Romantic Adventures in the Caribbean

At these select resorts, romance is in the air, and the settings are not to be forgotten


The mere mention of the Caribbean conjures romantic visions of sparkling waters, beachside frolics and island sunsets. But some visions are more romantic than others, and few can compare to the memories made at these stunning resorts, which highlight the best and most romantic the Caribbean has to offer.

Swimming In Your Private Infinity Pool – Jade Mountain, St. Lucia

Anse Chastanet owner/architect Nick Troubetzkoy put everything he’s learned about design and hospitality into Jade Mountain Resort and the result is more than magical—it’s nearly surreal. The resort’s suites have only three walls, with the fourth open to sweeping views down the mountain and over the Caribbean to the Pitons across the bay. And each room has an infinity edge pool that’s completely private. Enough said.

St Lucia Jade Mountain Pool

The wow factor comes standard at St. Lucia’s Jade Mountain resort, where hillside suites open to big views of the twin Piton Peaks and the Caribbean Sea far below. Photo C.J. Walker/Jade Mountain

Marooned On A Deserted Island – Kamalame Cay, Bahamas

Perhaps the most persistent and widely shared romantic fantasy is being on a deserted island with your significant other, laying in the shade of a palm tree and, well, whatever else might happen in that sort of situation. Book into the Kamalame Cay Resort just off of Andros and their boatman will take you to a deserted islet for the day, set up a lunch and leave you to your own devices for as long as you care to stay.

Kamalame Cay Villa Andros Bahamas

Kamalame Cay Resort provides day trips to a deserted Bahamian island, where you can live out castaway fantasies before returning to the luxuries of a private villa. Photo: Danilo Scarpati/Kamalame Cay

Couples Massage – Caneel Bay, St. John

Having a skilled masseuse remove the knots and soothe frayed nerves is a wonderful feeling. Sharing that makes it twice as nice. There are fabulous spas all across the region where you can be rocked, reiki’d or rolfed, but for pure romantic potential the casual old-money surroundings of Caneel Bay are hard to beat. Book one of the resort’s massage cabanas, with their high-peaked wooden roofs and gaze out over the private beach and the Caribbean as the two of you are gently lubed, rubbed and restored.

St John Caneel Bay Massage

On the island of St. John, the open-air massage cabanas at Caneel Bay Resort combine the pleasures of a relaxing massage with soothing sea breezes and water views. Photo Michael Grimm/Caneel Bay

Sunday Brunch By The Sea – The Crane Barbados

If you’ve attended the jump up at Speightstown on Friday, you should be sufficiently recuperated to enjoy the Sunday brunch at L’Azure in the venerable resort, The Crane, which has reigned over the east coast of Barbados since 1887. On Sundays, couples flock to the tables on the terrace overlooking the beach to load up on the breakfast buffet and listen to sweet Gospel music. If this doesn’t inspire you, nothing will.

Barbados Crane Restaurant

At The Crane beachfront resort in Barbados, Sunday brunch is served on the terrace, accompanied by gospel music and spectacular views of Crane Beach and the Atlantic. Photo: Ross Knight/The Crane

Sunset Cruise – Bolongo Bay, St. Thomas

There may be no more romantic place on earth than aboard a boat in the Caribbean. The warm salt water and the moist salty air create a combustible amorous atmosphere. Charlotte Amalie on St. Thomas is the perfect picture of a Caribbean harbor, with a long waterfront and narrow streets winding up the hills that back the city. Board the 53-foot catamaran Heavenly Days at Bolongo Bay Resort in St. Thomas and sail through the sunset in Charlotte Amalie harbor. Glittering lights flicker along the waterfront, working their way up to the hilltops as the sun lavishes its last rays on the ridge above the city.

St Thomas Bolongo Bay Sailing

Bolongo Bay has long been one of St. Thomas’s premier beachfront getaways. Each evening, the resort’s sailing catamaran departs for sunset cruises of the Charlotte Amalie harbor. Photo: Bolongo Bay

Private Dinner On The Beach – Belmond La Samanna, St. Martin

Dining alone on a torch lit beach with the waves for a soundtrack is more than memorable. Champagne, a private chef and a cushioned chaise lounge a deux combine in a potent recipe for romance on the shores of Baie Longue in St. Martin. Far from the clamor of Marigot and Maho Beach, the Belmond La Samanna serves up something, which, if it’s not true love, is pretty close.

St Martin Belmond La Samana

The quiet waters of St. Martin’s Baie Longue provide a perfect backdrop for an intimate beachside dinner, complete with private chef provided by Belmond La Samanna resort. Photo: Joe Vaughn/Belmond La Samanna

Drinks On The Veranda Bar – The Cotton House, Mustique

There are two distinct Caribbeans, the glitzy new Caribbean of glam go- go multi-story resorts and the laid-back old Caribbean of plantation houses, deserted beaches and serenity. While it may be sexy to strap on some heels and kick it in a chic disco, find the true meaning of romance sitting next to your significant other on the veranda at the Cotton House in Mustique. This hip oasis in the Grenadines has hosted a procession of rock ’n’ roll and actual royalty; Mick Jagger has a villa nearby, as did the late HRH Princess Margaret. Relax on the veranda with your prince or princess and feel the buzz; it could be the magnificent view or perhaps it’s that Planter’s Punch.

Mustique Cotton House Verandah Restaurant

The setting is chill at Mustique’s Cotton House, which has long provided a low-key getaway for royalty, rock stars and celebrities seeking a respite from public life. Photo: The Cotton House

Sweet Dreams From A Hilltop – Strawberry Hill, Jamaica

It was one of Admiral Lord Nelson’s cousins who was first taken by the view from Strawberry Hill. Horace Walpole planted his flag here, building a home on the 3,100-foot rise overlooking Jamaica’s capital, Kingston. Chris Blackwell, the owner of Island Records, bought the property in the 1970s and Bob Marley was a frequent visitor. Book into one of the dozen cottages scattered across the property and then retire to the deck of the infinity pool. Order up some Myers Dark Rum to sip while the sun goes down and, as the shadows spread along the base of the mountain, the lights of Kingston blink on below.

Jamaica Strawberry Hill Night Vista

At Strawberry Hill resort, private cottages overlook the green hills of Jamaica. In the evening, the distant lights of Kingston come alive to enhance the view. Photo: Nikolas Koening/Strawberry Hill