Guadeloupe (sometimes known as the ''Butterfly Island''), a French overseas territory, is an island group in the southern Caribbean Sea. It is an archipelago of nine inhabited islands, including Basse-Terre, Grande-Terre, Marie-Galante, La Desirade, Iles des Saintes, Saint-Barthélemy, Iles de la Petite Terre, and Saint-Martin (French part of the island of Saint Martin). Guadeloupe is best known for its rich culture, volcano, beautiful scenery and wonderful beaches.

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".

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.

Bermuda is a British Overseas Territory in the North Atlantic Ocean, located off the east coast of North America. It is one of the last remains of the once vast British colonial empire in North America. It consists of about 138 islands and islets, with all the major islands aligned on a hook-shaped, but roughly east-west, axis and connected together by road bridges. Despite this complexity, Bermudians usually refer to Bermuda as "the island".  Bermuda's pink sand beaches and clear, cerulean blue ocean waters are popular with tourists. Many of Bermuda's hotels are located along the south shore of the island. In addition to its beaches, there are a number of sightseeing attractions. Historic St George's is a designated World Heritage Site.  It's most famous visitor attraction is the Royal Naval Dockyard, which includes the Bermuda Maritime Museum. Other attractions include the Bermuda Aquarium, Museum and Zoo, Bermuda Underwater Exploration Institute, the Botanical Gardens and Masterworks Museum of Bermuda Art, lighthouses, and the Crystal Caves with stalactites and underground saltwater pools.

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      

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. 

Santiago de Cuba is the capital of the Santiago de Cuba province in south-eastern Cuba. Historically Santiago de Cuba has long been the second most important city on the island after Havana, and still remains the second largest. It is on a bay connected to the Caribbean Sea and is an important sea port. The city best known for colonial architecture and revolutionary history.

Cienfuegos is a stunning waterfront city situated on the southern coast of Cuba. Its picturesque nautical setting has earned it the title, “the Pearl of the South”, a description that has endured for centuries.  The history of Cienfuegos possesses interesting antecedents and is rich in aborigine and Hispanic legends. Founded in 1819, it's one of Cuba's newest settlements, but also one of its most architecturally interesting, a factor that earned it a Unesco World Heritage Site listing in 2005.