7-Day Caribbean Round-Trip San Juan: St. Thomas & Tortola

Founded in 1521, San Juan's picturesque cobblestone streets, plazas and chapels reflect its Spanish heritage. But the second oldest city in the Americas also boasts fine beaches, lush rainforests, verdant mountainsides, imposing forts and a lovely tropical climate. Looking for a cruise to San Juan? Check out our selection of Caribbean cruises and read all about why you should cruise from San Juan.

Lush and lively, Antigua is a bedazzling Caribbean destination, gorged with sunshine and crisp white sand beaches. Historic forts, sparkling coastline, and dense rainforest all contribute to Antigua’s land of thrilling natural beauty. With its bright blue to turquoise sea gradients – the beaches are vibrant and plentiful and the island has no shortage to choose from, with a rumoured 365 options. Experience the beauty on horseback, as your ride pounds across the sands, and the wind whips through your hair. View less Choose to loll in a catamaran offshore, or lie back on a bed of the softest sand to soak it all in. Beach shacks cook up fresh seafood and spicy goat meat curries if you're feeling hungry. St John’s glows in the sunshine, with flamingo pink and baby blue paints boldly coating vivid Georgian buildings. Lively markets offer an authentic slice of Antiguan life, while museums celebrate the island’s revered cricketers like Viv Richards, and the story of independence. The whacks and whoops of makeshift cricket games hint at the island’s British history, and you can see more of this heritage at Falmouth Harbour - which was the centre of the British presence in the Caribbean. The area is still filled with sailers and dallying yachts, as well as the only working Georgian dockyard in the world. Built in 1725, the UNESCO World Heritage Site, Nelson's Dockyard, was led by the admiral Horatio Nelson himself and is a fascinating time warp. Hike up to viewpoints here, which reward with glorious views of the forest-clad inlets, craggy cliffs and pointed hills. The stone towers of sugar mills dot the island, and hint at the tragic history of slavery, amid the island's sugar trade past.

The most British of all the Caribbean islands, games of cricket are as common here as the typical island water sports. Visit the third-oldest Parliament in the entire Commonwealth. Stroll the inviting beaches of Carlisle Bay, tour a rum factory, or visit the historical Garrison area. Bridgetown is the only city outside continental North America that George Washington visited. The George Washington House, the actual house where he stayed, is now part of the Garrison Historic Area. View Shopping Guide (Current shopping maps available onboard.) Looking for a cruise to Barbados? Check out our selection of Caribbean cruises.

Although founded by the French in 1627, St. Kitts is a very British paradise where cricket and tea are the norm. The dramatic mixed island landscape is rimmed in gold-sand beaches and dotted with well-preserved plantations left over from when the island was covered with sugar cane. View Shopping Guide (Current shopping maps available onboard.) Looking for a cruise to St. Kitts? Check out our selection of Caribbean cruises.

With an area of only 37 square miles, the island of St. Maarten is the smallest landmass in the world to be divided between two governments. The southern Dutch half offers casinos, duty-free shopping and island culture. The French half is all subdued sophistication. Looking for a cruise to St. Maarten? Check out our selection of Caribbean cruises.

The waterfront warehouses where gold-hungry pirates once stored their booty now house treasure of another kind: duty-free china, watches, jewelry and other luxury goods. Shopping is one of the big onshore attractions in Charlotte Amalie, the capital of the US Virgin Islands. Offshore, colorful coral reefs in turquoise waters lure snorkelers and scuba divers from all over the world. And everywhere, there's spectacular scenery everyone can enjoy!

Founded in 1521, San Juan's picturesque cobblestone streets, plazas and chapels reflect its Spanish heritage. But the second oldest city in the Americas also boasts fine beaches, lush rainforests, verdant mountainsides, imposing forts and a lovely tropical climate. Looking for a cruise to San Juan? Check out our selection of Caribbean cruises and read all about why you should cruise from San Juan.