Like a string of gleaming pearls, the white domes of Cap Juluca's Moorish-style villas fall in line along the scalloped edge of Anguilla's Maunday's Bay. Tropical landscaping, concealed courtyards, and winding stairways and paths create an intimacy that sets an oh-so romantic tone at this beachside hideaway. Graceful archways frame stunning views of arguably the most dazzling and coveted beach...

Aruba's Amsterdam Manor is, quite simply, paradise found. Cotton-like clouds drift across endless blue skies and azure seas lap at extraordinary stretches of white sand. Hoards of vibrant tropical fish await their close-ups from snorkelers and paddlers. A thatch-roofed beachfront bar serves cocktails to sun-kissed guests, and rustling palms shade patrons aside a cool, inviting pool....

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,...

Even though Hotel El Convento is not on the beach, no list of San Juan's top hotels is complete without mentioning it. The hotel occupies a 350-year-old former Carmelite convent in an attractive part of Old San Juan. Its present-day splendor is all the more impressive given its history: after 250 years as a nunnery and cloister, the structure served less and less reputable functions, from retail...

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...

Located along Antigua's unspoiled southern coast, Carlisle Bay is a modern and sleek resort wedged between the dazzling Caribbean Sea and the island's verdant tropical interior. A 30-minute drive from the airport and the busy capital of Saint John, it is removed both physically and aesthetically—a splash of contemporary chic in the tropics.

You'll realize you're in a different...

This quaint resort on the secluded island of Saba, in the Dutch Caribbean, is the ultimate green getaway. It's made up of 12 cute, colorful cabins (with names like "Bird of Paradise" and "The Tree Frog") tucked into a dense, oceanside rainforest. The relaxation of guests swinging in hammocks on their cottage porches is only intruded upon by singing birds and chirping frogs. Private porch hot...

True to form on an island that couldn't feel further from the mainstream, megaresort destinations of the Caribbean, the family-owned Castle Comfort Dive Lodge exudes a simple, laidback atmosphere. The grounds comprise manicured gardens, a small swimming pool and hot tub, waterfront bar, restaurant, and the on-site dive center, Dive Dominica. It's all nestled onto a modest property located...

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...

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...