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  • Steps from the sand on Princess Margaret Beach, Jack’s Beach Bar is the perfect spot for an alfresco lunch, happy hour on the terrace, or both. It’s a good choice for dinner, too, although landside access is tricky, with lots of stairs and rough terrain that’s difficult to navigate in the dark. Whenever you come, look forward to local ingredients, prepared with an international touch. Pair the tropical quinoa salad with the catch of the day, or opt for the famous fried chicken, served with your choice of mango chutney, smoky barbecue sauce, blue cheese dip, or Mama’s Hot Sauce. If you’re having too much fun on the water, order something from the delivery menu and Jack’s will bring it directly to your boat—the restaurant delivers up to almost two miles from the beach.
  • 23 Grand Ave, Shelter Island Heights, NY 11965, USA
    Situated off the eastern shore of Long Island, The Chequit is old school in an elegant way. The hotel occupies a big white building, surrounded by grassy lawns, impeccably maintained hedgerows, and towering deciduous trees, and features bright, homey rooms, complete with large windows that let in plenty of natural light. While all the rooms have been refurbished, those in the main house retain much of their original architecture, lending them a certain vintage charm. The Chequit operates on a bed-and-breakfast model, and guests can either take their morning meal in the lobby or opt to have a lighter option sent straight to their room. While the target audience here is weekenders seeking an escape from New York City, the hotel is also a popular spot for weddings and retreats, with two meeting rooms and full catering services available from on-site Red Maple Restaurant.
  • 290 Old Montauk Hwy, Montauk, NY 11954, USA
    A larger, more luxurious alternative to an inn-style getaway, the ocean-facing Gurney’s Montauk Resort offers gorgeous views, plush accommodations, and top-notch amenities, including a whopping 2,000 feet of private sandy beach. The spa is the star attraction and includes a Finnish sauna, steam room, Roman bath, and saltwater swimming pool, all of which are only open to guests to maintain a quiet, exclusive ambience. Other property highlights include a salon, fitness center, and selection of restaurants, ranging from Scarpetta Beach (which serves Italian cuisine) to Tillies (a more casual bistro with hearty American fare and brunch specialties on weekends). Not surprisingly, the guest rooms and cottages are especially luxe, with lovely wooden floors, walk-in rain showers, and big windows with sweeping sea views.
  • Boca Brava, Isla Boca Brava, Panama
    About an hour’s flight from Panama City is David, the capital city of Chiriquí province. From there, it takes another hour by boat through lagoons, mangroves, wetlands, and estuaries to reach Cala Mia’s dock on the island of Boca Brava. Upon arrival, guests find a low-key resort, where 11 bungalow suites feature modern amenities like air-conditioning. Also on site are thatched-roof “ranchos” with hammocks and cushioned seating for unwinding in view of swaying palm trees and the nearby shoreline. The resort’s Point Sur restaurant offers a four-course meal each evening that revolves around local fish and seafood, including lobster caught just off the premises. During the day, guests can take guided hikes in the nearby forests to see howler monkeys and tropical birds, or go island-hopping with a boat captain in search of white-sand beaches.
  • 10 Adelaide St, Covent Garden, London WC2N 4HZ, UK
    Like all of the best Spanish tapas restaurants, Barrafina has no tables. In London’s Covent Garden, all the eating is done at a long marbled bar, lined with red leather stools, and there are no bookings: you get here first, you get served, all the while watching the chefs at work. The idea is that it’s just like being in Spain (the inspiration for Barrafina was Barcelona’s Cal Pep), and it really is: the atmosphere is chaotic and the food comes from all corners. One minute you’re eating a ortiguilla (a type of sea anemone found in the Balearics) in a paper cone, the next a chicken wing served in a Canarian mojo picón sauce.
