After a long, trying past few months, the Caribbean expects to see a spike in travel in later 2020, especially with travelers with private jets or yachts, as folks look for ways to travel safely again. Luxury travel advisor network Virtuoso says that St. Martin in the Caribbean is the number three getaway destination Americans are booking for the holiday season. If you’re looking to plan a getaway in the coming months, check out these four Caribbean islands, all starting to open up to travelers again.

St. Martin

For a relaxing, glamorous escape, stay at Belmond La Samanna on St. Martin. For a family reunion to reconnect, you can stay in one of their private four-bedroom villas with wrap-around terraces, full kitchens, and beachfront infinity pools. With a color palate that reflects the Caribbean Sea, always in view, this resort is proximal to the chic restaurants and nightlife of St. Martin. But if you’d rather keep it low-key, a cocktail on your private balcony works just fine.


Keep the fun going at Belmond Cap Juluca, one of the most exclusive sanctuaries on Anguilla. For an unforgettable stay, book Cap Juluca’s five-bedroom villa, which has its own private pool and dedicated slice of Maundays Bay. Soak in the views of one of Caribbean’s most beautiful beaches and take it slow at this stylish, Greco-Moorish palace. Extend your stay between Anguilla and St. Martin with Belmond’s “Island to Island” package—the two resorts are located just a 25-minute boat ride apart.

St. Barth

Keep the fun going with a jaunt over to St. Barth. For a stylish trip with European flair, check out the Hotel Christopher. The five-star hotel is nestled between the crystal clear waters of the Caribbean Sea and Pointe Milou, and its new villas, designed by Olivia Putnam, offer the perfect secluded, elegant yet easygoing retreat.


Stay at what was once the home of famed British author and James Bond creator Ian Fleming at Jamaica’s GoldenEye resort. After buying 15 acres in Jamaica and developing it into his dream tropical getaway, Fleming retreated there every winter where he penned his now famous 007 novels. Now, GoldenEye spans 52 acres and consists of a collection of private villas, cottages, and beach huts.