Windstar Cruises Caribbean: 11 nights from Cozumel Island with Wind Surf
Feb 17, 2026

George Town

Capital of Grand Cayman, one of the three magnificent tropical islands, which Christopher Columbus called "Las Tortugas" (the turtles) for the sea creatures he found abundant in the crystal clear waters of the ocean.

Georgetown is the capital of the Cayman Islands and one of the most popular cruise ship stops in the Caribbean, thanks to its white sand beaches, year-round tropical climate, and crystal-clear blue waters. Don't miss Stingray City and diving and snorkeling near the coral reef. Georgetown offers an abundance of duty-free shopping, restaurants, and cafes. If you can get away from the beach on your own, try an excursion to one of the few tropical rainforests in the Antilles.

George Town

Capital of Grand Cayman, one of the three magnificent tropical islands, which Christopher Columbus called "Las Tortugas" (the turtles) for the sea creatures he found abundant in the crystal clear waters of the ocean.

Georgetown is the capital of the Cayman Islands and one of the most popular cruise ship stops in the Caribbean, thanks to its white sand beaches, year-round tropical climate, and crystal-clear blue waters. Don't miss Stingray City and diving and snorkeling near the coral reef. Georgetown offers an abundance of duty-free shopping, restaurants, and cafes. If you can get away from the beach on your own, try an excursion to one of the few tropical rainforests in the Antilles.

Ocho Rios

Santo Domingo

Embark on a vibrant Caribbean cruise from Santo Domingo, the historic capital of the Dominican Republic. As the oldest continuously inhabited European-established settlement in the Americas, this city offers an unparalleled blend of colonial charm and lively Caribbean culture. Explore its UNESCO-listed Colonial Zone before setting sail on a journey filled with sun-drenched beaches, rhythmic music, and unforgettable island discoveries.

La Romana

Thanks to its beautiful beaches and its excellent tourism, Romana is one of the most famous tourist destinations in the country.
La Romana has lots of attractions to offer. If you are a night person, you will be amazed at how many things you can do in such a place. To start, on certain nights, resorts and clubs host parties, activities and
games on the beaches. All people are welcomed because they believe that the more people are there the more fun there is. The Big Sur is a very famous club for dancing merengue and if you are shy you can enjoy a delicious drink while you are sitting at a bar. During the day, the list of things to do is endless including snorkelling, diving, golf, swimming, doing shopping, cultural visits, spas and much more. If you are smoker or not, the Roman Cigar factory can be something very interesting. In addition, from la Romana is possible to visit the capital of the Dominican Republic, Santo Domingo.

La Romana has a lot to offer. If you are a night owl, you will be amazed at how many different things you can do in a place like this. To begin with, on certain nights, Resorts and clubs host parties, activities and games on the beaches. Everyone is welcome because they believe that having more people makes it all a lot more fun. The Big Sur, a very popular club famous for dancing merengue, and if you are shy types you can always sit at their bar safe in the knowledge that you will be served with the right drink. By day, the list of things to do and attractions is almost endless; this list includes snorkeling, diving, golf, swimming, shopping, cultural visits, spas and much more. Whether you are a smoker or not, the Roman Cigar factory can be something very interesting. Furthermore, from La Romana it is possible to visit the capital of the Dominican Republic, Santo Domingo.

Jost Van Dyke

During your cruise ship stop in Jost Van Dyke, you will discover a tropical paradise rich in adventure and relaxation. Start your day with a visit to White Bay, famous for its white sand and crystal clear waters. Relax under the palm trees, swim in the turquoise waters or snorkel to explore the vibrant marine life.

Don't miss the opportunity to visit Foxy's Tamarind Bar, a local institution where you can enjoy delicious Caribbean cocktails and typical dishes while listening to live music. For an unforgettable experience, take a boat trip to visit the spectacular caves of Norman Island.

If you are an adventure lover, take a short hike to the top of Jost Van Dyke to enjoy breathtaking views of the island and the surrounding sea.

Jost Van Dyke offers you a perfect mix of natural beauty, local culture and exciting activities, guaranteeing an unforgettable stop during your cruise.

Virgin Gorda

Philipsburg

Philipsburg is the capital of Sint Maarten in the Caribbean Sea. It is one of the best cruise ship ports in the Caribbean famous for shopping.

Philipsburg is the capital of the Dutch part of the island of St. Maarten, a Caribbean island divided into Dutch and French (Saint Martin). Business seekers flock to the duty-free shops and tax-free sales of the long Philipsburg shopping district. Visitors can also enjoy art galleries in the city, historical fortresses, casinos, and zoos, as well as Great Bay Beach and the boardwalk.