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.

Charlotte Amalie is one of the world’s most beautiful harbours; blue waters peppered with sailing boats and green hills dotted with quaint little cottages make for picture perfect brags. Just outside the lively port town, you’ll find ribbons of powdery sand beaches dotted with hammocks. Cruise to St Thomas and explore colonial landmarks like Blackbeard’s Castle or raise a pint of the local lager at quaint microbreweries. And when it’s time to fuel up, you’ll find plenty of beachside bars serving conch fritters, johnnycakes and coconut patties. St Thomas may technically be part of the US, but with its colourful markets, unspoiled beaches and the ever-present sound of steel drums, you’ll feel a world away.

What makes St Maarten so unique is its blend of cultures. The island is home to 120 different nationalities speaking over 80 languages, and is governed by two countries: the Netherlands and France. In fact, it’s the smallest land mass in the world to be shared by two different nations. While it may be less than 40 square miles, there’s plenty to do on this little island: you can travel back in time while exploring centuries-old ruins and get your adrenaline fix zip lining through lush tropical forests. If you’re after a little rest and relaxation during your cruise to St Maarten, you’ll find plenty of secluded beaches where you can work on your suntan before treating your taste buds to some of the best cuisine in the Caribbean.

The largest of the US Virgin Islands, St Croix has it all – gorgeous natural scenery begging to be explored, and quaint colonial towns perfect for wandering. It used to be nicknamed the ‘Garden of the Antilles’ because of its lush fields of sugarcane – and its sugar mills dating back to the 18th century are still popular spots. But these days, it’s world-class dive sites like Salt River Canyon, powdery beaches like Cane Bay, and rainforests teeming with tropical wildlife that keep people coming back. Plus, award-winning rum of course. Cruise to St Croix and discover plenty of Victorian Dutch architecture and charming colonial churches in Frederiksted and Christiansted.

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.

You’ll find that Bridgetown strikes a fine mix of island warmth and English heritage. Stately colonial buildings intermingle with colourful wooden homes, open-air markets and catch-of-the-day cafés. Outside of the bustle of ‘Town’, as the locals call it, Barbados is a new kind of paradise in every direction. Cruise to Barbados and head towards the shore for pink-and-white-sand beaches that stretch on endlessly and crystal-clear turquoise waters. Or stick to the centre of the island: you’ll find rolling hills and valleys, sugarcane fields and historic plantations. You can even travel underground to discover limestone caves with their own waterfalls.

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.