Puerto Rico’s 500-year-old capital is a history buff’s dream come true. The Spanish settled this harbour as a New World home base, and that influence is still evident, from the fortress walls lining the coastline to the rainbow of colonial buildings along narrow streets. Venture further out from the old town and nature unfolds. You can scale high into the jungled mountains of El Yunque Forest, or keep to the foothills on a riverside horse ride. If despacito is more your speed, pick a pristine beach and recline with a cod fritter and rum drink in hand. San Juan cruises give you the perfect outpost to dial up or dial down your holiday.

The largest of the British Virgin Islands, Tortola, is known for its shimmering beaches, oleander and hibiscus-covered mountainsides, and quaint towns tucked along coves – all of which are bouncing back after an active hurricane season in 2017. This early home to Blackbeard and Captain Kidd maintains its salty pirate legacy and rum-making traditions today. And adventure is a constant, whether you choose to wander the international capital city of Road Town or charter a boat in the sailing capital of the world. Get lost in melodic Bamboula drumming when you cruise to the Virgin Islands. Or hop on a ferry to discover the neighbouring islands of Virgin Gorda, Anegada or Jost Van Dyke.

Antigua has a beach for every day of the year – literally. But the island experience goes beyond 365 distinct ribbons of white sand and clear waters. In the capital city of St John’s, you’ll discover charming candy-coloured architecture, lively markets and a beautiful baroque cathedral. And smiling locals greet you everywhere you go. On the southern coast, you can explore Nelson’s Dockyard, a centuries-old British naval base built by Admiral Horatio Nelson. Past Antigua’s yacht-studded coastline, you’ll find upmarket boutiques, wild forest trails, hidden coves and coral reefs bustling with tropical fish. But the best way to really see the island is from up above, so cruise to Antigua and hop into a helicopter for a panoramic look at lush jungles, golden beaches and the nearby volcanic island, Montserrat.

A beautiful horseshoe-shaped harbour welcomes you to the fragrant ‘Isle of Spice’. Tour nutmeg plantations, sample some of the wonderfully diverse (and seasoned) cuisine, or simply laze the day away on the soothing white sands of Grand Anse Beach.

Kingstown is the capital of Saint Vincent and the Grenadines. The port city is known for its Botanical Gardens, founded in 1765 and home to tropical plants and aviaries. On a ridge above the bay, the 1806 Fort Charlotte offers panoramic views of the archipelago. The city center has 19th-century churches such as St. Mary’s Cathedral. The lively Kingstown Market sells local produce. Popular Villa Beach is nearby.

Dominica isn’t nicknamed ‘Nature Island’ for nothing. Its 290 square miles of towering mountains, thriving rainforests and rushing waterfalls deserve all that cred and then some. But the true pulse of the island beats in Roseau. It may be one of the smallest capitals in the Caribbean, but don’t let its size fool you – Roseau is electric with cultural energy. The spicy aroma of Creole home cooking wafts through food stalls at the Roseau Market. Reggae and soca beats spill from the windows of centuries-old stone-and-wood buildings and parties erupt around jing ping bands at hotspots like Bala’s Bar at the Fort Young Hotel. During your cruise to Dominica, you’ll quickly notice that Roseau doesn’t march to the beat of its own drum – it dances.

Puerto Rico’s 500-year-old capital is a history buff’s dream come true. The Spanish settled this harbour as a New World home base, and that influence is still evident, from the fortress walls lining the coastline to the rainbow of colonial buildings along narrow streets. Venture further out from the old town and nature unfolds. You can scale high into the jungled mountains of El Yunque Forest, or keep to the foothills on a riverside horse ride. If despacito is more your speed, pick a pristine beach and recline with a cod fritter and rum drink in hand. San Juan cruises give you the perfect outpost to dial up or dial down your holiday.