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 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.

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.

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.

Trois-Îlets is perhaps best known for the plantation La Pagerie, the birthplace and childhood home of Joséphine Bonaparte. The main beach, Anse Mitan, is a picturesque spot with a few shops and restaurants close by, and you can catch a ferry across the bay to Martinique’s bustling capital, Fort-de-France.

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.

Browse the markets of charming St George’s, fragrant with the scent of cinnamon and nutmeg, and you’ll soon understand why Grenada is known as the ‘isle of spice’. This is one of the Caribbean’s most enchanting islands, fringed by gorgeous beaches and largely unsullied by mass market tourism.

Soufrière is Saint Lucia’s oldest city, founded by the French in 1746 in the stunning south of the island. Nearby natural wonders include the iconic Piton mountains, the Diamond Botanical Gardens and the world’s only drive-in volcano, where you can soak in the restorative sulphur springs.

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.