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  • Playa del Carmen, Quintana Roo, Mexico
    Wonderful catamarans that you can rent right off the beach.
  • Petite Calivigny Bay, Egmont, Grenada
    Why we love it: A centrally located stay with a homey feel and a floating bar

    The Highlights:
    - Self-contained cottages that feel like home
    - A prime location near the Petite Cavigny marina
    - A floating bar for sundowners and live music

    The Review:
    If you’re looking for a home rental but still want a hotel staff, Le Phare Bleu is the way to go. At this village-style resort, the suites and cottages come with kitchens and living areas for a home-away-from-home feel, plus classic Caribbean decor and wide verandas with hammocks or porch swings. Spread throughout a tropical garden, the villas also happen to be right next to the Petite Cavigny marina—an ideal location if you’re setting off on a sailing trip from Grenada.

    Elsewhere on the property, there are two small beaches (though they can be muddy because of the marina); kayaks, paddleboards, and a Hobie Cat for guests to use; and a shared pool. If you’re craving company—and a break from cooking—there’s also the Island Fever Tropical Tavern, which offers food all day and breakfast until 3 p.m. on Sundays (don’t miss the rotis). On Friday evenings, make your way to the floating bar that is the Lightship. A lighthouse boat that was built in 1900 and served for decades off the coast of Sweden, it’s now where hotel guests go to party, with live music, a rum bar, and tasty snacks all night long.
  • 1108 E 6th St, Austin, TX 78702, USA
    Why we love it: A hipster hotspot that’s as stylish as it is affordable

    Highlights:
    - A range of room types for all travelers
    - Local hangouts like the on-site diner and pool bar
    - A prime location in one of Austin’s coolest neighborhoods

    The Review:
    While locals are committed to keeping Austin weird, there’s nothing strange about the new East Austin Hotel, a soon-to-be hipster haunt where millennial pink accents and midcentury chic mix with details that embody the city’s independent spirit. Here, guests find a variety of accommodations to suit all types of travelers, from cabin rooms with shared bathrooms to poolside suites with private balconies, but all feature Scandi-inspired furnishings and quirky touches like turtle-shaped ottomans, Moroccan pillows, and retro Victrola radios.

    Vintage pendants hang over the bar at on-site restaurant Sixth & Waller, a self-described “global diner” that serves international comfort food like family-style latkes, chicken-fried steak, and mango cream pie. Equally stylish is The Upside, a rooftop bar with cocktails inspired by the Caribbean and Central and South America, and Pool Bar, which welcomes both guests and locals with frozen drinks and Instagram-friendly dishes like gochujang queso and jackfruit bánh mi. The hotel also boasts a stylish gift shop with local gifts like handcrafted ceramics and leather goods, but if you’d rather venture out, stop by the concierge desk and grab a curated map that highlights neighborhood hotspots with live music, authentic food, and more.
  • Victoria Street, Roseau, Dominica
    Why we love it: A kitted-out heritage hotel presiding over the capital

    Highlights:
    - A historic seaside property
    - On-site dive shop and kids’ club
    - Hot tubs and an infinity pool cantilevered over the ocean

    The Review:
    Charming elements remain from Fort Young Hotel’s past as a military fortification, like bronze canons and thick stone walls. Set on a cliff south of Roseau, the heritage property also has 72 modern rooms, all with air conditioning and balconies—most with sea views. Some spaces are massive, such as the oceanfront suites, which each contain a kitchenette, dressing room, two bathrooms, a whirlpool tub, and a dining area that can seat eight. On-site restaurant options range from a mellow seaside bar to The Palisades (one of Dominica’s more gourmet experiences), while amenities include a dive shop and kids’ club.

