Cuba, officially the Republic of Cuba, is a sovereign state comprising the islands of Cuba, Isla de la Juventud and several archipelagos in the Caribbean Sea. The capital and largest city Havana. Havana had a large number of shows, events, and casinos catering to tourists. Geographically, Cuba is considered part of North America and culturally, it is considered part of Latin America. The island became a U.S. protectorate in 1898, and in 1902 it gained substantial independence. Between 1902 and 1959, many U.S. citizens lived in Cuba or frequently travelled to Cuba. It is the largest island in the Caribbean, and the second-most populous after Hispaniola, with over 11 million inhabitants. It is a multiethnic country whose people,culture and customs derive from diverse origins, including the aboriginal Taíno and   Ciboney peoples, the long period of Spanish colonialism, the introduction of African slaves, and a close relationship with the Soviet Union in the Cold War. Cuba is ranked high in human development by the United Nations, and performs well in health and education. In 2015, it became the first country to eradicate mother-to-child transmission of HIV and syphilis, a milestone hailed by the World Health Organization as "one of the greatest public health achievements possible".

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.

Grand Cayman is the largest of the Cayman Islands, a British Overseas Territory in the Caribbean. George Town, its capital, is home to the Cayman Islands National Museum, dedicated to Caymanian heritage.  There are fast food restaurants, night clubs, and resorts on the western side of the island down to George Town. The eastern districts have more restaurants specialising in native Caymanian cuisine. Because of its clubs, resorts, and hotels, Seven Mile Beach has the largest concentration of visitors and tourists on the island. Watersports such as scuba diving and snorkeling are among the most popular activities on Grand Cayman as the island is known for its coral reefs and underwater sea walls along with a number of shipwrecks.