Roundtrip Miami

Puerto Rico's first inhabitants were the Taino Indians, who encountered Columbus in 1493. The Spanish quickly settled, defending their territory against the Dutch and British. This is evident by the imposing fortresses of Old San Juan, namely the El Morro Castle, dominating the old section of this capital city. In 1897, Spain declared Puerto Rico an autonomous state. Spain later ceded Puerto Rico to the U.S. and residents were granted American citizenship in 1917.

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.

St. Maarten is the smallest piece of land shared by two sovereign states. Legend has it that the Dutch and French boundaries of the island were determined by two men who challenged one another in a race around the island, with the Frenchman walking faster and claiming more land. Legend or not, both the Dutch and French settled here in the 1630s and despite occupancy by the British twice, the Dutch and French have lived peacefully together ever since they arrived.

One of the Caribbean’s true gems, St. Barts is where Riviera chic meets Caribbean cool. Day-trippers come from nearby islands for the duty-free shopping, excellent dining and to lounge on the soft, white sands in a secluded palm-fringed cove. Tour Fort Gustav and Fort Carl, historic reminders of Sweden’s short-lived Caribbean possession. Excursions abound, inviting guests to snorkel, sail over the clear blue waters on a catamaran, or horseback ride through shaded jungle trails.

Spend a glorious day swimming at famed Cane Bay Garden Beach, hiking the island’s rainforest and 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. Take home charming local crafts, straw items, artwork and resort wear. Enjoy local fish dishes or perhaps a pub lunch or burger!