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.

Miami, situated on the Atlantic coast in Southeast Florida, is the world's busiest cruise port. An array of world-famous beaches such as South Beach, which is known for its vibrant nightlife scene, continue to put the city on the map for cruise vacationers. Miami is home to many beautiful and lush national parks and botanical gardens, such as Biscayne National Park and the divine Pinecrest Gardens.

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.