Trinidad
Steps from Parque Céspedes, this boutique hotel is part of the upscale Estancia chain, with prices to match. Guests enjoy flat-screen TVs and swan-shaped…
Trinidad
Steps from Parque Céspedes, this boutique hotel is part of the upscale Estancia chain, with prices to match. Guests enjoy flat-screen TVs and swan-shaped…
Baracoa
You can't tell from the busy street outside, but this elegant green clapboard-and-stone house has lovely country style and a tranquil atmosphere. There…
Habana Vieja
The Santander, down by the harbor, has a tangible nautical feel. You almost expect some old Spanish sailor to come strolling into the thin mahogany bar…
Aruba
Nicely located near Hadicurari Beach, the 32 units here are basic but bright, with kitchenettes and private patios. The ocean units have wide decks with…
Negril
This tranquil option is 4km south of the lighthouse. Run by hospitable Jackie, it operates as a wellness haven focusing on spiritual renewal. A natural…
Negril
Occupying a particularly choice bit of clifftop turf, these cheerful green and orange cabins are perched over the sea in offbeat and homey seclusion…
Curaçao
Attentive service is the hallmark of this tropical-colored complex near Playa Kalki. The five apartments (with one or two bedrooms) are simply decorated,…
Embassy Suites by Hilton Dorado del Mar Beach Resort
North Coast
Close to town amid a phalanx of gated communities, the Embassy Suites has a Chi Chi Rodríguez–designed golf course, business center, gym, tennis courts…
Varadero
By the time you reach the end of the peninsula, all of the strung-out resorts appear to merge into one – this one. The Memories (not to be confused with…
Antigua
This sophisticated yet relaxed boutique charmer has stunning views from its 60 colonial-meets-contemporary rooms, the most impressive of which have big…
St Croix
This character-rich property, set in a 250-year-old Danish mansion, gives off a boutique-hotel vibe. The 27 rooms have West Indian antique decor, comfy…
Grande-Terre
A good deal for chill-seekers, the 10 cottages here are comfortable, practical (most have kitchens) and clean. They’re closely packed but buffered by lush…
Montego Bay
Stay in a historic great house within Montego Bay's city limits. This spectacularly located gem atop a small hill once belonged to the Dewar's Scotch…
Negril & West Coast
If you want total detachment from Negril-esque clamor, track down the coast to this haven of blissfulness, on the east end of little bay. There are two…
Grand Cayman
At the secluded southern end of the beach, this gracious condo complex is set back from the water on wide, grassy grounds. The three-story units have…
Baracoa
Run by the friendly and no-nonsense Dr Ysabel Garrido, this casa has three rooms above the bustling family home. A top-floor seaview terrace has a shaded…
Antigua
This all-inclusive 49-unit resort offers stylish and romantic villas including many with their own plunge pool. All rooms come with espresso machines,…
Puerto Rico
A step up from usual student digs, the Universidad Interamericana offers adequate, clean accommodations for budget travelers. All rooms have private…
Barbados
This 24-room, all-inclusive hotel is partially built in a restored 1804 garrison building that was originally a military rum store. It is near the beach…
Cayman Islands
Just a few steps from the airport, this friendly property is a longtime favorite for its unpretentious charm and oceanfront setting. Twelve smart cottages…
Montego Bay
At the end of the Montego Freeport Peninsula is this high-rise, upscale, all-inclusive resort. Rooms have ocean or bay views, mahogany beds and private…
Antigua
Ron and Dinah's wedding business may seem an unusual place to lay your head, but they have three excellent-value, sparkling clean rooms that share a long…
Baracoa
Recline like a colonial-era conquistador in this historic fort-turned-hotel in the hilltop Castillo de Seboruco. Choose your room well: there's some wear…
Anguilla
Stylishly designed studios and one- and two-bedroom apartments at this welcoming, well-kept complex have oversized bathrooms with rain showers, cable TV…
Howard Johnson Downtown Mayagüez
Puerto Rico
This mercifully central hotel was once a monastery but any piety has long been superseded by rampant commercialism: the hotel is firmly geared towards the…
US Virgin Islands
Located near the airport, this property has 90 large, snazzy rooms with private balconies and flat-screen TVs. The main selling point: you're right on the…
Martinique
Perched on a hillside, this four-star resort has 132 units of varying size and shape. They're comfortably furnished (the best are right on the beach) and…
St-Barthélemy
Comfort, charm and atmosphere: this place has the lot. Accommodations vary from standard hotel rooms to traditional cottages with mahogany furniture,…
Bermuda
A quiet retreat with a greenery-festooned patio and a private garden, this spacious, tastefully decorated apartment comes with a queen-sized bed, fully…
Grenada Island
Don’t let the big exterior put you off; this enormous complex has a fairly intimate feel. The rooms are nothing special, but the facilities are impressive…
Negril
Rondel is a charmer. Rooms encased in beautiful white chalets are set off with sharp purple accents and are surrounded by snaking swimming pools and…
Antigua
Urban cool meets Caribbean chic at this classy port of call where you can enjoy front-row views of sailing yachts from sleek one- or two-bedroom suites…
Rincón
This modern resort with all the usual upscale touches is ensconced within beautifully landscaped grounds. Regular rooms go for less than $200 in summer,…
Montego Bay
Located just off the ‘top’ of the Hip Strip, Toby's provides an admirable local vibe with amenities geared towards international travelers. Staff make…
British Virgin Islands
It’ll just be you and the wandering bovines sharing the grounds here after the crowds leave Cow Wreck Beach Bar in the evening. While these four pastel…
Floris Suite Hotel – Spa & Beach Club
Willemstad
The Floris Suite Hotel – Spa and Beach Club isn't actually right on the beach, but guests have access to Moomba Beach Club across the street. The place…
St Croix
One of St Croix’ splashiest resorts, this all-inclusive place on the southeastern shore draws visitors and locals alike. The former come to stay at the…
Port-au-Prince & Around
The unobtrusive main entrance opposite Champs de Mars (you’ll walk past it twice) hides the fact that this is downtown’s largest and most high-class hotel…
Negril & West Coast
At the western end of Little Bay, the Brighton offshoot of the Negril hostel is a bona fide backpacker haunt where you can camp out under the stars (tents…
Eleuthera
Operating since 1969, Tingum Village is pleasingly low-key and low-priced, compared to much of Briland's accommodations. Spick-and-span suites are…
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