La Romana is the seventh-largest city in the Dominican Republic. The city is a hub for a growing tourist industry with several nearby local resort spots, such as the beachfront Bayahibe, Dominicus, Casa de Campo, and the growing number of golf resorts that surround the area.

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. 

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.

Varadero is a resort town in the province of Matanzas, Cuba, and one of the largest resort areas in the Caribbean. The place was first used as a dry dock and the salt mines of the peninsula (closed in 1961) supplied most of the Spanish Latin America Fleet since 1587. However, the foundation date of Varadero as city was only on December 5, 1887, when ten families from the city of Cárdenas obtained a permission to build their vacation homes between today's 42nd and 48th Street. Varadero is foremost a tourist resort town, boasting more than 20 km of white sandy beaches. The first tourists visited Varadero as early as the 1870s, and for years it was considered an elite resort. In 1910 the annual rowing regatta was started; five years later the first hotel, named Varadero and later Club Nautico, was built. Tourism grew in the early 1930s as Irénée du Pont, an American millionaire, built his estate on the peninsula. Many famous and infamous people stayed in Varadero, for example Al Capone.

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.

San Felipe de Puerto Plata, Puerto de Plata, often referred to as simply Puerto Plata, is the ninth-largest city in the Dominican Republic, and capital of the province of Puerto Plata. The city serves as one of the most important trading ports in the country. Puerto Plata is famous for resorts such as Playa Dorada and Costa Dorada, located east of San Felipe de Puerto Plata. There are a total of 100,000 hotel beds in the city. The only aerial tramway in the Caribbean is located in Puerto Plata, in which visitors can ride up to the Pico Isabel de Torres, a 793 meter high mountain within the city. The amber museum, is also a well-known attraction in this city. La Isabela, a settlement built by Christopher Columbus, is located near Puerto Plata.