  • 3805 Main St, Stone Ridge, NY 12484, USA
    Sitting on 40 acres in the quaint town of Stone Ridge, Hasbrouck House is a lovely boutique getaway, featuring 20 one-of-a-kind rooms spread out over three structures. Rooms are bright and homey, with wooden floors and plush beds. Some even feature vaulted ceilings, stone fireplaces, and deep, freestanding bathtubs. Although it’s not a spa retreat, Hasbrouck House does offer a variety of massages that can be enjoyed either in a cozy treatment room or your very own suite. For many guests, however, the highlight of a weekend here is dinner at on-site restaurant Butterfield, which offers a seasonal menu inspired by fresh produce from the Hudson Valley. Come in the summer and you’ll also have access to the 55-foot-long swimming pool, nightly bonfires, and outdoor movie screenings and concerts.
  • 51, Pietermaai, Willemstad, Curaçao
    Somewhere between private villa and luxury hotel room, the suites at Pietermaai are as close as you can get to a chic, European pied-a-terre in the Caribbean. Plus, they’re located just a stone’s throw from Curaçao’s liveliest restaurants in the up-and-coming Pietermaai district, the popular Punda shopping area, and the atmospheric Floating Market (which doesn’t really float). The loft-like suites are outfitted with kitchenettes, wooden floors and shutters, and an outdoor sitting area. Some have a plunge pool or duplex layout, and the two-bedroom penthouse apartment is oceanfront. When not relaxing in their rooms, guests can take a dip in one of the hotel’s small pools, surrounded by lush gardens, or set off in search of sand with beach towels provided by the hotel.
  • Dhar El Mehraz, 30 000، Fes 30050, Morocco
    Contemporary touches meet Moroccan influences at this hilltop escape overlooking the medina. Homemade pastries greet you on arrival in the neutral-hued guest rooms, which balance floor-to-ceiling windows, sleek furnishings, and glass-walled marble baths with brightly patterned rugs, decorative vases, and Moorish lamps. The minimalist hammam is the highlight at the hotel’s Givenchy spa, while the Atlas mountain backdrop serves as eye candy beyond the chaise-lined infinity pool. Should you seek more spirited diversions, a stylish rooftop bar pulses with live music and DJ sets on the weekends. Sip champagne as the sun sets over Fes, then sample local delicacies like quail and almond tagine or roasted cockerel stuffed with raisins and semolina by candlelight at Amaraz restaurant.
  • 69 Kallidromiou
    The large, leafy patio of this mezze restaurant in bohemian Exarchia was once the local schoolyard. Now cozy couples and animated gaggles of friends gather beneath the flowering bowers to enjoy some of the most honest and comforting food in town. Order as many dishes as you can fit on the table and share them all. Rather than traditional Greek fare, the menu is a tasty Mediterranean pick-and-mix. Try the cracked wheat salad with green apple, mint, and dried figs; meatballs seasoned with cinnamon and clove; and mini lamb kebabs. The high-ceilinged, well-lit classrooms make charming dining rooms in cooler weather. Service is unfailingly friendly and relaxed.

    A school-turned-mezedopoleío serves delicious meze including bakalyaro (walnut-crusted fish fillets) and pita topped with yogurt and smoked eggplant. Bonus: a patio surrounded by bougainvillea.
  • 107 Bree St, Cape Town City Centre, Cape Town, 8001, South Africa
    A once quiet downtown thoroughfare, Bree Street now has so many eateries that it is a sort of restaurant row. The feeding starts with breakfast and goes through lunch, afternoon snacks, drinks, and dinner at places like Bacon on Bree, Folk Coffee, the Culture Cheese Club, Café Frank (a must for breakfast or lunch), Clarke’s Bar & Dining Room (very popular for weekend brunches), Chefs Warehouse and Canteen (where it is essential to arrive early because the kitchen closes at around 8 p.m.), and the always packed (especially for drinks) La Parada. Just off Bree Street are many other options, such as the Hungry Herbivore and the House of Machines, whose customers often overflow onto the narrow side street.
