical storms.

Peak Season (December–May):

  • Warm, sunny days and mild nights
  • Predictable trade winds
  • Perfect for swimming, snorkelling, and island hopping

Low Season (June–November):

  • Fewer tourists and quieter anchorages
  • More affordable rates
  • Some risk of tropical storms
  • Ideal for experienced sailors

Yacht Charter Prices in the Caribbean

Choosing the right yacht depends on your group size, preferred style, and sailing season. Example prices for Martinique Yacht Charter (2026):

  • Sailboat Charter (20–40 ft): from €1,249/week
  • Sailboat Charter (40–50 ft): from €1,685/week
  • Catamaran Charter (20–40 ft): from €1,700/week
  • Catamaran Charter (40–50 ft): from €1,9555/week

Additional costs may include skipper fees, fuel, mooring, and end cleaning.

How to reach the Caribbean

The Caribbean Islands have more than 50 international airports between them, many of which also offer internal flights, so travelling to your yacht charter base will be easy.

In the Caribbean, short flights between islands are typically operated by smaller regional airlines offering ‘island‑hopper’ services, often departing from main airports such as Grantley Adams International (Barbados) or V.C. Bird International (Antigua), which makes them convenient starting points when transitioning between islands before or after your yacht charter.

Book Your Caribbean Yacht Charter

The Caribbean combines over 7,000 islands, turquoise waters, and a rich maritime culture. GlobeSailor partners with experienced local providers to offer secure, transparent, and fully customised yacht rentals