    On the wellness front, the hotel offers a 24-7 gym with floor-to-ceiling windows and Caribbean Sea vistas. Outside sprawl two sundecks, along with an infinity pool and jacuzzies—hot and cold—cantilevered over the ocean. The spa renovations will wrap up in 2019, but guests can still enjoy massages in their rooms or on their balconies. The hotel is also just a short stroll from Roseau’s center, ferry port, botanic gardens, and Saturday markets, not to mention the cathedral and the Dominica Museum. Note: cruise ships dock nearby and can obliterate the water views while in port. Also, post-hurricane renovations will be underway through autumn 2019 and may add some noise during business hours.
  • Chapel Street, Dunmore Town, The Bahamas
    Not every celebrity who visits Harbour Island stays at the Pink Sands Hotel. Bill Gates, for instance, has his own home on the island. But Keith Richards has checked in here, as have Martha Stewart and Kate Moss. Since its opening in the 1950s, the 25-room hotel, like the island itself, has been a low-key enclave of the rich and famous, drawn not just by the like-attracts-like vibe (one of the previous owners was Island Records founder and Bob Marley “discoverer” Chris Blackwell), but by its location on Pink Sands Beach, widely considered one of the world’s prettiest. Accommodations are in plush one- and two-room cottages that have king beds and ocean or garden views; some have outdoor showers. Reserve a table at the British-colonial–inspired Malcolm 51 for island-style bouillabaisse and charred octopus salad, but don’t get too carried away with the sundowners. All manner of aquatic activities (snorkeling the nearby coral reef, bonefishing in the shallows, or merely swimming in the heated freshwater pool) await in the morning.
  • Punta Cana 23000, Dominican Republic
    This three-mile stretch of white sand is the only public beach at the gated Puntacana Resort & Club. Even so, non-guests can only reach the beach after dining at the resort’s oceanfront Playa Blanca Restaurant. It’s worth it, though, as the calm turquoise water is ideal for swimming, kayaking, and catamaran sailing. A mesh barrier keeps seaweed out of the swimming and beach areas, ensuring pristine water and sand as far as the eye can see.
  • Caribbean
    When “Bahama John” Monroe opened this laid-back spot on Pelican Point beach, his tamarind-sauce barbecue ribs earned instant acclaim. The fried lobster bites are equally delicious. John’s signature Shaky Leg rum cocktail is guaranteed to get people dancing to the restaurant’s funky rake-’n’-scrape sound track.
  • 188 Meeting Street
    Once the center of commerce in Charleston, the City Market is now the heart of tourism. Although its location near the cruise terminal can make it feel like a kitschy open-air market in the Caribbean, the tackiness is part of its charm. Yes, you’ll find Christmas ornaments painted with Rainbow Row and enough cutely packaged pralines to give you a stomachache, but you’ll also see Gullah artisans weaving the finest examples of sweetgrass baskets available. Peak season brings 140 different merchants, and weekends include live music and food vendors. The market’s a requisite stop for any visitor and a one-stop gift shop for loved ones back home.
  • Boca del Drago, Panamá
    At Isla Colón’s northwest extreme, Bocas del Drago is one of Panama’s most picturesque spots, an idyllic place for relaxing, soaking up sun or just marveling amid powdery white sand and lush jungle greenery. And what other beach affords “swimming with starfish”? Enhance your adventure at great local Caribbean restaurants featuring wiggle-fresh delicacies at delightfully low prices. When the tiny beach at Boca del Drago gets tight, Playa Estrella is a nearby alternative.
  • Calle Igualdad, 77310 Holbox, Q.R., México
    Chef Roberto Solís’ menu showcases the area’s fresh ingredients including fish, lobster, cooked in the flavors and spices that have driven Maya Caribbean for centuries. Located inside the Hotel Casasandra, the restaurant’s setting is as warm as the service. Pair dishes with some locally-produced wines or a mezcal margarita. Thanks to his colorful ingredients and artful plating, Chef Solís’s dishes tend to be as appealing to the eye as they are to the palate.
  • 2 Winterswijkstraat, Willemstad, Curaçao
    Opened in 2010 by a Dutch couple, Baoase Luxury Resort is an intimate spot with fewer than two-dozen rooms. Despite its size, however, it has all the amenities of a larger property, including a spa, health center, boutique, and more. A 10-minute drive from the center of Willemstad, the Balinese-style spot feels secluded and tranquil, especially when swimming off the lagoon-like beach or sitting next to the banyan tree in the lantern-lit garden.

