St Lucia
Sitting castle-like atop a hill, this exclusive resort offers stadium-sized suites (called ‘sanctuaries’), many with private infinity pools. Each unit has…
St Lucia
Sitting castle-like atop a hill, this exclusive resort offers stadium-sized suites (called ‘sanctuaries’), many with private infinity pools. Each unit has…
Kingston
This is a contemporary option with Chinese-style decor in the lobby, deluxe rooms and one-bedroom suites featuring four-poster beds and tasteful mahogany…
Virgin Gorda
This is the resort that rocketed Virgin Gorda to glory, and it remains the island’s swankiest, most celebrity-favored digs. Though closed at the time of…
Port Antonio
On the highest point of Titchfield Hill, Finjam is a homely and laid-back place, with simple rooms, a pleasant veranda to chill out on, use of the kitchen…
Ocho Rios, Port Antonio & the North Coast
A small, yellow, German-run guesthouse hiding behind flowering shrubbery, House Erabo offers three spick-and-span rooms in a private getaway on the…
Grenada Island
Set upon a great stretch of beach, the 80 rooms here exude relaxed luxury. The beachfront grounds are beautifully landscaped and there's also a spa. Throw…
Virgin Gorda
This resort on a fleck of island just offshore has a new owner who's rebuilding it from scratch after the 2017 hurricanes and aiming to reopen as soon as…
Havana
Super-helpful Kenia Castellón runs two similar boutique-style apartments in a 1950s building. Tucked between Paseo de Martí promenade and the Museo de la…
Montego Bay & Northwest Coast
How often do you get to sleep in a colonial mansion that happens to be a biological research station? Decked out with no-frills cut-stone rooms with…
Jamaica
Poised on a hilltop with exquisite coastal views stretching as far as Savanna-la-Mar, this creaky great house is a rustic and charmingly decaying 'all…
Península de Samaná
Perched on a cliff above the city with spectacular views of the bay (and maybe even of humpbacks during whale season), this 295-room resort is Samaná town…
North Coast
Surrounded by lush jungle and set on a river near the village of Muñoz, 3km inland from Playa Dorada, thoroughly rustic Suncamp looks like a typical…
Santiago de Cuba Province
Isolated but inviting, this big pyramid-shaped resort sits on Playa Sevilla, 15km from Chivirico and 63km west of Santiago (a two-hour drive from the…
Cabarete
Trapeze, kickboxing, physical therapy camp, a half pipe for skateboarders – certainly not your standard hotel offerings. Then again, this ecologically…
St Lucia
Indian and Caribbean touches, wood-carved furnishings and a tree-house bar are just some of the features at this wonderful off-beat retreat. No two…
Anguilla
With its pale-pink-painted exterior, red-tile roofs and Juliet balconies, this 19-suite boutique resort evokes an Italian palazzo-by-the-sea. Rooms,…
Rincón
'¡Que Chévere!' is how most Latin Americans say 'how cool' and when you see what you get for your money at this colorful, modern and tastefully punkish…
Bonaire
Captain Don's Habitat is set on lushly landscaped grounds 3km north of town, with 85 units surrounding a large swimming pool. The rooms are spacious,…
Port-au-Prince & Around
This restored 1950s home-turned-boutique-hotel is Pétionville's quirky little gem. Apart from the high-arching door frames, each room is uniquely arranged…
Barbados
Salt spray from the pounding surf mists the air at this attractive and modern 25-unit apartment complex. Balconies on rooms with views offer a captivating…
Puerto Rico
This huge, well-equipped government-operated complex is the best of its kind in Puerto Rico – a sprawling village of basic apartments by the well-groomed…
Rincón
Reopened in October 2019, this high-class option stands in the thick of Rincón’s best surfing at Sandy Beach. An elegant Mediterranean-style guesthouse,…
Las Galeras
Pierre and Monick, the charming French-Canadian owners of this B&B, are consummate hosts and have been renting two rooms on either side of their cozy home…
Varadero
No, that's not a beached cruise liner, but a five-star Meliá! Part of the plushly redeveloped Marina Gaviota, this has several key advantages over its…
Havana
This flashy 'glass cathedral' on Playa's still-developing hotel strip is effectively a self-contained resort, which has its advantages when you're this…
Santo Domingo
On paper, the Casa del Sol seems like a no-brainer, with borderline budget rates and well located at the very southeastern corner of the Zona Colonial on…
Ponce
Standing grandly over a corner of the plaza, this 69-room, lemon-yellow colonial-era building is one of Ponce's most engaging places to unpack. The…
Rincón
This surf school has an accommodation option tucked away on its premises in the forested hills southeast of Rincón. There is a wonderful villa that…
Punta Cana & the Southeast
Opened in 2015 and designed to appeal to millennials interested in unironically enjoying all that all-inclusives can offer, including a craft-beer bar, a…
Montego Bay & Northwest Coast
This resort, 1km north of Duncans, has more than 100 upscale one- to five-bedroom villas and cottages along a gorgeous private beach. Each villa is…
Varadero
Varadero's most intimate lodging is in the grand former residence of US chemical-entrepreneur Irenée Du Pont, where eight fairly simple art deco–era rooms…
Punta Cana & the Southeast
Ignore the name. This all-inclusive is very much in Bayahibe; in fact, it's the only resort occupying a good chunk of the town beach and so the only…
Dominican Republic
Built at dictator Trujillo’s request in 1947, the Maguana has an imposing facade and interior courtyard that suggest a grandeur that has now faded, but…
Montego Bay & Northwest Coast
The rustic house of archaeologist Ivor Connelly sits in a tranquil spot by the Martha Brae river. Stay in one of the basic dorms or rooms, camp by the…
Habana Vieja
Not an Irish joke but one of Havana's more impressive period hotels, the Hotel Palacio O'Farrill is a staggeringly beautiful colonial palace that once…
Dominica
Previous guests at this magnificent wooden villa on the estate of the Napier family have included Mick Jagger and Princess Margaret, and it's not hard to…
Aruba
Venezuelan architect Óscar Enrique Bracho Malpica designed this South Beach–style stunner facing Malmok Beach. Thirteen guest rooms exude understated…
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