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  • Wollzeile 38, 1010 Wien, Austria
    Perhaps “boiled beef in broth” doesn’t sound quite as alluring as its German name of Tafelspitz. Yet Tafelspitz was the preferred meal of Emperor Franz Joseph, and it remains a favorite Viennese dish. There’s one establishment, Plachutta, that has cornered the market on fine Tafelspitz; the eponymous gastronome Mario Plachutta has raised his preparation of the modest rump cut served with roasted potatoes, minced apples, and horseradish to a gourmet level. The main restaurant sits on the popular Wollzeile shopping street just a block from the Ringstrasse, but the chef has also built a mini empire of jade-toned Plachutta restaurants—including one in a lovely Biedermeier cottage and another near the Schönbrunn Palace in Hietzing.
  • 74-2 Cruz Bay Town, St John, VI 00830
    The sleepy town of Cruz Bay, nicknamed Love City, is the main settlement on St. John, and the hub where most visitors arrive after a ferry ride from St. Thomas. The island draws everyone from salty sailors to A-list celebrities, and Cruz Bay is where they all gather in the afternoon to drink Cruzan rum at beachfront bars while deconstructing their day spent hiking, scuba diving or lounging on beaches around the island.

  • 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.
  • 404 12th Ave S a, Nashville, TN 37203, USA
    Built in a former auto garage in Nashville’s Gulch neighborhood, this five-room boutique hotel replaces industrial vibes with low-key sophistication: The whitewashed rooms—some with loft-style living spaces—feature high ceilings, custom furniture, and high-end amenities like Sferra linens and Turkish cotton robes, and the subway-tiled baths gleam with vintage taps.

    There is no front desk, but guests receive a passcode for the entry keypad before arrival, and a concierge service is always on call. Have some down time? A comfortable sitting area is set up with board games and a large sideboard stocked with complimentary refreshments and coffee throughout the day, which makes the 404 the perfect spot for urban explorers who like to come and go as they please. But don’t miss dinner at the 404 Kitchen. Housed in a shipping container and accessed through another keycode doorway, it’s one of the city’s top restaurants.
  • 300 Poydras St, New Orleans, LA 70130, USA
    First opened in 2004 in a former office building in the Central Business District, the Loews New Orleans Hotel completed a $4 million renovation in November 2014. The new look is modern, but with a nod to the Big Easy: rooms and suites (which, by the way, are among the most spacious in town) are done up in soothing blues and grays, and feature local photography on the walls, and the carpets have a wrought-iron fence motif. Large picture windows afford vistas of the city or the Mississippi River.

    Run by the legendary Brennan family and named after the vivacious Adelaide Brennan, the hotel restaurant also got a makeover—think canary-yellow seats, teal tufted banquettes, and Andy Warhol–esque pop art of its namesake.
  • Mýrargata 2, 101 Reykjavík, Iceland
    Located down on the harbor and hidden inside the chic Reykjavik Hotel Marina, this vintage-cool bar is run by master mixologists who create dapper cocktails from fresh, local ingredients and house-made syrups. Behind the handsome wooden bar there are also several types of beer (including Icelandic brews) on tap, a bunch of wines, and a wide choice of liquor—including ten different types of rum. The food menu is pretty good too, with steaks, fish, lamb, and vegetarian options.
  • Malliouhana, Long Bay Village 2640, Anguilla
    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.
  • R. das Carmelitas 144, 4050-161 Porto, Portugal
    A blend of neo-Gothic and art nouveau, the enchanting Livraria Lello bookshop dates to 1906 and is rumored to have inspired J.K. Rowling’s Hogwarts in Harry Potter.
  • L.G. Smith Blvd 7, Oranjestad, Aruba
    Instagrammers, take note: This open-air eatery is prime for watching—and snapping—the sunset. Every table is positioned on the pier, directly over Aruba’s shimmering waters. Come early to score a front-row seat for the evening spectacle, then stay late for the live music and light bites. The fish cakes are a must, but other popular dishes include pan-seared grouper with ginger and apricot sauce, and dark-rum-infused blue cheese tenderloin. If this chic lounge looks familiar, it’s because it made an appearance on The Bachelor.
  • British Virgin Islands
    Back in the days when there was no road to White Bay, on the island of Jost Van Dyke, boaters would anchor in the bay and swim ashore to belly up to the bar on the beach. They’d pay for their drinks with the cash they’d carried in their pockets—hence the name, the Soggy Dollar Bar. Some patrons still arrive the traditional way, settling in to enjoy the Soggy Dollar’s signature cocktail, the Painkiller, a potent mix of Pusser’s Rum (a BVI brand), pineapple juice, orange juice, coconut cream and a generous grating of fresh nutmeg.

  • 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.
  • John F. Kennedy Boulevard
    The Curacao Marriott is currently closed for renovations. It is slated to reopen in late 2018.

    The Curacao Marriott Beach Resort may be one of the best located hotels I’ve ever been to. Situated on a private beach in Piscadera Bay, the resort feels like the height of secluded and elegant resorts. It’s also a short three-mile drive from the capital of Curacao, Willemstad; the free shuttle delivering guests to the heart of this colorful city. Whether or not you’re looking to just lounge by the pool or get out and explore the island, the Marriott makes it easy to do it all.
  • Dame Pearlette Louisy Dr, Laborie Village, St Lucia
    Mama Tilly’s has a way with grilled food, a knack that has made it a longtime favorite in Laborie. (This little fishing village has retained its charm despite widespread tourism in the region.) The main courses—like grilled chicken, pork, mahi-mahi, lobster, conch (a local specialty), or other fresh catch of the day—are complemented by plentiful sides of plantains, rice, or potato salad. Wash it all down with the potent house rum punch. Everything’s served family style on wooden tables under the zinc-roofed porch or indoors. The atmosphere is chatty and friendly as folks come in and out to pick up their orders.
  • Puerto Plata 57000, Dominican Republic
    Like the island nation’s other famous export—rum—cigar crafting is an art form. The best puros are made from aged tobacco and hand-rolled. And this intimate company, owned by a German expat, prides itself of small, quality productions. The shop at the factory is the best bet for freshness. A tour offers a sample. By request, tours take visitors through the 40 steps of cigar making. They include tobacco selection, as well as rolling and pressing. The shop at the factory is the best bet for superfresh cigars.
  • Marie Therese St, Gros Islet, St Lucia
    Find great St. Lucian soul food right in the heart of Gros Islet at a traditional pastel-colored house turned restaurant. Generous meals—pork chops, fresh fish, lamb chops, curried goat, corn, rice and peas—are cooked and grilled outdoors and served up at picnic tables in front or on a side garden terrace. The food is plated as artfully as in more upscale establishments. Don’t skip the rum cocktails or the homemade dessert of the day. The place gets busy quickly, so arrive early for both lunch and dinner service—particularly on Friday nights when Gros Islet fills up for its weekly fish fry.