Home Cruise lines Windstar Cruises Caribbean Wind Surf Bridgetown Sunday, January 18, 2026

Windstar Cruises Caribbean: 14 nights from Bridgetown with Wind Surf
Jan 18, 2026

Barbados, Martinique, Saint Lucia, Sri Lanka, Saint Vincent and the Grenadines, Grenada, Netherlands Antilles, Aruba
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from $8,177
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Caribbean with Wind Surf from $8,177.36
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Cruise itinerary
Departure Port: Bridgetown ➞ Landing: Oranjestad

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    Monday, January 19, 2026 9:00 AM - 11:00 PM
    Fort de france chevron_right
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    Tuesday, January 20, 2026 8:00 AM - 4:00 PM
    Castries chevron_right
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    Tuesday, January 20, 2026 6:00 PM - 11:59 PM
    Pigeon Island chevron_right
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    Wednesday, January 21, 2026 not found - 6:00 PM
    Pigeon Island chevron_right
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    Thursday, January 22, 2026 8:00 AM - 10:00 PM
    Bequia chevron_right
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    Friday, January 23, 2026 8:00 AM - 6:00 PM
    Mayreau chevron_right
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    Saturday, January 24, 2026 7:00 AM - 2:00 PM
    Saint George chevron_right
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    Sunday, January 25, 2026 6:00 AM - 6:00 PM
    Bridgetown chevron_right
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    Monday, January 26, 2026 8:00 AM - 5:00 PM
    Bequia chevron_right
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    Tuesday, January 27, 2026 8:00 AM - 6:00 PM
    Mayreau chevron_right
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    Wednesday, January 28, 2026 8:00 AM - 4:00 PM
    Soufriere chevron_right
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    Friday, January 30, 2026 1:00 PM - 10:00 PM
    Kralendijk chevron_right
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    Saturday, January 31, 2026 8:00 AM - 6:00 PM
    Willemstad chevron_right
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    Sunday, February 1, 2026 6:00 AM 11:59 PM
    Oranjestad chevron_right
Bridgetown

Bridgetown

Bridgetown, an island located in the eastern part of the archipelago, is the capital of Barbodos islands. It is renowned for its duty-free shops and its cultural and historical attractions.
It is one of the most oldiest cities of the Carribean Islands; its architecture full of colonial buildings blending with warehouses and brash modern office blocks fascinates and entertains visitors. The center of the city is the Carenaggio, a tourist port that confines with the Parliament of Barbados (where are located two small fashinated history museums). Some of the most famous religious buildings are distant five minutes from the Parliament like Sant Micheal Cathedral and the synagogue.

Bridgetown is one of the oldest cities in the Caribbean; its architecture with balconies of colonial buildings blending with warehouses and brash modern office blocks fascinates and entertains visitors. The center of activity is the careenage, a marina that borders the Barbados Parliament (home to two small but fascinating local history museums). A number of the island's most important religious buildings are located within a five-minute walk of Parliament, including St. Michael's Cathedral and a synagogue.

Fort de france

Fort de france

Cruises departing from Fort de France: all offers

Fort de France, the capital of the island of Martinique, is the ideal embarkation port for those who wish to visit the Antilles on a cruise. From this port, cruise ships depart with stops in the main islands of this region: Barbados, Grenada, Montserrat and Dominica are just some of the fantastic islands you will visit by booking a cruise from Fort de France!

Cruise from Fort de France: the best of the Caribbean

The city of Fort de France has a typically French atmosphere with many clubs, bars and restaurants located in the center or on the waterfront. From the port of Fort de France you can easily reach the most exotic islands of the Lesser and Greater Antilles: dive among the sun, palm trees and crystal clear waters during the stops and enjoy all the comfort of your cabin on board during the navigation moments.
For those who decide to visit Fort de France, we recommend a visit to the botanical garden or the municipal park 'La Savane' where you can admire exotic plants, flowers and trees of incredible colors and scents. For lovers of good food, we recommend a stop in one of the many typical restaurants that combine refined French cuisine with the exotic flavors of the Caribbean: a unique mix not to be missed!

Cruises with boarding from Fort de France, when to go?

The best time for a cruise from Fort de France is from November to April, the freshest and driest months in this region. The cruises from Fort de France are ideal for sea lovers who can sunbathe or snorkel among colorful tropical fish.
Families with children are also welcome in Fort de France: they will find beaches to play on and many activities to do together in this lovely city before setting sail for the cruise. Browse below for cruises from Fort de France, find the right itinerary for you at the best price and book an unforgettable cruise for a winter vacation in the name of sun and sea!

Castries

Castries

St Lucia is renowned for its beautiful beaches. The most popular is Vigie Beach, a beautiful curve of golden sand, dotted with swaying palm trees.

St. Lucia has been part of the British Commonwealth since 1803. But before that, it was often occupied by the French, whose influences are evident in much of the island's culture. Castries offers a colorful local market and great shopping. And the surrounding areas offer lush rainforests, impressive waterfalls, beautiful beaches and sulfur springs. Admire the beautiful coast of Santa Lucia from the deck of a catamaran. You will have an unbeatable view of the landscape and you will get an exhilarating ride.

Pigeon Island

Pigeon Island

Pigeon Island

Pigeon Island

Bequia

Bequia

Escape to Paradise from Bequia!

Set sail on an idyllic Caribbean escape from the enchanting island of Bequia. This serene and unspoiled gem in the Grenadines offers a tranquil and intimate starting point for your cruise. Experience the laid-back charm and pristine waters before embarking on a journey to discover secluded coves, vibrant coral reefs, and the untouched beauty of the Lesser Antilles, promising pure relaxation and natural splendor.

