Caribbean Yacht Charters

Set sail on a Caribbean yacht charter and immerse yourself in a paradise of turquoise waters, vibrant marine life, and pristine beaches. From the Virgin Islands to the Bahamas, explore tropical havens, hidden coves, and vibrant cultures in this sun-soaked yachting playground.

Home > Destinations (NEW) > Caribbean

A Caribbean Yacht Charter is one of the most popular, with over 7,000 tropical islands scattered through sapphire, sunlit seas. Whether you’re looking for deserted white-sand atolls fringed by coral reefs, glittering nightlife and designer boutiques, or jungle-covered peaks rising from the turquoise water, the Caribbean is a simply spectacular yacht charter destination.

The peak Caribbean yacht charter season runs from December to May, yet the plentiful Caribbean sunshine and laid back island vibe are drawing increasing number of yachts year-round.

In this Caribbean yacht charter guide, we run through the major Caribbean yachting destinations, from the Bahamas down through the Leeward and Windward Island chains.

The Best Caribbean Yachting Destinations

Leeward Islands Yacht Charter

The Leeward Islands, with their stunning beaches, lush rainforests, and vibrant cultures, offer a diverse Caribbean yachting experience. Sail through islands like Antigua, St. Kitts, and Anguilla, where history meets natural beauty.

Cuba Yacht Charter

Cuba offers a yachting experience unlike any other in the Caribbean, blending rich culture with untouched natural beauty. The vibrant city of Havana is a highlight, with its colonial architecture, vintage cars, and lively music scene. Beyond the city, Cuba’s southern coast is dotted with unspoiled archipelagos such as the Jardines de la Reina and Cayo Largo, where crystal-clear waters and vibrant coral reefs provide excellent diving and snorkeling opportunities. The mix of cultural immersion and tranquil, remote anchorages makes Cuba a must-visit destination for adventurous yacht charters.

Turks and Caicos Yacht Charter

Turks and Caicos, located southeast of the Bahamas, are known for their crystal-clear waters, pristine beaches, and world-class diving. Providenciales (Provo) is the main hub, offering luxury resorts, gourmet dining, and a relaxed island vibe. The surrounding islands and cays provide a more tranquil escape, with untouched beaches, vibrant coral reefs, and calm anchorages perfect for snorkeling and diving. Grace Bay Beach, often ranked among the best in the world, is a highlight for beach lovers. Turks and Caicos offer a serene, relaxed atmosphere, making them an ideal destination for those seeking both adventure and tranquility on a yacht charter.

Bahamas Yacht Charter

The Bahamas is a premier yachting destination, known for its crystal-clear waters, soft white-sand beaches, and vibrant marine life. The Exumas, a chain of 365 islands, are particularly popular for their secluded anchorages and unspoiled beauty, offering pristine beaches and shallow waters perfect for snorkeling. Nassau, the capital, combines modern luxury with rich history, while the Out Islands offer a more tranquil, off-the-beaten-path experience. With its calm seas, numerous islands, and endless opportunities for exploration, the Bahamas is ideal for both leisurely cruising and exciting water sports.

US Virgin Islands Yacht Charter

The US Virgin Islands are a classic Caribbean yachting destination, offering a perfect mix of beautiful beaches, lively towns, and tranquil anchorages. St. Thomas, the most developed of the islands, boasts world-class shopping, dining, and nightlife, while St. John offers a more serene experience with its national parks and secluded beaches. St. Croix, the largest island, is known for its historic towns and excellent diving. Whether you’re looking for a lively port or a quiet cove, the US Virgin Islands provide a diverse range of experiences for sailors.

British Virgin Islands Yacht Charter

The British Virgin Islands (BVI) are often regarded as one of the best yachting destinations in the world, thanks to their calm seas, beautiful beaches, and short distances between islands. Tortola, the largest island, is the main hub, offering lively marinas and a relaxed island vibe. Virgin Gorda, with its famous Baths, provides a stunning natural landscape of giant granite boulders and crystal-clear waters. The BVI’s numerous secluded anchorages, friendly locals, and consistent trade winds make it a favorite for both experienced sailors and beginners alike, offering an unforgettable Caribbean yacht charter experience.

Windward Islands Yacht Charter

The Windward Islands, located in the southern Caribbean, offer a yachting experience filled with lush rainforests, volcanic landscapes, and pristine beaches. St. Lucia is famous for its dramatic Pitons and vibrant local culture, while Martinique offers a blend of French sophistication and tropical beauty. Grenada, known as the ‘Spice Island,’ is renowned for its stunning waterfalls, diving spots, and unspoiled beaches. The Windward Islands are perfect for adventurous sailors seeking a mix of natural beauty, cultural diversity, and off-the-beaten-path exploration in the Caribbean.

