Leeward & Windward Islands Explorer

The tiny eastern Caribbean island of Barbados has long been a favourite for British holiday makers, thanks in no small part to the platinum sands and warm, crystal clear waters of the west coast. But there's more to Barbados than just beaches; the delightful architecture of the old garrison in Bridgetown, the capital, is fully deserving of its UNESCO World Heritage status, and the island interior is littered with old sugar plantations and natural wonders such as Harrison's Cave. Perhaps the island's biggest asset, however, is the Bajans themselves, who are some of the friendliest people you're ever likely to meet.

Accessible only by boat, the five uninhabited islands of the Tobago Cays are surrounded by some of the best reefs for snorkelling anywhere in the Caribbean. The area was declared a protected wildlife reserve in 2006, and the crystal clear waters are home to sponges, sea turtles and a kaleidoscopic array of colourful fish.

Bequia is an incredibly friendly, laid-back island blessed with pristine golden sand beaches and some excellent restaurants. It’s also a popular sailing destination; the yachts tend to congregate around Admiralty Bay, where you’ll find the little waterfront town of Port Elizabeth.

Eight tiny islands make up the Iles des Saintes, a sparsely inhabited archipelago off the southern coast of Guadeloupe. The most interesting island is hilly Terre-de-Haut, almost entirely populated by the fair-skinned descendants of Breton sailors and home to a beautiful bay reminiscent of a mini Rio de Janeiro.

Sleepy, low key and utterly charming, Nevis is a real Caribbean gem. Dominated by the towering Nevis Peak, the island is dotted with former plantation houses that have been turned into characterful hotels. Drop in for lunch or afternoon tea, and if there’s time have a look round the elegantly faded Georgian capital, Charlestown.

The beach at South Friars Bay is a lovely sweep of golden sand at the southern end of St Kitts, although it can get a little busy when the larger cruise ships are docked on the island. There are several bars and restaurants along this half-mile stretch, with watersports equipment and loungers available to rent.

Marigot is the gateway to an intriguing little Caribbean island with a dual personality: the Dutch side, St. Maarten, is the livelier of the two, with shopping malls, casinos and more of a nightlife scene, while French-speaking St. Martin is a more refined (and more expensive) affair, with a laid-back, continental air and a host of exclusive resorts and restaurants.

Gustavia is the chic and petite capital of Saint Barths, a tiny French Caribbean island that’s renowned as a haunt of the rich and the famous. You can certainly live well here if you’ve got the means, with an array of gourmet restaurants and luxury boutiques aimed squarely at the A-list. The beautiful beaches, on the other hand, are free and open to all.

Languid, laid-back Virgin Gorda is blessed with beautiful beaches and wonderfully friendly people. Life proceeds at a slower pace here, and highlights include The Baths, an unusual collection of granite boulders, grottoes and pools on the island’s southwest shore.

The idyllic island of Jost Van Dyke, named after an early Dutch settler, is known for its laid back vibe and friendly beach bars, including the famous Foxy’s, which counts Keith Richards amongst its past customers. It’s a place to kick back and relax, and the clear blue waters are also perfect for snorkelling.

The busiest and most developed of the Virgin Islands, St. Thomas is nevertheless blessed with typically Caribbean good looks. The main town, Charlotte Amalie, is situated on a perfect natural harbour, and in its colonial heyday its warehouses were filled with indigo, tobacco and cotton.