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.

Discovered by Christopher Columbus himself in 1493, this exotic, peaceful island is home to both towering mahogany trees and white-sand beaches. The region offers a challenging hike that extends 1,780 feet up Sage Mountain. A great spot for great birdwatching and breathtaking views of Tortola and neighbouring islands. Looking for a cruise to Tortola? Check out our selection of Caribbean cruises.

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.

Explore Carlisle Bay. An old, sophisticated Caribbean city. Numerous sleek yachts make The Careenage a center of activity. Tour a rum factory. Visit the Barbados Museum and the Barbados Gallery of Art.

A mecca for outdoor enthusiasts with thriving coral reefs and rain forest preserves. Explore the world’s only drive-in volcanic crater at Sulfur Springs. Visit the Diamond Botanical Gardens and Falls and the Morne Coubaril Estate. Looking for a cruise to St. Lucia? 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 town of Charlotte Amalie has one of the most breathtaking harbours in the world. Once home to pirates of long ago, today visitors find treasures of a different kind, for now beautiful beaches and bountiful duty-free shopping are truly its claim to fame. Looking for a cruise to St. Thomas? Check out our selection of Caribbean cruises.

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.