San Juan, officially Municipio de la Ciudad Capital San Juan Bautista (Municipality of the Capital City, Saint John the Baptist), is the capital and most populous municipality in Puerto Rico, an unincorporated territory of the United States. As of the 2000 census, it has a population of 658,304 making it the 42nd-largest city under the jurisdiction of the United States. San Juan was founded by Spanish colonists in 1521, who called it Ciudad de Puerto Rico ("Rich Port City"). Puerto Rico's capital is the second oldest European-established city in the Americas, after Santo Domingo, in the Dominican Republic. Several historical buildings are located in San Juan; among the most notable are the city's former defensive forts, Fort San Felipe del Morro and Fort San Cristóbal, and La Fortaleza, the oldest executive mansion in continuous use in the Americas. 

Roseau is the capital and largest city of Dominica. With a population of 14,847 (2001 census), it is a small and compact urban settlement, located within the Saint George parish and surrounded by the Caribbean Sea, the Roseau River and Morne Bruce. Built on the site of the ancient Kalinago Indian village of Sairi, it is the oldest and most important urban settlement on the island. It is located on the west (leeward) coast of Dominica, and is a combination of modern and colonial (French Style) architecture. Roseau is Dominica's most important port for foreign trade. Some exports include bananas, bay oil, vegetables, grapefruit, oranges and cocoa. The service sector is also a large part of the local economy.

Bridgetown is the capital and largest city of the nation of Barbados. It is the only city on Barbados and well over half the island's residents live there. It is the port of call for many cruise ships and is known for its duty-free shopping as much as for its more cultural and historical attractions.

Saint Kitts and Nevis are a pair of tropical islands in the Caribbean and the smallest sovereign state in the Americas, in both area and population. The country is a Commonwealth realm, with the British Monarch (currently, Elizabeth II) as its head of state.  Saint Kitts and Nevis were among the first islands in the Caribbean to be settled by Europeans. It was home to the first British and French colonies in the Caribbean, and thus has also been titled "The Mother Colony of the West Indies''. The natural aspect is what makes the country remarkable. Many tropical birds which one rarely finds elsewhere are present in great concentration in the nature and there are also the famous monkeys which, it is said, were introduced by the pirates      

St. George's is the capital of Grenada. The town is surrounded by a hillside of an old volcano crater and is on a horseshoe-shaped harbor. St. George's is a popular Caribbean tourist destination. Founded by the French in 1650, the town has significantly developed in recent years, while preserving its history, culture, and natural beauty. The town is home of St. George’s University School of Medicine and it is also where the country's international airport is located, Maurice Bishop International Airport. It has a moderate tropical climate that ensures the success of spice production. Nutmegs are the most plentiful crop, followed by an array of such spices as cocoa, mace, cloves, vanilla, cinnamon and ginger.

Kingstown is the capital, chief port, and main commercial centre of Saint Vincent and the Grenadines. With a population of 16,500 (2010), Kingstown is the most populous settlement in the country. It is the centre for the island's agricultural industry and a port of entry for tourists. The city lies within the parish of Saint George in the south-west corner of Saint Vincent.

Saint Croix is an island in the Caribbean Sea, and a county and constituent district of the United States Virgin Islands (USVI), an unincorporated territory of the United States. It is the largest of the U.S. Virgin Islands, being 28 by 7 miles (45 by 11 km). However, the territory's capital, Charlotte Amalie, is located on Saint Thomas. St. Croix, like many other Caribbean islands, has tourism as one of its main sources of revenue. However, there are a number of other industries on the island to help support the economy. St. Croix was once an agricultural powerhouse in the Caribbean, but ended with the rapid industrialization of the island's economy in the 1960s. Buck Island Reef National Monument preserves a 176 acre (71 ha) island just north of Saint Croix and the surrounding reefs. This is a popular destination for snorkelers.

One of the major tourist areas in St. Lucia, Castries, is a port of call for cruise ships. They dock at Pointe Seraphine, to the north of the harbour, which is also a duty-free shopping centre. Beaches are also a major draw for tourists, and there are several in or very near Castries. The city doesn't have a huge amount to offer visitors, and it's usually just a place that you'll pass through on your way to the more obvious attractions of Saint Lucia - but it's worth watching those marvellous cruise ships that visit Saint Lucia dock!