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  • A visit to the incredible 365-island archipelago (also called the San Blas Islands) within the communal lands of the Guna Yala indigenous nation provides some extraordinary seaside experiences. The islands making up the outer archipelago are unspoiled and feature gorgeous white-sand beaches, turquoise seas, and a one-of-a-kind encounter with Guna culture. Visitors lodge in natural-material huts (cane walls and interwoven palm-frond roofs) or—if you’re in the mood—sleep under the stars in palm-strung hammocks. Local women sport colorful dress made in the style known as mola, a traditional Gula artisanal weaving technique. A highway was built several years back that lets you travel from Panama City to Puerto de Cartí in as few as two hours.
  • San Fuego 70, Santa Cruz, Aruba
    Among the 20 percent of Aruba that’s protected land, Arikok National Park boasts lava fields, limestone terrain, and a small beach, all crisscrossed with picturesque hiking trails. Paths lead to gold mine ruins, former plantations, and paintings by the island’s native Arawak people, making for an exciting place to visit. Explore the park by mountain bike, horseback, or car, or take a free walking tour with a park ranger (reservations must be made at least 24 hours in advance). You’re likely to see snakes, owls, bats, lizards, and myriad birds, as well as goats and the local donkeys.
  • Red Hook Rd, Red Hook, St Thomas 00802, USVI
    Duffy’s calls itself a “bar that serves great food.” Its brand of fruity tropical cocktails (some served in ceramic skulls) and casual fare seems somehow perfect for a relaxing Caribbean vacation. The restaurant claims to have hosted “pirates, debutantes, nerds, and rock stars.” From the outside, Duffy’s looks unassuming, but inside the colorful tiki bar decor features standard elements, such as bamboo-pole siding, spruced up with maritime mementos from around the Caribbean.
  • km 19.4, Kukulkan, Zona Hotelera, 77500 Cancún, Q.R., Mexico
    Even though it’s right across the street from top Cancún resorts near the southern end of the Hotel Zone, the entrance to this open-air restaurant remains known only to locals plus a few in-the-know travelers. Walk down the wooden staircase to find a dirt floor, a palapa roof, and tranquil lagoon views, plus affordable Caribbean seafood dishes prepared in an outdoor kitchen. You’ll also get traditional comfort food like ceviche and garlic shrimp, along with a selection of Mexican beers, but the highlight is the hot and fresh pescadillas, shredded fish in pan-fried tortillas.
  • Magens Bay, St. Thomas, U.S. Virgin Islands
    This beautiful one-mile stretch was donated to the people of the Virgin Islands by Arthur Fairchild, a benefactor of the islands who’d made his fortune on Wall Street before retiring here. The usually calm waters of the heart-shaped bay make the beach the most popular on St. Thomas. Rent beach chairs and floats, and pick up lunch from stands selling burgers, pizza, and other snacks. Lifeguards are on duty every day.
  • Turneffe Atoll, Belize
    Blackbird Caye Resort is the gateway to the stunning Belize Barrier Reef, but so much more than a stopgap hitching post for scuba nerds. Stretched across two miles of palm-fringed beach on the windward side of the Turneffe Atoll, Blackbird is set against a backdrop of more than 4,000 acres of untrammeled jungle, mangrove forests, sprawling lagoons, and migratory bird habitats. Many guests come to Blackbird to get under the water and at the reef – some of the best diving sites in Belize are a short five or ten minute boat ride from Blackbird’s dock – though this isolated island paradise has plenty to offer visitors looking to stretch their land legs. 18 ocean-view cabanas, each with its own private balcony and hammock, hold dominion over the Caribbean Sea. The Poolside Bar is a great place to unwind after a hot day in the sun, while the gallant High Tide Bar, with at least two feet in the sea at any one time, offers an excellent happy hour and complimentary snacks, including island fare like lion fish fingers, ceviche, conch fritters, and fried grouper. One of the top dive resorts in the world and a postcard-perfect island paradise, Blackbird is at once home away from home, and your own secluded hideaway. Photo Finish: Nikon D800 | 24-70mm f/2.8 lens | Aperture f/7.1 | ISO-640 | Shutter 1/30 sec.
  • Pedro Castle Road, Savannah, Savannah KY1-1501, Cayman Islands
    Giving new life to an old haunt, the Cayman Spirits Company has turned the onetime bar area of the historic Pedro St. James into a rum-centric saloon and café: the Outpost Bar. Go for a tasting, and you’ll try as many as five local rums, one of which—the 1780—is aged and available exclusively on-site. The next most important variety to sample here is the Seven Fathoms, if only so you can say you’ve tasted rum that’s been anchored and aged 42 feet (i.e., seven fathoms) below the Caribbean’s surface. Of course, considering the Outpost’s view—prime, uninterrupted seascape—you could have pretty much any drink in hand and be happy.
