15-Day Southern Caribbean In Depth

Miami is a pulsating modern city, a cultural crossroads where Cuban émigrés rub shoulders with affluent New Yorkers topping up on winter sun, and where you're just as likely to hear Spanish or Caribbean patois being spoken as you are English. Downtown Miami is a destination in its own right, with a host of world class galleries including the fantastic MOCA (Museum of Contemporary Art), but it's still Miami Beach that draws the biggest crowds. The Art Deco district around South Beach is very much back in vogue, with new restaurants, bars and luxury developments sprouting up all over the place.

Founded by the Spanish in 1521, Puerto Rico’s capital is the second oldest European settlement in the Americas. Modern San Juan is a bustling city, home to over a third of the island’s population, but the cobbled streets of the Old Town remain the biggest tourist draw.

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 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.

The island of Dominica stands out from the rest of the Caribbean, a rugged natural paradise that remains blissfully free of mass market tourism. The capital, Roseau, is pleasant enough, but the island interior offers so much more, including thick jungle, bubbling hot springs, cascading waterfalls and abundant birdlife.

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.

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.

The majority of Saint Lucia’s hotels are clustered around the broad sweep of Rodney Bay, where you’ll find some of the best beaches on the island and a host of lively bars and restaurants. At the northern end of the bay is Pigeon Island and historic Fort Rodney, well worth a visit for the splendid views.

Montserrat garnered global attention in 1995 when the Soufrière Hills volcano erupted, burying the island’s capital, Plymouth. Although an exclusion zone is still in place in the south, visitors are often surprised by how lush and unspoilt the rest of the island is, home to a colourful variety of birdlife.

Antigua is famously home to 365 beaches - one for every day of the year - and there is an undeniable allure to the many white sand coves dotted along the coast. The capital, St John’s, is worth a look, but if you’ve got time to visit the south coast you’ll find historic Nelson’s Dockyard a lot more interesting.

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.

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.

Philipsburg 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.