    Privacy and a high level of service are very important here. Only during low season are non-guests welcome at the resort, and even then, they must have a reservation for a beach-day pass. All rooms come with outdoor space overlooking the gardens or pools, and half feature private plunge pools. For something even more discreet, book the exclusive island in the Spanish Water Bay, which features its own four-bedroom retreat. When not relaxing in your room, you can ask the hotel to arrange a motorboat and permit to use during your stay, or visit the on-site restaurant, which is known for beachfront fine dining and a weekly Asian cuisine night. If all the privacy leaves you feeling extra romantic, you can even have the restaurant set up a picnic dinner to enjoy on the beach or under a gazebo.
  • 1180 Seven Seas Dr, Lake Buena Vista, FL 32830, USA
    A trip to the original Magic Kingdom Park in Orlando is a theme park rite of passage. This is the mouse’s original outpost. And if you hit only one theme park among Orlando’s vast amusement offerings, you won’t go wrong here. Home to such iconic attractions as the original Cinderella’s Castle, the Space Mountain roller coaster ride, the nightly parade down Main Street, It’s a Small World kids’ ride, Big Thunder Mountain Railroad, and much, much more, you can easily occupy two days taking it all in. And while many of the rides and character meet and greets (every princess and her cousin is in attendance here) are clearly oriented toward younger visitors, there’s enough to keep adults smiling, too. Favorite tamer rides for younger kids include Adventure Land’s Pirates of the Caribbean and the Jungle Cruise. And if you’ve still got some staying power after a whole day of rides and shows, stick around for the park’s nightly grand finale—a fireworks display on par with anything you’d see in a big city on the Fourth of July.
  • 158, Calle Flamboyan, Vieques, 00765, Puerto Rico
    Designed by Fuster + Architects, an award winning firm located in San Juan, Puerto Rico, El Blok takes its visual cues from the surrounding light, land and sea. In addition to being a playful structure, it is highly functional and built to withstand storms and hurricanes (a big plus anywhere in the caribbean!). It is located at the beach, at the start of Esperanza’s sleepy malecon, with its low-key seaside huddle of restaurants, bars, and stores, most of them back open after hurricane Maria’s devastating sweep of the island.

    I loved my room, one of the spacious corner suites. The way the space captured the light was uncanny, every time I got back to my room, a new play of light beams and shadows was waiting for me. The restaurant downstairs serves up amazing food, hands down the best I had on island. Executive Chef, Carlos Perez. brings to the table a delicious, fresh take on Puerto Rican cuisine, centered around their bayahonda mesquite fired grill and Rotisol rotisserie. Just don’t expect much of a breakfast at the hotel. I took a short walk each morning to some cafés nearby, to grab a coffee and omelet. El Blok’s rooftop bar was ‘the’ place to hang in the evenings with locals and travelers alike, while listening to amazing music. When we were there, the duo Más Que Dos was playing and it made for an all around perfect sunset.

    El Blok currently has 22 rooms and is adding another 11, slated to open in summer 2019. We were warned about construction noise between 8am and 2pm, but I can honestly say it didn’t interfere at all with my stay. It’s of course when you’re supposed to be out and about anyways, exploring the island!

    Rates start at $140 per night plus tax.

    A heartfelt thank you to Discover Puerto Rico (@DiscoverPuertoRico) for 3 days in beautiful Vieques and a fun stop-over in San Juan, Puerto Rico.
  • Negril, Jamaica
    No hotel in Jamaica blends better with its surroundings than the aptly named Rockhouse, a string of villas clinging to the top of a sea cliff at the western tip of the island. Local stone, timber, and thatch are the building materials, and a harmony of design and setting is the result. The feel is rustic, but not rough (the showers might be outdoors, but the rooms are air-conditioned), and the feeling carries over to the pool, which sits on a rock platform halfway down the cliff face, from where sunbathers can don snorkel and mask and clamber down into a usually calm Caribbean. Even the restaurant hangs over the water, adding emphasis to the promise of dishes being fresh from the sea.

    As does practically every hotel in Jamaica, Rockhouse has its celebrity stories, going back to the early ‘70s when Bob Marley, Bob Dylan, and the Rolling Stones added their names to the guest register. But it wasn’t until 1994, when a group of Australian owners took over, that Rockhouse began to evolve its reputation as one of the most Jamaican of Jamaican hotels. It happened in part because Rockhouse has none of the formality that some of the island’s best-known hotels, with their British colonial roots, still possess. And in part because of its active role in funding local education projects, it’s a valued, and popular, part of the community. That, and the restaurant’s homemade jerk sausage is legendary.
  • 251 E Bay St, Charleston, SC 29401, USA
    Cane’s chef and owner Paul Yellin grew up on Barbados, and he drew on this experience while putting together this bar and restaurant: the menu is full of Caribbean dishes, and the space is decked out with palms, corrugated metal, and bamboo. Another Barbados-inspired touch? The heavy presence of rum at Cane. The bar houses bottles from across the wold, and the drinks menu serves classic rum-centric cocktails like Zombies and Painkillers alongside more creative concoctions.