Belize City is the largest city in Belize and was once the capital of the former British Honduras. It is located at the mouth of the Haulover Creek, which is a tributary of the Belize River. The city is the country's principal port and its financial and industrial hub. Several cruise ships drop anchor outside the port and are tended by local citizens. It was also the capital of British Honduras (as Belize was then named) until the government was moved to the new capital of Belmopan in 1970.

Roatán is one of the Honduras Bay Islands in the Caribbean Sea. The island was formerly known as Ruatan and Rattan. Rests on an exposed ancient coral reef, with two cruise ship ports, Roatan has become a cruise destination, and roads and beaches can be busy when ships are in port. The western side of the island is the most populated and where most tourists stay, and the eastern side is more remote and isolated. Roatan has a warm climate with daytime temperatures between 80-90 year round.

Cozumel is an island in the Caribbean Sea off the eastern coast of Mexico's Yucatán Peninsula, opposite Playa del Carmen, and close to the Yucatán Channel. The island is covered with mangrove forest which has many endemic animal species. Cozumel is a flat island based on limestone, resulting in a karst topography. There are a number of visitors to the island's balnearios, scuba diving, and snorkeling. The main town on the island is San Miguel de Cozumel. The islands belongs to Cozumel Municipality of the state of Quintana Roo, Mexico.

Havana, officially Ciudad de La Habana, is the capital city, major port, and leading commercial centre of Cuba. The city is one of the 15 Cuban provinces. The city/province has 2.1 million inhabitants, the largest city in Cuba and the second largest in the Caribbean region, after Santo Domingo. The city extends mostly westward and southward from the bay, which is entered through a narrow inlet and which divides into three main harbours: Marimelena, Guanabacoa, and Atarés. The sluggish Almendares River traverses the city from south to north, entering the Straits of Florida a few miles west of the bay.

Key West is an island in the Straits of Florida on the North American continent at the southernmost tip of the Florida Keys. It is considered the southernmost city in the continental United States. The city also occupies nearby islands and portions of nearby islands. It’s popularly known for its stunning beaches, coral reefs – destinations for diving and snorkeling.

Miami is a major city located on the Atlantic coast in southeastern Florida and the county seat of Miami-Dade County, the most populous county in Florida and the eighth-most populous county in the United States with a population of 2,500,625. The 42nd largest city in the United States, with a population of 433,136, it is the principal, central, and most populous city of the South {Florida} metropolitan area, the most populous metropolis in the Southeastern United States. According to the US Census Bureau, Miami's metro area is the seventh most populous in the United States, with an estimated population of 5,547,051 in 2009. 

Georgetown is a historic neighborhood, commercial, and entertainment district located in northwest Washington, D.C., situated along the Potomac River. Founded in 1751 in the Province of Maryland, the port of Georgetown predated the establishment of the federal district and the City of Washington by 40 years. Georgetown remained a separate municipality until 1871, when the United States Congress created a new consolidated government for the whole District of Columbia. A separate act passed in 1895 specifically repealed Georgetown's remaining local ordinances and renamed Georgetown's streets to conform with those in the City of Washington. The primary commercial corridors of Georgetown are the intersection of Wisconsin Avenue and M Street, which contain high-end shops, bars, restaurants, and the Georgetown Park enclosed shopping mall, as well as the Washington Harbour waterfront restaurants at K Street, between 30th and 31st Streets. Georgetown is home to the main campus of Georgetown University and numerous other landmarks, such as the Volta Bureau and the Old Stone House, the oldest unchanged building in Washington. The embassies of Cameroon, France, Kosovo, Iceland, Liechtenstein, Mongolia, Sweden, Thailand, Ukraine and Venezuela are located in Georgetown.w

Cartagena is Colombia's most famous tourist destination on the Caribbean coast. The city is renowned for its colonial and colourful architecture. With a tropical climate, the city is also a popular beach destination. The city was founded on June 1, 1533, and named after Cartagena, Spain, itself after the original Carthage in Tunisia. However, settlement in this region around Cartagena Bay by various indigenous people dates back to 4000 BC. During the colonial period Cartagena served a key role in administration and expansion of the Spanish empire. It was a center of political and economic activity due to the presence of royalty and wealthy viceroys. In 1984 Cartagena's colonial walled city and fortress were designated a UNESCO World Heritage Site.

Puerto Limón, commonly known as Limón (Spanish for "lemon"), is the capital city and main hub of Limón province, as well as of the cantón (county) of Limón in Costa Rica. It is the sixth-largest city in Costa Rica, with a population of over 55,000 (including surrounding towns), and is home of a multicultural community. Part of the community traces its roots to Italian, Jamaican and Chinese laborers who worked on a late nineteenth-century railroad project that connected San José to Puerto Limón. Until 1948, the Costa Rican government did not recognize Afro-Caribbean people as citizens and restricted their movement outside Limón province. As a result of this "travel ban", this Afro-Caribbean population became firmly established in the region, which influenced the decision to not move even after it was legally permitted. Nowadays, there is an important outflow of Limón natives who move to the country's Central Valley in search for better employment and education. The Afro-Caribbean community speaks Spanish and Limonese Creole, a creole of English.

Colón is a Panamanian city and sea port beside the Caribbean Sea, lying near the Atlanticentrance to the Panama Canal. It is the capital of Panama's Colón Province and has traditionally been known as Panama'ssecond city. Originally, it was located entirely on Manzanillo Island, surrounded by Limon Bay, Manzanillo Bay and the Folks River, but, since the disestablishment of the Panama Canal Zone, the city's limits have been redefined to include Fort Gulick, a former U.S. Army base, as well the former Canal Zone towns of Cristobal, Margarita and Coco Solo.