Windstar Cruises Caribbean: 16 nights from Bridgetown with Star Legend
Dec 4, 2026

Rodney Bay

Pitons

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.

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

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

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, 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.

Cartagena De Indias

The City is a fairytale of romanticism, legends and pure beauty. Cartagena de Indias is an exciting place you will fall in love with.

The city was one of the first sanctuaries of African slaves freed in the America and is today populated by an ethnic melting pot of Colombian varieties. It is a vivid city, the ideal place if you are looking for something different from the usual touristic routine. To immerge in the city, you just have to have a walk through Cartagena’s labyrinth of cobblestones alleys, where huge balconies are wrapped by bugainvilles and massive churches cast their shadows on the tree-lined squares. Take your time and relax in one of the many cafes in Cartagena.

Cartagena De Indias

The City is a fairytale of romanticism, legends and pure beauty. Cartagena de Indias is an exciting place you will fall in love with.

The city was one of the first sanctuaries of African slaves freed in the America and is today populated by an ethnic melting pot of Colombian varieties. It is a vivid city, the ideal place if you are looking for something different from the usual touristic routine. To immerge in the city, you just have to have a walk through Cartagena’s labyrinth of cobblestones alleys, where huge balconies are wrapped by bugainvilles and massive churches cast their shadows on the tree-lined squares. Take your time and relax in one of the many cafes in Cartagena.

Bocas del Toro

San Blas Island

Balboa

Balboa, located at the end of the Panama Canal, is known for being the port of Panama City. Geographically it is close to the canal docks and the Ancón hill behind it which separates it from Panama City.

Balboa owes its name to the Spanish explorer Vasco Núñez de Balboa who reached this land in 1914. Before being annexed to Panama City as a district, Balboa was for a long time controlled by the Americans who took care of the construction of many of the buildings and structures still present today within the city.

The canal on one side and the hills on the other create an enchanting landscape where the blue of the sea and the green of the hills merge in a unique way creating a perfect combination. Among the various activities that can be carried out in Balboa, hiking is certainly one of the main ones. The paths immersed in the green will allow you to fully experience the beauty of the nature of this place and to enjoy the suggestive view of all its beauties and uniqueness from above.

The best way to reach the city is on board a cruise ship. Choose a cruise that departs from Balboa or has the city as a stop to admire up close the unique beauty of this territory and to set off to discover Central America, the Caribbean, and the Mediterranean.