Kingstown is the pint-sized capital of St Vincent and the Grenadines, situated on the main island of St Vincent. The city’s attractions include the colonial-era Fort Charlotte and Botanical Gardens, while elsewhere on the island you'll find lovely beaches, picturesque waterfalls and fruit plantations.

Castries, Saint Lucia’s diminutive capital, is home to some interesting markets and colonial buildings. The island’s highlights are situated elsewhere, however, and we’d recommend either heading south towards Soufrière, where the iconic Piton mountains guard a beautiful bay, or north to the bars, restaurants and beaches of Rodney Bay.

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.

Tortola is the largest and most populous of the British Virgin Islands, and the bustling port at Road Town is a magnet for sailors from around the world. The island is blessed with some gorgeous beaches and secluded coves, and it's a great place for a spot of snorkelling.

These days Fort Lauderdale is a sophisticated place awash with upmarket hotels and excellent restaurants. The glorious weather and swathes of golden beach are still a huge draw, but there are also plenty of cultural attractions, such as the Museum of Art and the Museum of Discovery and Science.

Far more than just an offshore tax haven, Grand Cayman boasts the staggeringly beautiful white sands of Seven Mile Beach and some fantastic snorkelling in crystal clear waters. The capital, George Town, is a compact and friendly place, home to some interesting architecture and a suspiciously large number of registered companies.

Montego Bay is Jamaica’s tourism capital, and is the second largest city on the island after Kingston. The beach bars along the ‘Hip Strip’ offer a taste of the Jamaican way of life, with the ubiquitous Bob Marley providing the soundtrack; alternatively you may prefer an excursion to nearby sights such as Dunn’s River Falls or Seven Mile Beach.

Santo Domingo is the oldest continuously inhabited European settlement in the Americas, founded in 1496 by Bartholomew Columbus (Christopher’s brother). The city’s history is most keenly felt amongst the streets of the Zona Colonial, home to beautiful old churches and colonial era houses.

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.

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.

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.