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  • 36-38 Broad St, Charleston, SC 29403, USA
    When Charleston’s Blind Tiger opened in the late 1980s—long after Prohibition ended—its name, a phrase synonymous with “speakeasy,” lent the Broad Street bar a delightfully naughty air. Not that the joint needs more atmosphere. The building, which dates back to 1803, has the vibe of an old Irish bar, with big front windows, dark wood, the damp smell of years of spilled beer. But walk through the doors in back and you’ll find a tree-shaded, sun-dappled patio full of architectural ruins and kitted out with a few firepits for cool evenings. That handy backyard bar means you can stay in the fresh air and not venture inside for refills. Alas, the blissful al fresco scene is slightly marred by the inclusion of a television over the bar. (With college football enjoying nearly the same status of religion in the Holy City, only the fanciest cocktail bars can avoid having the game on in these parts).
  • 744 Front St, Lahaina, HI 96761, USA
    Fleetwood Mac front man Mick Fleetwood is behind this bar and restaurant, located on a third-floor rooftop in Lahaina. Here, guests sip drinks under beige umbrellas while taking in views of the dreamy blue Pacific. To pair with award-winning cocktails like the Heart of the Jungle (Cynar, Velvet Falernum, coconut rum, and lemon juice), which comes in a tiki artichoke, executive chef Eric Morrissette serves a menu of elevated bar bites, fresh local fish, and meatier dishes like filet mignon with peppercorn reduction. If you’re not a cocktail person, know that the robust drink menu also features beers from Maui Brewing Co. and Kohola Brewing as well as exclusive wines like Krug Brut from Reims, Luberri Gran Reserva rioja, and even a Chateau Musar red blend from Lebanon.
  • 4012 Central Florida Parkway
    Part of the Grande Lakes resort complex, the Ritz-Carlton Orlando has enough amenities to keep a family happily occupied without ever having to leave the property. Accommodations feature private balconies with garden or lake views and separate tubs and showers, while club-level suites offer snacks and refreshments throughout the day and exclusive activities such as photography lessons with the hotel’s photo concierge, but the rooms aren’t why you came. Cool off at the clover-shaped pool—the lazy river next-door at the JW Marriott is also available—or with a zero-gravity massage, performed while you sway in a hammock in the spa’s rooftop garden. The Greg Norman–designed golf course has a caddie concierge program; kids play free with an adult. Between the two large hotels on the Grande Lakes property, there are a dozen dining options—try Highball & Harvest, where the farm-to-table cuisine is made with local ingredients and served alongside beer from its own nano-brewery. The $35 daily resort fee covers theme-park shuttles, kids’ club activities, daily bike rentals, driving range privileges, and WiFi and phone calls.
  • Leof. Andrea Siggrou 364, Kallithea 176 74, Greece
    The Stavros Niarchos Foundation Cultural Center (SNFCC)—new home for both the National Library and National Opera, designed by Renzo Piano and financed to the tune of €630 million—is a wonder to look at, walk through, and relax in. The library and opera are state of the art; the 42-acre grounds include a salt-water canal where you can learn to sail or kayak, fantastic playgrounds and fountains to keep kids entertained, and the Great Lawn where free concerts, open-air screenings and festivals are staged year-round. Take advantage of the center’s location and drink in the 360-degree views of the city and sea from the Lighthouse, a glass-walled lookout and terrace shaded by a vast solar panel that powers most of the sustainably minded complex. This neighborhood is, after all, called Kallithea, which means “wonderful view.”
  • Aruba
    Featuring a series of boulders that appear to have been gathered, piled, and deliberately set across a few square miles of desert, this site carries a certain air of mystery. Scientists remain baffled about the geological event that could have created the formations, while archaeologists and historians are fascinated by the petroglyphs and paintings drawn by the native Arawak people. Trails weave around the enormous stones, many of which have been named for the animals they resemble. Speaking of which, all sorts of creatures inhabit the area, from iguanas to burrowing owls.
