Bridgetown is the island's largest city and is a vibrant and historic cultural gem. The city was founded by the British, meaning there is a terrific mix of old and new on the island with historic British colonial buildings alongside modern structures such as shopping centres and financial institutions. Always a lively city, there is a large amount of shopping, dining and cultural experiences to discover. Street vendors provide colour and character to the streets and the local bars and restaurants are the perfect way to immerse yourself in the Caribbean culture.

In the capital of St. Lucia, you will find one of the finest harbors in the West Indies. A large part of the islands exports of bananas, sugar cane, rum and syrup pass through Castries. The city was founded by the French, whose influence is felt today. The backdrop to the town is the mountain of Morne Fortune, which is an ever-present reminder of the natural beauty to be found all over the island if you venture away from the colourful buildings, markets and stores.

The seaside city of Roseau, capital of Dominica, has a rich history. The city boasts Creole architecture from the eighteenth century, and its Old Market, which vendors now flock to to sell their handicrafts and produce, is a former site for slave auctions. Visitors can immerse themselves in the nation's history at the Dominica Museum or see the local flora and fauna at the Dominica Botanical Gardens.

Basseterre offers visitors a blend of beautiful beaches, landscapes and architectural reminders of the colonial history of the island. While the island of St. Kitts and Nevis offers a massive variety of opportunities to relax, there is also plenty of chances to explore the island by snorkelling, windsurfing, diving and golfing. A wide variety of bars, restaurants and clubs give you the chance to enjoy some authentic Caribbean food and nightlife.

Charlestown is located on the Caribbean island of Nevis and is the capital of the Republic of Saint Kitts and Nevis. The town was built on the protected leeward side of the island and is the birthplace of Alexander Hamilton.

Philipsburg is the capital of the overseas Dutch colony of St. Maarten. Boasting beautiful views of the Great Bay and the Great Salt Pond, it is an ideal location for a Caribbean holiday. On St. Maarten, there is adventure to be found throughout the beautiful island with snorkeling, swimming and horseback riding available. Philipsburg is also a hotspot for bargain hunters, with a mile-long commercial district with a range of duty-free shops. The white sandy beaches of Philipsburg are the perfect location to enjoy some relaxation.

The small capital of the British Virgin Islands is located on the main island of Tortola and has about 9000 inhabitants. The city was founded in 1648 by Dutch settlers. The town has been destroyed on many occasions due to coming under siege. The oldest buildings that remain now date back to 1840. If you're looking to explore the city, the Botanical Garden is a good place to start. Then, you can make your way to the ferry terminal of the city where many beautiful yachts drop anchor.

San Juan is the capital and largest city of Puerto Rico. As a cruising hot spot in the Caribbean, San Juan offers all of the amenities and attractions of a modern city. The city is divided into Old and New San Juan. Old San Juan dates back five centuries and is known for its colourful buildings and old forts, which once protected the island. El Morro is a well-known fort that now houses a small military museum. At the city walls that surround San Juan is The Paseo de la Princesca, a beautiful promenade with shops, restaurants, and gorgeous views.