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.

Little Bay is intended to be the future capital of Montserrat but is currently under construction. It is adjacent to Brades and is located in the northern portion of the island.

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.

Gustavia is the capital of the French island of St. Barthelemy. Gustavia is a reminder of the past when the island of St. Barthelemy was leased to the Swedish, named after Swedish King Gustav and having characteristic red-roofed houses lining the tropical hills. There is plenty of oppurtunities to discover the history and culture of the island at the Wall House Museum or even just a trip to the lively Le Ti-Marché open-air market. One of the many quiet cafes give you a perfect place to enjoy the stunning views out into harbour.

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.

St. John's is the capital of the island nation Antigua and Barbuda in the Caribbean. Sights worth seeing include the St. John's Harbor, the St. John's Cathedral and the colonial court House.Saint. John's is among the most developed communitys in the Lesser Antilles, with a population of 22,193, St.John is the chief port of the island Antigua. The city became famous for numerous shopping centres and a variety of boutiques throughout the city.

Road Bay is located in the southwest of the island of Anguilla. There are coral reefs that are ideal for snorkeling.

Miami, situated on the Atlantic coast in Southeast Florida, is the world's busiest cruise port. An array of world-famous beaches such as South Beach, which is known for its vibrant nightlife scene, continue to put the city on the map for cruise vacationers. Miami is home to many beautiful and lush national parks and botanical gardens, such as Biscayne National Park and the divine Pinecrest Gardens.