  • Bourbon St, New Orleans, LA, USA
    Some find this narrow, neon-lit French Quarter street appealing, others appalling. But it’s worth a stroll either way. It’s as if all the sins of mankind and then some were rounded up and corralled here—tawdry strip shows, cheap and potent drinks, the coveting of neighbors’ wives, petty larceny, big-ass beers, bad cover bands, and so on. (Bad cover bands were not technically mentioned in the Old Testament, but to many they’re the street’s most shameful sin.) The heart of the party zone stretches eight blocks from Iberville Street to St. Philip Street, with the thickest concentration of bars on the Iberville end. New Orleans allows alcoholic drinks outside, as long as they’re in plastic cups, or “go-cups"—meaning you can roam the length of Bourbon Street with your beer or hurricane in hand.
  • Some may scoff at the absence of beachfront acreage, but what all-inclusive Capella Marigot Bay lacks in sand it makes up for in amenities, including a cabana-lined pool area with swim-up bar and a ferry to nearby LaBas Beach. Backed by a see-and-be-seen marina that offers some of the island’s best people-watching, the hotel features 124 luxurious rooms and suites that are studies in restraint, with dark-wood accents and four-poster beds trimmed in mosquito netting. Guests are surprised with complimentary snacks each day, from house-made plantain chips to local Piton beer, but nourishment is also in abundance at the resort’s four restaurants—think fresh-caught snapper, jerk-spiced ribs, and lionfish ceviche—and during three happy hours. Meanwhile, the celestial-inspired Auriga spa offers locally focused treatments to those less interested in the fitness center and weekly activities such as body-scrub-making workshops and zip-line tours.
  • J.E. Irausquin Blvd 230, Noord, Aruba
    Dream about a Caribbean beach bar and chances are you’ll imagine someplace like MooMba, just south of Palm Beach. Here, you’ll find oversize palapas, tiki torches at night, and a crowd looking for fun with their feet in the sand. From its lounge chairs positioned under swaying palms to its extensive list of tropical cocktails, the watering hole is really what an island vacation is all about. To eat, there’s a buffet, with Sunday’s beach barbecue theme being your best bet. Go at happy hour, which is timed to coincide with the sunset, then stay into the evening for live music and DJs.
  • Silo Square, V & A Waterfront, Cape Town, 8801, South Africa
    The new crown jewel of the Cape Town hotel scene, The Silo is housed in an old grain elevator, perched above 42 cement silos on the V&A Waterfront. The silos, which extend outward below the hotel, are home to the world-class Zeitz Museum of Contemporary African Art, opened in September 2017. Inside the hotel, owner Liz Biden seamlessly blends her penchant for bold colors and animal prints with some of the best in contemporary African art. The 28 guest rooms feature handmade headboards and Egyptian crystal chandeliers; concave, floor-to-ceiling windows overlooking the city or harbor; and deep-soaking tubs in the bathroom.

    On the sixth floor, you’ll find the concierge (Hoon Kim, one of only 12 South Africans to hold the coveted Crossed Keys—a distinction from the prestigious hotel concierge association Les Clefs d’Or), the Granary Café, the Willaston Bar, and several private meeting rooms. Also on-site is a spa, gym, and rooftop infinity pool and lounge with views of Table Mountain. If you’re visiting over New Year’s, head to the rooftop—or book a west-facing room—for spectacular views of the V&A Waterfront fireworks.
  • 1 Bridgehampton-Sag Harbor Turnpike, Bridgehampton, NY 11932
    Located in the heart of Bridgehampton, Topping Rose House occupies a grand old Greek Revival mansion, built back in 1842 for a local judge. The luxurious property features 22 guestrooms, including a number of cottages, with elegant décor like four-poster beds and glass doors that open onto verdant grounds. Also on site is a Jean-Georges Vongerichten restaurant, complete with a seasonal menu that incorporates ingredients from the property’s one-acre farm. Unusual for a small Hamptons hotel, Topping Rose offers a wide selection of amenities, including a lovely outdoor pool, a fitness center, yoga classes, and a spa with a range of massage and beauty treatments.
