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".

Montego Bay is the capital of St. James Parish and the second largest city in Jamaica by area and the third by population (after Kingston and Spanish Town). It is a tourist destination with duty free shopping, cruise line terminal and the beaches. The city is backed by picturesque low mountains. Popular beaches include Doctor’s Cave Beach and Walter Fletcher Beach, home to an amusement park. Today, Montego Bay is known for its large regional hospital (Cornwall Regional Hospital), port facilities, second homes for numerous upper class Jamaicans from Kingston as well as North Americans and Europeans, fine restaurants, and shopping opportunities. The coastland near Montego Bay is occupied by numerous tourist resorts, most newly built, some occupying the grounds of old sugarcane plantations with some of the original buildings and mill-works still standing. The most famous is the White Witch's Rose Hall which now features a world-class golf course.

Punta Cana is part of the newly created Punta Cana-Bávaro-Veron-Macao municipal district in La Altagracia, the easternmost province of the Dominican Republic. The area is best known for its beaches and balnearios, which face both the Caribbean and Atlantic, and it has been a popular tourist destination since the 1970s. The Punta Cana area has an estimated population of 100,000 with a growth rate of 6%. To the north, it borders the village and beach of Cabeza de Toro, and then the Bávaro and El Cortecito beaches. The nearest city, the 500-year-old capital of the Province Higüey, is 45 kilometres (28 mi) away, and it takes about an hour to drive there. Europeans, particularly Spanish hotel chains, own all but two of the 50+ megaresorts of the Punta Cana tourism destination. 

Costa Rica is a small, rugged, rainforested Central American country with coastlines on the Caribbean and Pacific. Since the late 1980's Costa Rica became a popular nature travel destination, and its main competitive advantage is its well-established system of national parks and protected areas and home to a rich variety of flora and fauna. Costa Rica is also known for its beaches, volcanoes, immense biodiversity and progressive environmental policies, being the only country to meet all five criteria established to measure environmental sustainability.