From remote castaway to red carpet royal treatment, the private island resorts of the
Caribbean offer accommodations and experiences to suit every taste.

Expansive grounds, myriad activities and spacious suites or cottages make these some of the sweetest places to kick back and relax as a couple or a family.

Short term international travel may be on hold, but longer stays – both at home and abroad – are still an option. Enjoy a change of scenery without getting on an airplane, or if you work remotely, take your laptop to a different isle and stay a while. These villa rental agencies are adapting to current travel restrictions with offers to stay, play and vacay for up to three months.

The islands of the Caribbean are peppered with ruins of plantation houses, sugar mills and forts. Some of these storied buildings have been restored and reopened as characterful hotels where one can step back in time and experience the ambience of the colonial past.

Founded by Penny Cumber, what began as a one-woman property management business run out of a home office has grown into Cayman’s leading vacation rental firm. Now managed by Penny’s daughter Juliet, Cayman Villas has over 100 properties on all three islands, a staff of 13 and high hopes for the future.

Today’s Caribbean travellers want more from their vacation time than a sun lounger and a pool. They want to engage in new activities, have unique experiences, and go home feeling both refreshed and enriched.

Sometimes, out of adversity comes opportunity. That was certainly the case for one real estate developer and investor, who had long coveted three villas – Sea, Sand and Sky – that perched above the quiet shores of Long Bay, Anguilla.

With islands, beaches and boats aplenty, the question for many Caribbean travellers is how best to explore: cruising between ports of call with the wind in your hair, or sampling the land-based luxe of the finest resorts? The good news is, you may not have to choose.

From wellness weekends to rainforest retreats, and cool colonial elegance to barefoot beach chic, Caribbean vacations take many forms. The following one-of-a-kind resorts each boast their own unique brand of island charm.

White sand beaches and clear blue seas may be the hallmarks of a Caribbean vacation, but should you wish to delve deeper into the region’s history, nature and culture, these intimate one-of-a-kind resorts, offer a different take on island getaways.

Go Big! Luxury Caribbean Group Getaways. For two or more families vacationing together, three generations seeking a memorable escape, or a group of friends on the trip of a lifetime, a rental villa promises more privacy, more space and more independence than a resort, and often at a more reasonable rate.

Feeling healthy and vital in body and mind is something we all aspire to – and that's exactly the desire the wellness industry taps into. Distinct from medicine, which deals with disease, wellness is concerned with all-round health, including physical fitness, psychological wellbeing and good nutrition.

Above All Expectations - Caribbean Resorts. Some travel for immersive experiences, others to enjoy luxurious surroundings. But what if you could have both? A handful of visionary Caribbean hoteliers are pushing boundaries like never before, offering over-water bungalows and treehouses for grownups.

If you don't want to share your Caribbean escape with faceless crowds, hop to an island of your own. Secluded accommodations, top-notch cuisine and round-the clock-activities are just the beginning at these private island retreats.

Caribbean resorts best for

Enjoy a spectacular home away from home with a beachfront rental that offers up island life. Perfect for a romantic stay-cation or a family-friendly gathering, these stunning oceanfront abodes offer everything from idyllic beach views to lush gardens and kid-friendly pools.

Paul Salmon, hotelier and restaurateur, is championing a new brand of Jamaican cool. The owner of legendary Negril getaway the Rockhouse Hotel, and managing partner in the growing international chain of Miss Lily’s Caribbean restaurants, Paul Salmon’s diverse businesses celebrate the best of Jamaica, its people and its culture.

Ensuring equal parts amusement for the children and indulgence for the parents is the key to a successful family holiday. These three resorts strike an ideal balance in different ways.

If sun, sea and sand are not enough to rejuvenate body and soul, think beyond the standard getaway and seek out those special retreats, where your all-round well-being is their only objective.

caribbean spas