Home Cruise lines Windstar Cruises Caribbean Star Pride Oranjestad Sunday, March 15, 2026

Windstar Cruises Caribbean: 7 nights from Oranjestad with Star Pride
Mar 15, 2026

Aruba, Netherlands Antilles, Saint Vincent and the Grenadines, Saint Lucia, Trinidad and Tobago, Barbados
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from $3,295
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Caribbean with Star Pride from $3,295.43
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Cruise itinerary
Departure Port: Oranjestad ➞ Landing: Bridgetown

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    Monday, March 16, 2026 8:00 AM - 8:00 PM
    Kralendijk chevron_right
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    Wednesday, March 18, 2026 7:00 AM - 12:30 PM
    Kingstown chevron_right
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    Wednesday, March 18, 2026 5:30 PM - 6:30 PM
    Pitons chevron_right
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    Thursday, March 19, 2026 8:00 AM - 10:00 PM
    Bequia chevron_right
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    Friday, March 20, 2026 8:00 AM - 5:00 PM
    Mayreau chevron_right
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    Saturday, March 21, 2026 7:00 AM - 4:00 PM
    Scarborough chevron_right
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    Sunday, March 22, 2026 6:00 AM 11:59 PM
    Bridgetown chevron_right
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.

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.

Kingstown

Kingstown

Kingstown, capital of the Central American island state that is part of the Lesser Antilles, Saint Vincent and Grenadines, boasts a port of vital importance that makes the city the economic center of the country. The city is known all over the world as "the city of arches" for the high number of arches in the architecture of the various buildings and monuments scattered throughout the city.

The geographical position of Kingstown, squeezed between the coast that overlooks the Caribbean Sea and the hills behind it, allows for different activities. For sea lovers, the city's beaches offer the opportunity to relax without worries while enjoying a refreshing cocktail and, for those who have a low threshold of tolerance when it comes to standing still, it is possible to do a series of water sports that allow you to get more and more in contact with the surrounding environment.

For those who love long walks and views of the cities from above, venturing into the city hills is what you are looking for! In particular there are two forts, Fort Charlotte and Fort Duvernette, once used as points for the defense of the city, today they are panoramic points that will leave you speechless!

One of the best ways to reach Kingstown is on board a cruise ship! Choosing a cruise that departs from Kingstown or has this city as a stop is the best choice because it will allow you not only to observe the unique beauty of this city up close but also to enjoy all of this natural spectacle during the journey to your destination!

Pitons

Pitons

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

Scarborough

Scarborough

Scarborough is the largest city in Tobago, one of the two islands of the Republic of Trinidad and Tobago. It has about 17,000 inhabitants, almost a third of the island's population. The city is dominated by Fort King George, an eighteenth-century fortification named after the British King George III, which today houses a History and Archaeology museum. Scarborough is the capital and deep-water port of Trinidad and Tobago, and its administrative center. Located on Rockly Bay, the city is situated on the slopes of a hill 13 km from the south-western tip of Tobago. At the top of the hill there is Fort King George built by the British in the late 1700s. Scarborough has several facilities dating back to the 19th century, including the House of Assembly, a finely restored Georgian building. The city has benefited considerably from the growth of tourism in Tobago and has many commercial buildings. Tobago Airport, Crown Point, is about 11 km from Scarborough and handles domestic and international flights. Outside the port you will find vendors of traditional homemade sweets - sugar cakes (grated coconut cooked in milk and sugar) and sweets made of sticky sesame seeds held together by sugar and caramelized.
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.