Philipsburg, St. Maarten to Bridgetown

Philipsburg is the capital of Sint Maarten, the Dutch side of the Caribbean island Saint Martin. Beachfront bars line the boardwalk along Great Bay. Voorstraat, or Front Street, has duty-free shops and casinos. The St. Maarten Zoo is home to parrots, monkeys and a playground. Sint Maarten Museum displays artifacts from the indigenous Arawak people. The ruins of 17th-century Fort Amsterdam stand on a nearby peninsula.

St. John’s is the capital and key port of the Caribbean island nation of Antigua and Barbuda. The city is home to the Museum of Antigua and Barbuda, with exhibits on indigenous tribes and plantation life. St. John’s Cathedral, a 19th-century Anglican church, is on a hill near the 17th-century Government House. A monument to the nation’s founder, V.C. Bird, is next to the Public Market, which sells crafts and produce.

The most chic resorts of the British Virgin Isles are located on Virgin Gorda, an eight-square-mile island divided nearly in two, with settlements at each end. The south of the island is best known for the curious assembly of house- sized rocks called “the Baths,” which are jumbled together to form huge underground pools and caverns. The beach at the Baths is large, wide, and sandy – perfect for sunning and swimming.

Soper’s Hole Marina is arguably one of the most picturesque anchorage in the British Virgin Islands.

Soper’s Hole Marina is arguably one of the most picturesque anchorage in the British Virgin Islands.

Inviting beaches and tiny shops selling local treasures welcome you to this quiet island haven. Don’t miss dining with your feet in the sand at Foxy’s on the beach-a perfect lunch stop!

Gustavia is the main town and capital of the island of Saint Barthélemy. Originally called Le Carénage, it was renamed in honor of King Gustav III of Sweden.

Philipsburg is the capital of Sint Maarten, the Dutch side of the Caribbean island Saint Martin. Beachfront bars line the boardwalk along Great Bay. Voorstraat, or Front Street, has duty-free shops and casinos. The St. Maarten Zoo is home to parrots, monkeys and a playground. Sint Maarten Museum displays artifacts from the indigenous Arawak people. The ruins of 17th-century Fort Amsterdam stand on a nearby peninsula.

Basseterre, set against the irresistible backdrop of St. Kitts’ emerald green hills and punctuated by elegant Georgian architecture, is one of the best of the Caribbean’s small capitals.

Gustavia is the main town and capital of the island of Saint Barthélemy. Originally called Le Carénage, it was renamed in honor of King Gustav III of Sweden.

St. John’s is the capital and key port of the Caribbean island nation of Antigua and Barbuda. The city is home to the Museum of Antigua and Barbuda, with exhibits on indigenous tribes and plantation life. St. John’s Cathedral, a 19th-century Anglican church, is on a hill near the 17th-century Government House. A monument to the nation’s founder, V.C. Bird, is next to the Public Market, which sells crafts and produce.

The Îles des Saintes, or Les Saintes, are dependency islands of Guadeloupe, a French overseas territory in the Caribbean. The main island, Terre-de-Haut, is known for Pain de Sucre Beach’s coral-rich waters and palm-lined Les Saintes Bay. Overlooking the bay is 19th-century Fort Napoléon, with a museum and cactus garden. Trails cross the volcanic landscape of Terre-de-Bas Island, home to tranquil Grand Anse Beach.

Roseau is the capital of the Caribbean island nation of Dominica. It’s on the southwest coast and known for its 18th-century Creole architecture. Its cobblestone Old Market, formerly a slave auction site, sells crafts and fruit. It’s next to the Dominica Museum, with exhibits on the country’s natural and cultural history. The Dominica Botanic Gardens showcase tropical flora and native Sisserou parrots.

In the north of Mayreau is Salt Whistle Bay, a perfect half moon beach, separating the Atlantic from the Caribbean side with a sand spit only 50 yards wide, fringed by palm trees. The windward side of Mayreau is one huge deserted beach; you could spend days picnicking, sunbathing and snorkeling in the underwater world of Mayreau Garden. The southwestern, leeward beach is Saline Bay, nearly a mile of white sand with calm, clear water – ideal to bring your family!

An infectiously happy island, with beautiful beaches, balmy weather, and a delightful British flair. As a result of its successful sugar economy in the 17th- to 19th-centuries, you’ll find large manor estates full of fine Barbados mahogany and antiques, along with gaily painted wooden frame houses– the essence of the festive Caribbean. Rum rules in Barbados, and, over the centuries, cane plantations have divided the Bajan landscape into a pretty patchwork of fields, coconut and royal palms, breadfruit, oleander, and citrus trees.