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. 

Oranjestad, known as ("Orange Town"), is the capital and largest city of Aruba. In the local language, Papiamento, Oranjestad is also often referred to simply as "Playa". The city consists of hundreds of local stores where tourists usually buy their keepsakes. The city is also home to some of the island's local residents and also many governmental buildings. Along the main "drag" (Sasakiweg street) you will find most tourist walking around and shopping and can also see the cruise ships that bring more and more external tourism into the island everyday. Close to the cruise ships is the island's largest marina where you can find great docking space for your vessel.

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      

Willemstad is the capital city of Curaçao, an island in the southern Caribbean Sea that forms a constituent country of the Kingdom of the Netherlands. Formerly the capital of the Netherlands Antilles prior to its dissolution in 2010, it has an estimated population of 150,000. Willemstad is home to the Curaçao synagogue, the oldest surviving synagogue in the Americas.

Saint Thomas is an island in the Caribbean Sea and with the islands of Saint John, Saint Croix, and Water Island a county and constituent district of the United States Virgin Islands (USVI), an unincorporated territory of the United States. Located on the island is the territorial capital and port of Charlotte Amalie. As of the 2000 census, the population of Saint Thomas was 51,181 about 47% of the US Virgin Island total. The district has a land area of 31.24 square miles (80.9 km2).

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.

Ponce is both a city and a municipality in the southern part of Puerto Rico. The city is the seat of the municipal government. The city of Ponce, the second largest in Puerto Rico outside of the San Juan metropolitan area, is named for Juan Ponce de León y Loayza, the great-grandson of Spanish conquistador Juan Ponce de León. Ponce is often referred to as La Perla del Sur (The Pearl of the South), La Ciudad Señorial (The Noble, or Lordly, City), and La Ciudad de las Quenepas (Genip City). The city serves as the governmental seat of the autonomous municipality as well as the regional hub for various Government of Puerto Rico entities, such as the Judiciary of Puerto Rico. It is also the regional center for various other Commonwealth and federal government agencies. The Municipality of Ponce, officially the Autonomous Municipality of Ponce, is located in the Southern Coastal Plain region of the island, south of Adjuntas, Utuado, and Jayuya; east of Peñuelas; west of Juana Díaz; and bordered on the south by the Caribbean Sea.