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. 

Antigua and Barbuda is a twin-island nation lying between the Caribbean Sea and the Atlantic Ocean. It consists of two major inhabited islands, Antigua and Barbuda, and a number of smaller islands (including Great Bird, Green, Guinea, Long, Maiden and York Islands). The country is nicknamed "Land of 365 Beaches" due to the many beaches surrounding the land. Positioned where the Atlantic and Caribbean meet, it's known for reef-lined beaches, rain-forests and resorts.

St. Lucia, known for its distinctive mountains, is an island that travellers dream about - a small, lush tropical gem that has volcanic beaches and fishing villages as well as luxurious resorts. The volcanic island of Saint Lucia is more mountainous than most Caribbean islands, and its dramatic twin coastal peaks, the Pitons, form the island's most famous landmark.

Barbados is an island country in the Lesser Antilles. It is 21 miles in length and as much as 14 miles in width, amounting to 166 square miles. It is situated in the western area of the North Atlantic and 62 miles east of the Windward Islands and the Caribbean Sea therein, it is about 104 miles east of the islands of Saint Vincent and the Grenadines, and 250 miles north-east of Trinidad and Tobago. Barbadian traditions range from afternoon tea and cricket (the national sport) to pursuits such as scuba diving at Dottins Reef and golfing on designer oceanside courses.

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).

Port Canaveral is a cruise, cargo and naval port in Brevard County, Florida, United States. It is one of the busiest cruise ports in the world with 3.9 million cruise passengers passing through during 2014. As a deep water cargo port, it has a high volume of traffic. Over 3,000,000 short tons (2,700,000 t) of bulk cargo moves through each year. Common cargo includes cement, petroleum and aggregate. The port has conveyors and hoppers for loading products directly into trucks, and facilities for bulk cargo containers. The channel is about 44 feet (13 m) deep. The port exports fresh citrus; bulk frozen citrus juice stored in one of the largest freezer warehouses in the state; cement and building materials. Ten ships, on average, enter the port each day.

Sint Maarten (Dutch pronunciation: [sɪnt ˈmaːrtə(n)]) is an island country in the Caribbean. It is a constituent country of the Kingdom of the Netherlands. With a population of 33,609 on an area of 34 km2 (13 sq mi), it encompasses the southern 40% of the divided island of Saint Martin, while the northern 60% of the island constitutes the French overseas collectivity of Saint-Martin. Its capital is Philipsburg. Before 10 October 2010, Sint Maarten was known as the Island Territory of Sint Maarten (Dutch: Eilandgebied Sint Maarten), and was one of five island territories (eilandgebieden) that constituted the Netherlands Antilles.