  • J.E. Irausquin Blvd 75, Noord, Aruba
    Families will find lots to love at this 241-room high-rise property on Palm Beach. Children under 12 stay and eat for free, and the Treasures of the Caribbean kids’ club—complimentary to guests—organizes supervised scavenger hunts and sand castle–building competitions by day and film screenings, complete with popcorn and Shirley Temples, in the evenings. There’s also loads of space for the whole gang to spread out: Even the lowest-tier studio suites are amply sized, featuring a full kitchen, a dining table, and a private deck or balcony. But Divi also offers plenty to keep adults occupied while the little ones play, including two pools (with a swim-up bar and cabanas), a full-service spa, and two beachside restaurants with tables situated just steps from the water’s edge.
  • 300 Olympic-ro, Sincheon-dong, Seoul, South Korea
    Literally the height of luxury, Signiel Seoul opened in April 2017 in the 1,821-foot Lotte World Tower, one of the world’s tallest buildings. Sleek rooms feature murals of cherry blossoms on the walls and Diptyque bath amenitites, plus panoramic views over the Gangnam neighborhood and access to a gym, swimming pool, and exclusive guest lounge and library. The Evian Spa focuses on hydrotherapy and immersion water treatments, and an ice fountain turns the heat down after a visit to the wet or dry sauna. Once you’ve reached total relaxation, enjoy French haute cuisine and decadent desserts at Michelin-starred chef Yannick Alléno’s Stay restaurant or contemporary Korean at Bicena, then toast your good fortune at the largest champagne bar in Korea—all on the 81st floor.
  • Bakval 20, Noord, Aruba
    Aruba’s Palm Beach is known for its powdery white sand, tranquil blue waters—and sprawling full-service luxury resorts. Just steps away, the intimate Boardwalk Small Hotel is a laid-back alternative. Owned and operated by Belgian twin sisters Stephanie and Kimberly Rooijakkers, who were born on the island and spent their childhoods here, 14 casitas are scattered on the grounds of a former coconut plantation and individually decorated: studio, one-, and two-bedroom spaces are outfitted with bright pinks, yellows, and aquas, fully equipped kitchens, air-conditioning, and private patios with their own charcoal barbecues and hammocks. Breakfast offerings range from the local (think tropical fruit and house-made arepas) to the luxe (bottles of champagne), and can be delivered to your casita or beachside palapa, but with no restaurant on site lunch and dinner is up to you.
  • 5736 NE 33rd Ave, Portland, OR 97211, USA
    Housed in a converted elementary school dating back to 1915, this sprawling hotel complex has long drawn out-of-towners and local Portlanders alike with its bars, restaurants, miniature movie theater, and even a heated soaking pool that’s open to the public for a small fee. While these amenities—along with the hotel’s sprawling school grounds and proximity to the popular Alberta Arts District—are enough to make it one of the most attractive spots to stay in town, its real cred shines through in the 57 guest rooms, many of which are actually converted classrooms (and still have some of the original scholastic features, such as chalkboards, integrated into the room design). Don’t leave without sampling some of the McMenamins signature brews in the Boiler Room Bar, housed in what was once the school’s boiler room.
  • Hôtel Fenua Mata’i’oa is a low-key boutique hotel with five individually decorated suites, each with a funky mix of handicrafts and loudly patterned artwork and upholstery. As one of the smaller options on the island, the property feels more like a guesthouse than a proper hotel, but it still features comforts such as a full bar and restaurant, private island dining experiences, and lomilomi massages. The hotel also offers a number of Tahitian cultural experiences, including traditional crafts and private Polynesian dance lessons. The proceeds of both activities go to help support a local NGO. Traditional Tahitian dance and music performances can also be arranged. And for guests who really want an immersive experience, Fenua Mata’i’oa offers traditional Polynesian wedding ceremonies, staged right on the hotel’s verdant grounds.