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.

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.

New Orleans is a major United States port and the largest city and metropolitan area in the state of Louisiana. The New Orleans metropolitan area, (New Orleans–Metairie–Kenner) has a population of 1,235,650 as of 2009, the 46th largest in the USA. The New Orleans – Metairie – Bogalusa combined statistical area has a population of 1,360,436 as of 2000. The city/parish alone has a population of 343,829 as of 2010. The city is named after Philippe d' Orléans, Duke of Orléans, Regent of France, and is well known for its distinct French Creole architecture, as well as its cross cultural and multilingual heritage. New Orleans is also famous for its cuisine, music (particularly as the birthplace of jazz), and its annual celebrations and festivals, most notably Mardi Gras. The city is often referred to as the "most unique" city in America.

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.