  • Lemon Arbour, Barbados
    Lemon Arbour began as just another one of the many rum shops that can be found all over Barbados, but as its reputation for spectacular local dishes grew, so did the actual shop. Now, Lemon Arbor has become the place to go on Saturdays for an extended lunch of souse, fried pork, and other pork dishes, plus cheap Banks beers and rum. Locals often spend all day Saturday limin and meeting up with friends over good food and inexpensive drinks… And you could too, for a real taste of Bajan culture.
  • Carretera Cancún-Tulum KM 51, Punta Maroma, 77710 Playa del Carmen, Q.R., Mexico
    Just 25 minutes from Cancún’s international airport is Belmond Maroma Resort & Spa, surrounded by 200 acres of preserved jungle. Guests here still enjoy direct access to the Caribbean Sea and its powdery, white-sand beach, as well as to a wide variety of physical fitness and wellness activities and services. Rooms are generous in size and are filled with sunlight, let in through large windows. Tile floors and design accents—throw pillows and furniture, for instance—have an earthy color palette. Many rooms feature indigenous artwork and handmade furniture. Though it might be tempting to stay within the confines of the resort, the area is home to a number of worthwhile attractions, including the Maya site of Tulum and a biosphere reserve; the concierge can provide information about both, as well as tips for guided excursions and reputable outfitters.
  • Nieuwestraat, Willemstad, Curaçao
    This open-air hotspot with a colonial flair melds Asian and Caribbean flavors for combos such as shrimp with lemon-tequila sauce and coconut rice and carpaccio of squid with wakame. Order a chilled cocktail (we love the ginger drinks with crushed ice) for a refreshing antidote to the Caribbean heat.

  • Five Islands Village, St John's, Antigua & Barbuda
    Soaking tubs big enough for two and double walk-in showers provide a clue that this beachfront all-inclusive, located less than 20 minutes from the airport on a peninsula just to the southwest of St. John’s Harbour, encourages families to look elsewhere. And while only the Premium Beachfront Suites have those particular romance-inducing amenities, there are other features, such as hideaway tropical dining, that will convince honeymooners and other couples that they have stepped into their own Gauguin landscape. Hence, the most secluded rooms, each with its own plunge pool, are called the Gauguin Cottages. Even among Antigua’s 365 beaches, Galley Bay’s is a visual standout that is longer and less crowded than most. The ocean here can get too rough for swimming, but the beach seldom fails to please for sunsets. Guests with limitless energy can choose from complimentary activities such as tennis, sailing, and stand-up paddleboarding. Or they can save their energy for honeymooning.
  • Port Elizabeth, St Vincent and the Grenadines
    With its own shuttle flight service from St. Lucia and Barbados and an unbeatable location on one of the Caribbean’s most picturesque stretches of sand, Bequia Beach Hotel is an island unto itself. The 10-acre property, easily Bequia’s most luxurious, also includes a spa, two swimming pools, two restaurants, and a canvas-tented bar on nearby Princess Margaret Beach, plus 56 individually appointed rooms and suites furnished in an eclectic, island-chic style (think red four-poster beds, wicker armchairs, and palm-accented throw pillows). Adventurous types can take advantage of the hotel’s free sports equipment (including kayaks, paddleboards, and bikes), while those who prefer more subdued activities can opt for complimentary yoga classes.
  • St John 00830, USVI
    Often called one of the world’s most beautiful beaches, Trunk Bay is a crescent of snow-white sand with a small green islet on the north side of the aquamarine lagoon. Part of the Virgin Islands National Park, Trunk Bay is known for its underwater snorkeling trail. Submerged signs along the trail describe the corals, tropical fish and other marine life found within the bay. Visitors can rent snorkeling gear on the beach, and lifeguards are in attendance.

  • Carretera Federal, Cancun - Chetumal Km 230, 307, 77780 Tulum, Q.R., Mexico
    While not as large as other ancient Mayan cities in the region, Tulum draws in visitors for its stunning setting of centuries-old temples perched on a cliff by the Caribbean Sea. You’ll pass a large market with souvenirs, a casual Mexican restaurant, and even a Starbucks before reaching the entrance, where a train can take you to the site if you’re not up for the 10-minute walk. It’s advisable to hire a guide to fully understand each structure’s significance and the history behind the ruins; informative signage is all but nonexistent. Don’t forget to bring your swimsuit, as the site encompasses a white-sand beach with soothing waves and beautiful rock formations that’s reached by a long wooden staircase.
  • Banana Bay, South East Peninsula, Parish of St. George, St. Kitts, St Kitts & Nevis
    Island chic meets urban cool at the Caribbean’s first Park Hyatt, a welcome addition to Banana Bay’s powdery shores. With floor-to-ceiling windows, Scandi-mod furnishings, and freestanding tubs (that come with trendy Le Labo toiletries), the 126 luxe rooms and suites are hard to leave. However, you won’t want to miss the adults-only infinity pool or the on-site Miraval spa, which incorporates local flora into treatments like the soothing aloe-and-lavender body wrap. Also on offer are kid-friendly activities like rock climbing and storytelling with a local historian, making the Park Hyatt perfect for couples and families alike.