Las Terrenas
Serene and private, with a handful of large thatch-roofed villas surrounding an outdoor pool, this immaculately manicured property makes for a wonderful…
Las Terrenas
Serene and private, with a handful of large thatch-roofed villas surrounding an outdoor pool, this immaculately manicured property makes for a wonderful…
Ocho Rios, Port Antonio & the North Coast
Four cute cottages built over the green cliffs overlooking Manchioneal bay and a chilled vibe lead to an excellent backpacker haven, with hammocks on the…
Matanzas Province
Possibly the best rural hideout in Cuba. Two simple but lovely rooms on an ecological farm and ceramics workshop where pretty much everything (including…
Habana Vieja
A private penthouse in a historic central square – this place would cost thousands anywhere else, but in Havana you can still bag it for as little as CUC…
Grenada Island
Beautiful beach views are enjoyed here by 11 attractive rooms, which come complete with kitchens and large living areas. It's a peaceful and friendly…
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…
Vedado
After spending over a decade as a rotting ruin, the Capri was reborn in 2014 as a quieter, less notorious version of its former self. Rather like The…
Pinar del Río Province
This is among Cuba's remotest hotels, and the isolation has its advantages. The adjoining palm-fringed beach is pretty (if a little rocky), but most…
Central Mountains
This innovative, idyllic ecolodge bills itself as an ‘agro-tourist complex,’ that is, a hotel doubling up as a hacienda (agricultural estate). Although it…
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…
Ponce & South Coast
This full-service resort is the most upscale vacation retreat on the southwest coast of Puerto Rico, just east of the Playa Caña Gorda balneario on a…
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…
Matanzas Province
This place was built in 1963 on the east side of the Laguna del Tesoro, about 8km from Boca de Guamá by boat (cars can be left at the crocodile farm; CUC…
Cabarete
Trapeze, kickboxing, physical therapy camp, a half pipe for skateboarders – certainly not your standard hotel offerings. Then again, this ecologically…
Isla de la Juventud
Looking more like a hospital than a hotel from the outside, the Colony, 46km southwest of Nueva Gerona, originated in 1958 as part of the Hilton chain,…
Villa Clara Province
Atop a small, relatively untamed headland crowned by a statue of a bruja (witch), Villa las Brujas is the cayerías' oldest (1999), smallest and most…
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,…
Central Mountains
On the edge of the Carite Forest, the adults-only El Pretexto is a wooden farmhouse and Puerto Rico’s first culinary farm lodge. Naturally food plays an…
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,…
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…
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…
Vedado
This icon of the Havana skyline opened in March 1958 on the eve of President Batista's last waltz. Originally the Havana Hilton, it was commandeered by…
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…