Bridgetown to Santo Domingo

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.

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.

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.

Cabrits National Park sits on a small peninsula at the northern end of Dominica, and encompasses coral reefs, tropical rainforest, wetlands and the former British garrison at Fort Shirley. There are some great hiking trails that begin in the park, and it’s also a good spot for diving and snorkelling.

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.

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 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.

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.