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The narrow Boca Paila highway runs down the edge of the Riviera Maya in Tulum, dividing the jungle from the sea. Tucked away at kilometer-marker 7.5 lies Casa Jaguar, a haven for the best of both worlds. The restaurant emphasizes Caribbean flavors, using fresh, local ingredients and prepared food and drink with Mexican flair. Try the grilled aguachile seafood cocktail, or the sea bass with corn masa, and wash it all down with a drink of copal mescal, the perfect foil for intense local heat. Beyond being a great restaurant, Casa Jaguar is famous for its “Dinner and Party” concept: there’s a jungle-focused celebration every Thursday with artists and alternative live music.

Even though it’s just 200 yards off the coast of St. Vincent and accessible via a two-minute ferry ride, Young Island feels worlds away from the cares of mainland life. The resort’s 29 guest cottages, which are outfitted with tropical-chic wicker furnishings, stone walls, and louvered windows, provide a plush landing spot after days spent diving among sea turtles and sea horses, hiking neighboring trails to spot the ruins of Fort Duvernette, and swimming up to the Coconut Bar, located on a floating platform 30 feet offshore. Each week, the on-site restaurant serves up Caribbean barbecue favorites like pigeon-pea-and-pumpkin stew, corn fritters, and molasses-glazed wings, making for a delicious stay.

A private-island resort six minutes by boat off the coast of Antigua, Jumby Bay is one of the Caribbean’s top luxury, all-inclusive stays, and one of its most environmentally aware. A $28 million renovation in 2010, which included the addition of 28 suites and a first-ever spa, gave it all the digital-age essentials: 42-inch flat-screen TVs, iPod docking stations, Bose sound systems, free Wi-Fi. Yet its underlying spirit of environmental responsibility, highlighted by its hawksbill sea turtle preservation program and its banishment of wheeled vehicles except for golf carts and bicycles (every room comes with two bikes), continues to reign. Rosewood manages the resort, but it belongs to an association of island homeowners, some offering their properties for rent. So if, say, a 1,346-square-foot beach-view pool suite isn’t big enough, it is possible to do as celebs such as Hillary Swank, Jim Carey, and Paul McCartney have done and plop down up to $20,000 per night for a private villa or estate home. Couples can be perfectly content here, but it is especially attractive to families, who appreciate programs like the Rose Buds kids’ club.

This open-air, oceanside Creole restaurant snuggles behind a grocery store in Calibishie, a bijou town where locals, expats, and tourists mingle. While the short ribs steal the spotlight, there are also Caribbean favorites like yam, fried plantains, and goat curry. Top any dish with local hot sauce made from Scotch bonnet peppers (available for sale in the adjacent bodega). The gazebo offers stunning views of the water and Red Rocks, but avoid it on windy days when the sea spray kicks up.

At Salt Water Farm, students return to the land—and the sea—to learn forage, fillet, and feast.

Frenchman’s Cove is more than a beach. It’s an idyllic escape. After paying a small entrance fee—used to preserve the grounds—you’ll hike about five minutes through verdant gardens flanked by an emerald river stream, before the views open onto a glorious beach and the Caribbean Sea. This cove was once a favorite romantic escape for Elizabeth Taylor and Burt Reynolds, and it’s not hard to see why. When you tire of the beach and waves, hop over to the river and swing from the vines into the fresh water. It’s an ideal spot to spend the day, for couples or for families.

Located on a craggy cliff jutting between Meads Bay and Turtle Cove Beach, Malliouhana has views of the glittering aquamarine sea that will hypnotize guests from the moment they arrive to its chic porte cochere. The bright, cerulean open-air lobby with mirrored mosaic-tile flooring tumbles out to a deck where tiered infinity pools are punctuated by ruffled yellow umbrellas, and a cliffside restaurant serves fresh seafood and farm-to-table fare. Built in 1984, this is Anguilla’s original luxury resort, which reopened in December 2018 after a complete restoration following Hurricane Irma. While guests may find it hard to take their eyes off the dazzling Caribbean, the 46-room boutique hotel’s interior design offers its own portal to the sublime with an aesthetic that can best be described as tropical eclectic. Guest rooms are painted sorbet yellow or robin’s-egg blue and feature white lacquer four-poster beds, mural panels by Haitian artist Jasmin Joseph, Venetian glass lamps, and sea-green marble bathroom vanities. All of this somehow swirls together for a look that’s both regal and untamed. Beyond the rooms, guests can look forward to an extended pool deck with fresh cabanas, as well as the Bar Soleil, which offers a prime spot to watch Anguilla’s famous sunsets.