Sample Caribbean Charter Itineraries

Yacht Charter Itinerary Leeward Islands

Discover the charm of the Leeward Islands with a yacht charter itinerary that takes you through beautiful beaches, lush landscapes, and vibrant cultures. Enjoy an unforgettable voyage through some of the Caribbean’s most picturesque and welcoming destinations.

Yacht Itinerary French Caribbean

Experience the elegance of the French Caribbean with a yacht charter itinerary that explores stylish islands, pristine beaches, and vibrant cultures. Sail through this sophisticated region and enjoy a blend of luxury and natural beauty.

Yacht Charter Itinerary Abacos

Navigate the Abacos, a collection of stunning islands known for their turquoise waters, beautiful beaches, and laid-back atmosphere. This itinerary offers an ideal blend of exploration and relaxation in the heart of the Bahamas.

Yacht Charter Itinerary The British Virgin Islands

Set sail through the British Virgin Islands, renowned for their pristine beaches, crystal-clear waters, and excellent sailing conditions. This itinerary offers a perfect combination of relaxation and adventure in one of the Caribbean’s most celebrated yachting destinations.

Yacht Charter Itinerary Exumas

Best known for the captivating turquoise waters that surround them, the Exuma Islands offer endless quiet anchorages, sweeping sandbars, and white sand beaches that seemingly transport you to another world. This chain of 365 islands is part of the Out Islands of the Bahamas, but collectively they hold a much more laid-back vibe, and there’s something unique to be experienced on each of them.

Yacht Charter Itinerary Antigua – 8 days

Enjoy an 8-day yacht charter itinerary around Antigua, discovering the island’s stunning beaches, lively ports, and vibrant marine life. Experience the perfect mix of relaxation, exploration, and adventure on this beautiful Caribbean island.

Yacht Charter Itinerary Cuba – 7 Days

Experience a 7-day yacht charter itinerary around Cuba, exploring its lively cities, pristine beaches, and rich cultural heritage. Enjoy a week of adventure and relaxation in one of the Caribbean’s most fascinating destinations."

Yacht Charter Itinerary Turks and Caicos

The Turks and Caicos consist of 40 different islands and cays, only 8 of which are inhabited. Each island offers a different experience and a unique character, but all offer year round great climate, beaches and underwater activities. Situated on the world’s third largest coral reef system just south of the Bahamas, it’s no wonder these beautiful islands are frequently rated among the world’s top yachting destinations.

Yacht Charter Itinerary Bahamas

Sail through the Bahamas on a yacht charter itinerary that showcases the stunning waters, picturesque islands, and vibrant marine life. Enjoy a perfect blend of exploration and leisure in one of the Caribbean’s most beautiful destinations.

Yacht Charter Itinerary Antigua – 7 Days

Clusters of glistening emerald-hilled isles and islets lined with silky white beaches define the Caribbean’s Leeward Islands. This necklace of enchanting jewels also presents the ultimate in diverse Caribbean atmosphere and culture.

Yacht Charter Itinerary Virgin Islands

The Caribbean your guests dream about is wrapped in two different flags, the United States and the British Virgin Islands. From the most popular of the U.S. Virgin Islands, St. Thomas, the following itinerary will have you leisurely exploring the enchantment of St. John’s national park waters before heading over to the more remote islands of the BVIs.

Yacht Charter Itinerary St. Lucia

With clusters of glistening emerald-hilled isles and islets lined with white beaches, the Grenadines are a necklace of small island jewels that form an island state in the Windward Islands of the Caribbean’s Lesser Antilles.

Yacht Charter Itinerary Cuba

Explore Cuba’s vibrant culture and stunning coastline with a yacht charter itinerary that includes historic Havana, picturesque coastal towns, and beautiful beaches. Experience the island’s rich heritage and tropical charm from the water.

Yacht Charter Itinerary The Grenadines

Sail through the enchanting Grenadines, discovering idyllic islands, crystal-clear waters, and lush landscapes. This itinerary offers a perfect blend of relaxation and adventure in one of the Caribbean’s most stunning archipelagos.

St. Maarten to St. Lucia

Embark on a captivating journey from St. Maarten to St. Lucia, exploring vibrant islands, stunning beaches, and diverse marine environments. This itinerary offers a seamless blend of adventure and relaxation across the beautiful Caribbean Sea.

The Best Yachts Available to Charter in Caribbean

Worth Avenue Yachts offers an extensive selection of thousands of yachts available for charter worldwide. As yacht schedules change and new yachts enter the market, exclusive deals often emerge. For the most current and comprehensive list of available yachts in your desired area, we recommend contacting us directly. Below, you’ll find a small sample of the latest yachts available in the region.