Miami to Miami

San Juan, the capital and most populous city of Puerto Rico, is the oldest city on US territory. It is the Caribbean commercial hub, best known for its beautifully restored historic district of Old San Juan. It is situated on a rocky peninsula girded by thick walls jutting into the crashing Atlantic surf. Read more about San Juan, Puerto Rico

Charlotte Amalie is the capital and largest city of the US Virgin Islands, located on the island of Saint Thomas. It is famous as a deep-water harbor that was once a haven for pirates. Indeed, Blackbeard's Castle, named after the notorious pirate of the same name, is one of five National Historic Landmarks in the U.S. Read more about Charlotte Amalie, Virgin Islands (U.S.)

St John’s, the capital of the nation of Antigua and Barbuda (two islands) in the Caribbean, sits on the NW coast of the tropical island of Antigua that is home to magnificent beaches. St John's was hit significantly by Hurricane Irma (Sep 2017) but tourist infrastructure remained intact. St John’s reflects its British heritage with such edifices as Fort Barrington overlooking the shoreline, and 17th C Fort James. Read more about St John's, Antigua and Barbuda

In the French overseas region and department of Guadeloupe, Deshaies is a commune located on the NW coast of Basse-Terre Island. It is situated on the deepest best naturally protected bay of all the Eastern Caribbean coast, and historically it was used as a shelter for the early explorers. Known as Fort Royal, it was the the first village of Club Med intended exclusively for American customers. Read more about Deshaies, Guadeloupe

Tortola is the largest and most populated of the British Virgin Islands, a group of islands that forms part of the archipelago of the Virgin Islands. Its capital is Road Town, situated on a pleasant harbour. Interestingly, Columbus noted the island during his second voyage. Read more about Tortola, Virgin Islands (British)