Creamy travertine floors and castle brick walls of pearl-stone tiles fuse with Asian antiques and dark teak furniture in the Caribbean-meets-Indonesian design at Villa Balinese, on an elevated crescent fronting Providenciales south shore. From the original local art to the antique Moroccan vases and curved bamboo chairs, it makes a bold and seductive statement throughout -- and best of all, every piece of furniture in this villa rental is hand-picked and meticulously placed by its owners. With just three bedrooms, but 4,200-sq-ft of space and 30-foot vaulted ceilings, it’s impossible not to be transfixed by the Alice-in-Wonderland dimensions and sexy stark vibe encountered here. Entering the grand entrance foyer, the eye is drawn almost immediately to the impressive sunken living room, where a wall of floor-to-ceiling glass windows slides open onto a grand marble pool terrace with panoramic ocean views. The infinity pool running the length of the house was constructed with emerald-colored tiles, creating a vibrant contrast with the turquoise-hued sea it disappears into. A 50" plasma TV, which can be raised with a remote click from a recessed hiding place and swiveled to face the pool, is another one-of-a-kind design example. There is no beach access on-site, but the crystal-clear sea running parallel to the property can be reached via a ladder dock. Please note that children under 12 are not allowed, but this property works great for couples or older families.

From this 900-foot-high viewing platform—equipped with a telescope, map, and signage—you have a panoramic view of the majestic Mesopotamia Valley (“Mespo”), home to St. Vincent’s fruit, vegetable, and spice crops. A sea of green expands in every direction, bordered by the blue Caribbean far to the south and the mist-shrouded Grand Bonhomme Mountain to the north. It’s the perfect spot to soak up St. Vincent’s rich natural beauty—and to catch a cool breeze.

Roseau’s only oceanside dining option, the elegant Palisades pairs sweeping water views with one of Dominica’s best culinary experiences. Here, creative dishes showcase the island’s natural bounty, including produce sourced from local farms and fish straight from the Caribbean Sea. Start with dishes like BBQ jerk octopus and sesame-crusted tuna with a soy-chili dip. Then, move on to the lion fish, served with green-banana croquettes and mushroom sauce. Fancy something lighter? Try a lentil-black-bean cake or callaloo soup, made with baby taro leaves, coconut milk, yam, and green bananas.

The AAA Five-Diamond Grand Velas Riviera Maya features 491 spacious suites boasting sweeping views of the shimmering Caribbean Sea or lush jungle vegetation. Top drawer amenities include: whirlpool bathtubs, 42” flat screen plasma TVs, Wi-Fi, Nespresso machines, DVD, CD and MP3 players, iPod docking stations - and an all-inclusive stocked mini-bar. Abundant dining is assured with 15 food and beverage outlets ranging from Spanish specialties, to Mexican fine dining, French haute cuisine and Italian fare. Five diverse bars, including the Sky Bar, Sen Lin Bar, Piano Bar, Karaoke Bar and Aqua Bar, serve innovative libations and sensory ambiances for every mood. A full service spa offers treatments incorporating products of the earth - such as honey, vanilla and lemon herbs - traditional Maya ingredients

Near the far northeastern tip of Bequia, the Sugar Reef Café is a breezy spot just steps from the crashing sea. Here, diners can enjoy healthy, locally sourced dishes for both lunch and dinner, from fish roti with mango chutney and papaya-black-bean salsa, to blackened chicken and Callaloo lasagna with Caribbean spinach and rosemary. Sugar Reef’s own estate produces the honey and fruit, while St. Vincent farmers and fisherman are responsible for the fresh produce, meat, and fish. The restaurant even uses coconut milk instead of dairy and coconut oil for frying. Daytime is casual, while evening brings a more romantic vibe.

Sunshine, surf, sea breezes, and an overflowing platter of curry prawns with rice. Welcome to Zeebop by the Sea, an award-winning eatery that specializes in Goan and South Indian cuisine. With the rolling dunes of South Goa as a backdrop, the ambience here is simple and unadorned. Don’t let the plastic tables and chairs distract you from the superstar menu: Try the stuffed crabs or the catch of the day, often red or black snapper, kingfish, or mackerel. Finish your meal by sipping a cocktail crafted with feni, a local spirit traditionally made from cashew fruit. Feeling active? Order your meal and head out to the beach; the waiters will call you when your food is ready.

If eating huge plates of pork, deciphering local slang, and snowshoeing through the woods of Québec can’t bring two siblings together, what can?

Four Seasons might have spruced up the property slightly when it took over management from Viceroy in 2016, but the original clean lines and sharp angles of the midcentury modern architecture coupled with Kelly Wearstler’s playfully eclectic interiors are still unmistakable at this stunning property overlooking Meads and Barnes bays. Epitomizing tropical modern luxury, the property is awash in marble, natural stone, and wood, with dramatic views of the Caribbean Sea from dining rooms and infinity pools that seem to hover from their cliffside perches. Spanning 35 acres, the resort is home to 166 spacious, serene, and stylish accommodations ranging from suites to townhomes and private villas. Indulge at five dining venues, including the aptly named alfresco Sunset Lounge for sushi and the fine-dining Cobà, where fresh seafood is paired with choice cuts of meat and an impressive wine list. With three swimming pools and two distinct beaches to choose from, the most stressful part of the day is deciding where to lounge.