Mayreau

Mayreau

Saint George

Saint George

Bermuda's Historic Charms from Saint George!

Set sail on a delightful cruise from Saint George, Bermuda, a charming and historic town that is a UNESCO World Heritage site. With its pastel-colored buildings, narrow alleyways, and rich colonial past, Saint George offers a picturesque and tranquil departure point for your island escape. Experience the unique blend of British heritage and island serenity before embarking on a journey filled with sun, relaxation, and unforgettable Bermudan discoveries.

Bridgetown

Bridgetown

Bridgetown, an island located in the eastern part of the archipelago, is the capital of Barbodos islands. It is renowned for its duty-free shops and its cultural and historical attractions.
It is one of the most oldiest cities of the Carribean Islands; its architecture full of colonial buildings blending with warehouses and brash modern office blocks fascinates and entertains visitors. The center of the city is the Carenaggio, a tourist port that confines with the Parliament of Barbados (where are located two small fashinated history museums). Some of the most famous religious buildings are distant five minutes from the Parliament like Sant Micheal Cathedral and the synagogue.

Bridgetown is one of the oldest cities in the Caribbean; its architecture with balconies of colonial buildings blending with warehouses and brash modern office blocks fascinates and entertains visitors. The center of activity is the careenage, a marina that borders the Barbados Parliament (home to two small but fascinating local history museums). A number of the island's most important religious buildings are located within a five-minute walk of Parliament, including St. Michael's Cathedral and a synagogue.

Bequia

Bequia

Escape to Paradise from Bequia!

Set sail on an idyllic Caribbean escape from the enchanting island of Bequia. This serene and unspoiled gem in the Grenadines offers a tranquil and intimate starting point for your cruise. Experience the laid-back charm and pristine waters before embarking on a journey to discover secluded coves, vibrant coral reefs, and the untouched beauty of the Lesser Antilles, promising pure relaxation and natural splendor.

Mayreau

Mayreau

Soufriere

Soufriere

Caribbean Bliss from Soufriere!

Set sail on an idyllic Caribbean cruise from Soufriere, St. Lucia, a picturesque town nestled amidst the majestic Pitons. This stunning natural harbor offers an unparalleled departure point for exploring the lush landscapes, volcanic wonders, and pristine beaches of the Windward Islands. Immerse yourself in the island's natural beauty and laid-back charm before embarking on a journey filled with sun, relaxation, and unforgettable tropical discoveries.

Kralendijk

Kralendijk

Kralendijk is the capital of the island of Bonaire in the Dutch Antilles, located in the Caribbean Sea off the coast of Venezuela. Surrounded by a coral reef that makes its fame worldwide, the city has a rich cultural heritage that attracts many tourists every year, thanks to its rich flora and fauna. The island of Bonaire was discovered by Alonso de Ojeda and Amerigo Vespucci in 1499, it was then part of Spanish territory. Then, in 1633, it was the turn of the Dutch to own the island. Subsequently, the Dutch Antilles became French, in 1805, after the conquest of Napoleon. In 1816, following the Treaty of Paris, it was returned to the hands of the Dutch. The abolition of slavery date occurred in 1863. Almost a century later, in 1943, Flamingo International Airport was built, promoting the development of the island. Bonaire obtained its independence on October 10, 2010. The boomerang-shaped port is full of cruise ships that stop to allow a visit to tourists. The city of Kralendijk offers paved roads with some shops, restaurants, and bars on the waterfront. Nearby is Fort Orange, built in 1639 to defend Bonaire's main port. The center of Kralendijk is the ideal place for shopping, shops are generally open from 8 am to noon and from 2 pm to 6 pm. This place is much quieter and more relaxed than the other ports in the Dutch Antilles. The splendid Bonaire National Park is considered one of the best diving destinations in the Caribbean, while Washington-Slagbaai Park in Brandaris is the highest point on the island. Other popular sites to see are the salt pyramids and the Willemstoren lighthouse.

Willemstad

Willemstad

Capital of the Dutch Antilles and largest city on the island of Curacao, this town, a large and small city at the same time, is full of life and attractions for all tastes.

The vibrant capital of Curacao is a welcoming, cheerful destination, with two distinct historic districts, divided by the beautiful bay of St. Anna. Punda, site of narrow, clean streets, is packed with shops and museums. Otrobanda, or "The Other Side", is a labyrinth of residential streets, in contrast to the organized grid throughout the bay. The colorful colonial architecture of Willemstad has been named a UNESCO heritage site. Diving and swimming with dolphins are popular and highly sought-after activities throughout the bay.

Oranjestad

Oranjestad

Oranjestad, the historic Dutch capital of Aruba, is located along the picturesque south coast, and it is considered a paradise for the senses by every tourist.
Boutiques, exclusive shops, street vendors, casinos and a wide range of restaurants, discos and bars make Orajestad a very popular tourist destination in Aruba. In addition to shops, restaurants and entertainment, in the city you can visit museums, a butterfly farm, art galleries, golf, historical sites and a functional touristic port. The colonization of the island by Netherlands is demonstrated in Dutch colonial architecture that is mixed with distinctly Caribbean brightly coloured buildings.

Boutiques, exclusive shops, street vendors, casinos and a wide range of restaurants, discos and bars, make Oranjestad, a super popular tourist destination in Aruba. In addition to shops, restaurants and entertainment, this capital city of the island offers museums, a butterfly farm, art galleries, golf, historical sites and a functional marina. The colonization of the island by the Netherlands is demonstrated in Dutch colonial architecture, mixed with buildings with distinctly Caribbean bright colors.