  • 7050 Montemor-o-Novo, Portugal
    L’AND Vineyards is a “Wine Resort” that offers a unique rural experience in an exclusive and contemporary ambiance. It is located in the heart of the Alentejo and extends around a central valley of vineyards, olive groves and a lake communicating with the accommodation units that born from the landscape, sorted in small clusters, recovering the typology of the traditional properties (“montes”) of Alentejo. By electing the wine as anchor of its inspiration, L’AND Vineyards Resort is a 5 star holiday village. L’And restaurant seeks to affirm the new Portuguese gastronomic culture, reflecting the history and culture of Portugal and integrating the experiences and ingredients that came from the discoveries in the East. The cuisine of Chef Michael Laffan, awarded a Michelin star in 2013, creates the restaurant menu inspired by the natural environment that surrounds the hotel, presenting dishes with influences from Alentejo in a contemporary interpretation, taking visitors on a gastronomic journey.
  • 5100, Portugal
    The Wine House Hotel of Quinta da Pacheca is the ideal retreat in the Douro, where peace, tranquillity, elegance and comfort are just some of the adjectives to describe the unique facilities prepared for you. Inserted in a 51 ha. (126 ac.) farm full of vineyards stretching down to the Douro, the Wine House Hotel Quinta da Pacheca is an intense and soulful hotel that surprises for its history, combined with an innovative and sophisticated style.


    The main building is a typical 18th century house that was completely restored respecting its traditional architecture and original values. The common spaces and its fifteen unique rooms benefit now of a modern and avant-garde image, with sober and elegant features. This is a boutique hotel totally devoted to gastronomy and wine tourism, where well-being and comfort are omnipresent values and where vineyards and wine play a crucial role.


    Quinta da Pacheca is the poster child of an ancient winery being adapted to the modern demands of the modern wine traveller. The main houses in the centre of the estate was recently renovated into a chic - boutique - luxury wine hotel. It very elegantly mixes some modern and contemporary elements in a way that one can understand that the owners never lost touch with the Quinta’s heritage. The restaurant is proudly served by Chef Carlos Pires, a man from the interior Northwest of Portugal (Trás-os-Montes - my favourite part of the country) so traditional bold Portuguese flavours are in the main driver in an elegantly plated menu.
  • Port Antonio, Jamaica
    This tiny hideaway overlooking the sea near Port Antonio originally served as a live-in recording studio for performers such as No Doubt, Alicia Keys, and Amy Winehouse. Although recording sessions still go on, Geejam is now a seven-room hotel, its guests often honeymooning couples acting out fantasies having nothing to do with rock and roll. Geejam’s cabins, especially, are very private, and guests sometimes spend days taking meals on their veranda and splashing in their outdoor Jacuzzi without being seen by anyone but the staff, who appear only when called. Of course, who wants to stay hidden forever when the Bushbar restaurant promises convivial chitchat, an occasional game of pool, and even live music? Not to mention that the hotel beach, in a cove across a road at the bottom of the property, promises four-poster sunbeds and, yes, Wi-Fi.
  • 540 Main St, Park City, UT 84060, USA
    Located in Park City‘s renovated Masonic Hall on historic Main Street, the Riverhorse caters to a high-end fine-dining crowd. Seth Adams, the executive chef and co-owner who drives the seasonally appropriate creative menu, has brought home prestigious awards, including a few that were firsts in the state of Utah. While the Riverhorse has a great selection of wine, it does allow patrons to bring in their own bottles for a $25 corkage fee. The restaurant is family friendly, with healthy selections on the kids’ menu. Dress is “mountain casual,” and reservations are strongly encouraged.
  • Harbour St, Sydney NSW 2000, Australia
    The largest and most storied of the Sydney Harbour islands, Cockatoo was once an Aboriginal fishing ground, a naval shipyard, a girls’ reform school, and a gruesome prison. Today, it offers fascinating walking tours, a casual café, and a number of events such as the Biennale of Sydney. When most visitors line up in the evening to catch the ferry home, those staying on the island are just setting off on a leisurely sunset stroll. They can watch the city light up from what feels like another world and then retreat to their campsite, canvas “glamping” tent, heritage home, or modern apartment until they wake up to birds and boats the next morning.