Located on the east end of Grand Cayman Island, this laid-back, family-friendly resort is far removed from cruise-ship traffic and/or the chaos of Seven Mile Beach (the Caymans' tourist hot spot). It has the longest strip of beach on the island, with the pleasing effect that all of its 150-plus guest accommodations are smack-dab on the beachfront. They're also all suites, and the low-rise...

A clifftop hideaway for rock stars, lovers, and iconoclasts on a West Indies sabbatical, this is one of Negril's best-kept secrets. It's the opposite of every Jamaican all-inclusive stereotype, to the point where most people don't even realize it is one. With only 11 guest accommodations and no entertainment staff and hardly any set time for meals, The Caves feels more like "visiting your rich...

A little bit James Bond, a little bit The Honeymooners, and okay, maybe a bit Swiss Family Robinson… this private island resort will relax you beyond what you may have dreamed possible. Or it will drive you absolutely crazy within two days (including one full day of travel time). It all depends on whether you can handle going without cell-phone service, television,...

Set in the former ancestral home of Fanny Nisbet (widowed early, she went on to wed famed English seafarer Lord Admiral Nelson), this plantation inn is a landmark that's managed to adapt very well to the modern age. It's the only beachfront historic inn on Nevis, as most of the plantation homes that would later turn to plantation inns were built up in the mountains, long before the days of...

Everything about this property is appealing, starting with its locale (sexy Barbados, home to Rihanna, and site of one of the Caribbean's best Carnivals). Located on the island's western coast, its most dramatic visual features are focused around water: There are the tiered freshwater lagoon pools—three in...

It may be on a small island adrift in the sparkling Caribbean, but this resort draws its influences from various corners of the world: The owners are from Bermuda, the Saltillo floor tiles are from Spain, and the private transpo (a Rolls-Royce Silver Shadow) from the UK. The guests are also multi-national—many are from the UK, some Germany, and others from the U.S. (usually with a prior...

Younger sister to the Paradisus Playa Conchal, this property is larger and slightly more modern than its Central American sibling. It's also larger than most of the hotels in the Dominican Republic, though not as big as the Paradisus Punta Cana,...

If those 500-plus-room resorts feel like they're brimming with a little too much humanity for your taste, then the 143-room Royal Decameron Montego Beach is your perfect antidote. Big enough to offer variety but small enough to keep it personal, this resort has a loyal following that keeps coming back for more.

Royal Decameron's uber-friendly service is one hallmark, but it also makes...

At Franklyn D. Resort & Spa, every visiting family—no matter how old your children—is assigned a Vacation Nanny. That's right: childcare built into the cost of your all-inclusive beach vacation. For parents of young kids, this is a dream come true. Your exclusive Vacation Nanny is on hand not only to baby-sit the kids while Mom and Dad dine alone, go the spa, or play a game of...

You may not book an all-inclusive, oceanfront resort vacation in the Caribbean solely for the man-made swimming opportunities, but the free-form pool at Dreams Punta Cana is pretty darn cool. It weaves through the property from just in front of the lobby to a few steps from the beach, and each section attracts different types of guests: Spirited adults gather at the swim-up bar, couples chill...