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.

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. 

Belize is a country on the eastern coast of Central America. It is the only country in Central America whose official language is English, though Belizean Creole (Kriol) and Spanish are also commonly spoken. Belize is bordered on the north by Mexico, on the south and west by Guatemala, and on the east by the Caribbean Sea. With a long Caribbean coast, Belize is a culturally diverse and mixed race country with one foot in Latin America and the other in the Caribbean. It's known for its beaches, eco-lodges, scuba diving and sportfishing. 

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.

Nassau - an attractive harbour, a colourful blend of old world and colonial architecture, and a busy port, is the capital and largest city of The Bahamas. The tropical climate and natural beauty of the Bahamas have made the city a popular tourist destination. Nassau is considered a historical stronghold of pirates.

The skyline of St. John's, the capital city and cruise ship port of Antigua and Barbuda, is dominated by the magnificently evocative white baroque towers of St. John's Cathedral. The towers are the first sight of Antigua for about half of the island's visitors each year, many of whom arrive by boat. The city is famous for its various shopping malls as well as boutiques throughout the city, selling designer jewellery and haute-couture clothing. There are also many independent, locally run establishments, selling a variety of fashions.

One of the major tourist areas in St. Lucia, Castries, is a port of call for cruise ships. They dock at Pointe Seraphine, to the north of the harbour, which is also a duty-free shopping centre. Beaches are also a major draw for tourists, and there are several in or very near Castries. The city doesn't have a huge amount to offer visitors, and it's usually just a place that you'll pass through on your way to the more obvious attractions of Saint Lucia - but it's worth watching those marvellous cruise ships that visit Saint Lucia dock!

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.

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. 

The Riviera Maya is a stretch of Caribbean coastline on Mexico’s northeastern Yucatán Peninsula. The Riviera Maya is a tourism and resort district in Mexico. It straddles the coastal Highway 307 along the Caribbean coastline of the state of Quintana Roo, located on the eastern portion of the Yucatán Peninsula. Historically started at the city of Playa del Carmen and ended at the village of Tulum, the Riviera Maya was originally called the "Cancun–Tulum corridor", but in 1999 it was renamed as the Riviera Maya with the aid of Lic.  The Riviera Maya is famous for its large scale all-inclusive resorts and a historical tourism base of smaller boutique hotels as well as the many fine-dining restaurants available along the highway 307 and on or near the beaches. Luxury travel entities have been instrumental in increasing luxury villa rentals and yacht charters in the area however these only represent a small fraction of the total tourism accommodation available. A major attraction throughout the Riviera Maya are coastal and reef aquatic activities dependent on the coastal water and the Mesoamerican Barrier Reef System (also known as the Belize Barrier Reef) which begins near Cancun and continues along the whole length of the Riviera Maya continuing southward to Guatemala. This barrier reef system is the second longest in the world. Activities at the most visited locations include jet-skiing, snorkeling, scuba diving, swimming in cenotes, swimming with dolphins, zip-lining, horse riding, sailing, and guided jungle tours.

Philipsburg is the main town and capital of the country of Sint Maarten. The town is situated on a narrow stretch of land between Great Bay and the Great Salt Pond. It functions as the commercial center of Saint Martin island, whereof Sint Maarten encompasses the southern half. As of 2011, it has 1,327 inhabitants. Philipsburg also has a port that is visited by many cruise liners, ships like Celebrity Solstice, Crown Princess,Disney Magic, and since 2010, Oasis of the Seas & Anthem of the Seas.

Great Stirrup Cay is a small island that is part of the Berry Islands in the Bahamas. Norwegian Cruise Line purchased the island from the Belcher Oil Company in 1977 and developed it into a private island for their cruise ship passengers. The northern part of the island has a sandy beach surrounded by rocks with snorkeling areas. The southern part features a helicopter airfield (with a sign reading "Great Stirrup Cay International Airport"), a large area without vegetation, and numerous concrete blocks. These are all remnants of a previous U.S. military installation and satellite tracking station. The island's lighthouse was originally constructed in 1863 by the Imperial Lighthouse Service. Great Stirrup Cay is adjacent to Little Stirrup Cay, Royal Caribbean Cruises' private island.