Almost every sailor dreams of the legendary blue on the other side of the globe. The Caribbean islands enchant with dreamy islands, constant winds, and Caribbean flair. The area, which is especially popular at the turn of the year, attracts visitors in spring and autumn with empty beaches and affordable charter and flight prices.

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Features at a Glance

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Data and Conditions
Subtropical and tropical climate with an average of 28 – 30 degrees. Constant northeast trade winds with usually three to five Beaufort.
The season runs from November to June. From Germany, the flight time is approximately 12 hours.
Diverse with sandy beaches, high mountains, and mangrove forests. Marinas are very well developed in the BVI, with decreasing availability towards the south and in Cuba.
Monohulls: 5 out of 10 points
Catamarans: 10 out of 10 points
Bahamas

1/10

Bahamas

The Abaco Islands, which form the sailing area of the Bahamas, are located about 50 nautical miles southeast of Florida. The Bahamas are shielded from the Atlantic by a large coral reef. This makes the waters here relatively calm, which is especially beneficial for beginners. The guaranteed good weather, moderate winds, enchanting underwater world, and numerous marinas on the various islands have long attracted not only American sailors.

Image: Warderick Wells Cay – in the heart of the protected Exuma Park

Leeward Islands

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Leeward Islands

The northern part of the Lesser Antilles, the so-called "Leeward Islands," extends from Anguilla and St. Martin in the north to the island of Dominica in the south. The further south you go, the more pristine it becomes. While Antigua boasts magnificent mountain landscapes and stunning coral reefs, Dominica impresses with its dense rainforests, hundreds of waterfalls, active volcanoes, and resulting black sandy beaches.

Caribbean Sea in the Leeward Islands

Cuba

3/10

Cuba

When you think of Cuba, you first think of Havana with its colorful, sometimes dilapidated buildings, vintage cars, cheerful people, and endless beaches. Cuba as a sailing area is simply different! Sailors especially appreciate the solitude, the turquoise waters at the coral reefs, and the nostalgic flair. The starting port of Cienfuegos is the largest and wealthiest city in Cuba and is located on the south coast, which, with its dreamlike coastal sections, provides the perfect area for yacht enthusiasts.

Red beetle on an empty road with palm trees on the roadside in colorful Cuba

Windward Islands

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Windward Islands

The Windward Islands begin with Martinique, extending south over the Grenadines to Barbados and Tobago. While the spice island of Grenada is known for its historic fortresses as a mountainous yet fertile Caribbean island, small islands like Mustique attract celebrities from all over the world. Mayreau, on the other hand, is world-famous for its white sandy beaches, and St. Lucia remains memorable to every sailor with its lush rainforests and Caribbean villages.

Image: Coastal section on Barbados

British Virgin Islands

5/10

British Virgin Islands

The BVI is considered the best entry-level area in the Caribbean. Easy navigation, short passages with countless mooring options, perfect infrastructure, and sheltered bays. With its 60 islands spread over a total area of around 150 km², the BVI is located on the northern island arc of the Lesser Antilles. The capital is Road Town on the island of Tortola. The other three main islands are Virgin Gorda, Anegada, and Jost Van Dyke. Welcome to paradise!

Image: Necker Island – an island of the British Virgin Islands

Bahamas Leeward Islands Cuba Windward Islands British Virgin Islands
Yacht Charter in the Caribbean – Sailing in Paradise

The Caribbean is one of the most sought-after sailing areas worldwide, captivating with its unique combination of tropical flair, turquoise waters, and fascinating islands. Whether you explore the Bahamas, discover the British Virgin Islands, or sail the Windward and Leeward Islands – a yacht charter in the Caribbean promises adventure and relaxation alike.

Why the Caribbean is the Perfect Sailing Area

The Caribbean offers optimal sailing conditions with constant trade winds, sheltered bays, and a rich variety of islands that provide cultural experiences and breathtaking natural landscapes. The region is suitable for sailors of all experience levels and is ideal for experiencing exotic beaches, colorful underwater worlds, and hospitable locals.

The Best Sailing Areas in the Caribbean

Bahamas – An Archipelago of a Thousand Islands

The Bahamas are known for their shallow waters, dreamy beaches, and endless island-hopping opportunities.

  • Exumas: This chain of over 365 islands offers secluded sandbanks and crystal-clear waters – perfect for sailors seeking tranquility and nature.
  • Abacos: The Abaco Islands are a paradise for sailing beginners, with sheltered waters and charming villages like Hope Town.
  • Grand Bahama: This island combines modern marinas with stunning beaches and untouched nature.

British Virgin Islands – The Dream Area for Sailors

The British Virgin Islands (BVI) are considered one of the most popular sailing areas in the world.

  • Tortola: The largest island of the BVI is the perfect starting point with well-equipped marinas.
  • Virgin Gorda: Famous for the "Baths," unique rock formations, and hidden bays.
  • Jost Van Dyke: A lively hotspot with legendary beach bars like the Soggy Dollar Bar.
  • Anegada: This flat coral island offers pristine beaches and excellent opportunities for divers.

Leeward Islands – Diversity of the Caribbean

The Leeward Islands in the northern Caribbean Sea offer a fascinating mix of culture and nature.

  • Antigua: Famous for its 365 beaches and historic harbors like Nelson’s Dockyard.
  • Saint Kitts and Nevis: Two islands that captivate with lush volcanic landscapes and historic plantations.
  • Saint-Barthélemy (St. Barts): A luxurious island with exclusive marinas and top-notch restaurants.

Windward Islands – Volcanic Beauty and Untouched Nature

The Windward Islands in the southern part of the Lesser Antilles impress with their pristine nature and volcanic landscapes.

  • Saint Lucia: Home to the iconic Pitons, a UNESCO World Heritage Site, and Marigot Bay.
  • Grenada: Known as the "Spice Island," it offers a rich culture and secluded anchorages.
  • St. Vincent and the Grenadines: Perfect for island hopping with picturesque bays like the Tobago Cays.

Cuba – Unique Culture and Untouched Nature

Cuba combines cultural richness with tropical sailing areas.

  • Havana: Start your sailing adventure in the capital with its distinctive colonial charm.
  • Cayo Largo: An untouched island with white sandy beaches and turquoise waters.
  • Jardines del Rey: This island group offers secluded bays and excellent diving spots.
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Caribbean Region Compass
Let our region compass guide you and learn more about your next dream destination.
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