Roundtrip Tampa, FL

Begin in Old San Juan, a walled enclave of hundreds of restored 16th and 17th century Spanish colonial buildings. Notice the blue-tinged cobblestone streets; they were once ballast on Spanish ships. Elsewhere, tour the medieval Saint John the Baptist Cathedral, the Museum of Art, and Casa del Libro, a repository of priceless documents.

St. Thomas is the gateway isle of the U.S. Virgin Islands in the Caribbean. It’s known for its beaches and snorkeling spots. Territorial capital Charlotte Amalie, founded by the Danish in the 1600s, is a busy cruise-ship port. Historic buildings include a 1679 watchtower called Blackbeard’s Castle, in reference to the area’s pirate history. On the harbor, 17th-century Fort Christian is now a local-history museum.

Snorkel amidst the exotic fish and majestic coral reefs in the undersea world of Shipwreck Cove. Egrets, plovers, pelicans and herons are among the wildlife found via kayak tours of the beautiful saltwater lagoons. Discover the dazzling colors of hundreds of butterflies on the ever-popular Butterfly Farm. With a little training from local sailing professionals, you can even navigate a race on an America’s Cup course onboard the world-renowned sailboat, Stars and Stripes.

Take a scenic drive, enjoy panoramic island views and visit famed Nelson’s Dockyard. Go deep-sea fishing or off road to interesting seaside villages and see the fragile mangrove ecosystem. Play golf, enjoy snorkeling and sea kayaking, or just spend the day relaxing on a fabulous white sand beach.

Experience the natural wonders of this lush, unspoiled island, from the beautiful Emerald Pool and dense rainforest to spectacular vistas and rare plants and birds. Spend some time snorkeling or try ocean kayaking. Take an aerial tram through the tree canopy near Boiling Lake. Or go on a search for whales and dolphins.

With more than a quarter of the island set aside as a national park and a rainforest that is growing rather than shrinking, St. Kitts is a stunning tropical island escape. Soar through the Valley of the Giants on a thrilling zip line, hike to Sofa Rock, which is the cap of a still smoldering volcano, or simply spend the day relaxing on one of the many beaches protected by major coral reefs.

Frederiksted is both the town and one of the two administrative districts of St. Croix, U.S. Virgin Islands. It is a grid-planned city, designed by surveyor Jens Beckfor, originally to 14×14 blocks but built 7×7 to enhance the island commerce in the 1700s.

Spend a glorious day swimming at famed Cane Garden Bay Beach, hiking in the rainforest or enjoying a scenic drive around this lush island. Swim with dolphins, go sea kayaking, or head over to Virgin Gorda and climb down to the famous Baths for a day of swimming and exploring this natural phenomenon.