San Juan is the capital and largest city of Puerto Rico. As a cruising hot spot in the Caribbean, San Juan offers all of the amenities and attractions of a modern city. The city is divided into Old and New San Juan. Old San Juan dates back five centuries and is known for its colourful buildings and old forts, which once protected the island. El Morro is a well-known fort that now houses a small military museum. At the city walls that surround San Juan is The Paseo de la Princesca, a beautiful promenade with shops, restaurants, and gorgeous views.

The city of Fort Lauderdale in the U.S. state of Florida and makes an ideal holiday destination. Due to the many canals in the city, Fort Lauderdale is also known as the American Venice. In the 1970's, the area was very popular with students celebrating Spring Break but these were replaced by cruise vacationers in recent years. Fort Lauderdale offers beautiful beaches, museums, the world's biggest everyday flea market and also the world's largest drive-in cinema, which has 13 screens.

Of the British-owned Cayman Islands in the Caribbean Sea, Grand Cayman is the largest. The largest city as well as capital of the Cayman Islands is George Town, where visitors would find Cayman Islands National Museum, featuring exhibitions on the islands' heritage and history. The highlight of Grand Cayman is the Seven Mile Beach, which earned its coral beach fame from the 1993 film The Firm.