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  • Calle de Hermosilla, 2, 28001 Madrid, Spain
    The Beatles stayed here. Cary Grant stayed here. The Spanish royal family has even stayed here, in their own home city. Can there be any better endorsement?

    A grande dame in a city known for drama and extravagance, the Gran Meliá Fénix is exactly the kind of traditionally luxe hotel every European capital needs. An imposing structure presiding over one of Madrid’s main avenues, the hotel’s first impression is topped only by its second: a columned marble lobby worthy of a palace, filled with elegant Louis XVII chairs and crowned with a stained-glass dome. Rooms exude Old World splendor, while Red Level suites take the royal residence atmosphere to the next level, with over-the-top service that includes a private lounge with an open bar, free breakfast, and a private balcony overlooking the city—even though many of the top suites also have scenic private terraces with hot tubs.

    As with all opulent institutions, even nonresidents participate in the hotel’s ritzy society scene, courtesy of its acclaimed, art deco–styled brasserie and sultry cocktail bar where, if you order a martini, you’ll receive a numbered certificate in accordance with the automated martini counter over the bar. But, with a scene like this, most guests here don’t worry about counting their martinis.
  • Piazza del Duomo, 8, 20123 Milano MI, Italy
    The Museo del Novecento (Museum of the 20th century) is a visual lesson in one century of Italian art history. Housed is the 1930s Palazzo dell’Arengario by Rationalist architects Piero Portaluppi and Giovanni Muzio. The Novecento also houses an amazing collection, Who’s Who of the 1900s, including Italians Balla, Modigliani, Boccioni, Martini, Morandi, and De Chirico and international artists like Picasso, Matisse, and Klee. In fact, the museum is considered one of the world’s most important collections of Italian and international 20th-century art in Italy—Futurism, Spatialism, and Arte Povera. Keep your eye out for Piero Manzoni’s clever Arte Povera pieces, Arturo Marini’s large stone figures, and Pellizza Da Volpedo’s monumental painting Il Quarto Stato (The Fourth Estate). Martini also did the palazzo’s exterior bas relief. Bonus: The upper level bar/restaurant overlooks Piazza del Duomo.
  • 4 Avenue Road
    Conveniently located near the subway, museums, and upscale boutiques and galleries of Toronto’s swish Yorkville neighborhood, the Park Hyatt Toronto originally opened in 1929. Seventy years later, a south tower was added to the hotel, with the art deco–influenced lobby space linking the two. The spacious rooms have a soothing palette of pale peach, dusky pink, beige, and gold. The Annona restaurant has a similarly rich color scheme, boldly decked out in shades of plum and gold, with plush banquettes and floor-to-ceiling windows overlooking Yorkville. The 18th floor offers sweeping views over Queens Park and the CN Tower, but the main attraction may be the Roof Lounge’s bartender, Joe Gomes: He’s been shaking up cocktails here for the past 50 years, so guests can order a martini from a man who knows how to make them just right. A host of other extras, including complimentary town car service within a five-kilometer radius, free Wi-Fi, and even a kosher kitchen, add to the hotel’s charms.
  • 1403 Washington Ave, New Orleans, LA 70130, USA
    Chef Tory McPhail was recently named James Beard’s Best Chef South and his forward-looking take on Creole classics keeps this New Orleans institution, which has launched the careers of the likes of Paul Prudhomme and Emeril Lagasse, current. Still, you can’t go wrong with classics like the turtle soup, gumbo, and bread pudding souffle. On Saturday and Sundays, there’s more pomp than usual, including a jazz trio that makes its way from table to table, but weekday lunches are nearly as iconic and, thanks to 25-cent martinis, a good reason to have a midday cocktail.
  • With its striking white facades and terra-cotta rooftops, you might mistake Cap Maison for a Mediterranean villa on the Costa Brava. However, this all-inclusive resort set on a former sugar plantation on St. Lucia’s north coast offers more than meets the eye. The pastel-hued interiors are matched by the sunny dispositions of the superb staff, who cater to every request, whether it’s finding a shady spot by the terraced pool area, booking a paddleboarding excursion off the private beach on Smuggler’s Cove, or arranging for the house yacht to take you to the neighboring island of Martinique for the day. Don’t miss the sunset views at the Cliff at Cap restaurant, where locally sourced dishes like reef conch ceviche and passion fruit soufflé are topped off with some of the resort’s house-made rum.
  • 1913-J S Kihei Rd, Kihei, HI 96753, USA
    With its thatched roof, bamboo bar, and surfboard decor, this beloved watering hole—often voted Maui’s best bar by locals—checks all the tiki boxes. Head here for live music, lanai seating, and late-night dancing, plus fun and fruity rum cocktails like mai tais, zombies, daiquiris, and piña coladas. Beyond its drinks, South Shore Tiki Lounge was recognized by the state of Hawaii as an outstanding business for its regular fund-raising efforts, which benefit local organizations like the Keiki Cupboard, Hawaii Wildlife Fund, Maui Humane Society, and Hawaii Animal Rescue Foundation. All that to say, you can feel good coming here to wash down a massive chili-cheese hot dog with a lychee-watermelon martini.
  • 2765 Hyde St, San Francisco, CA 94109, United States
    Few restaurants more than 150 years old can be called trendy, but in innovation-crazy San Francisco, there is novelty in the classics, and Tadich Grill is the classic. The late Chronicle columnist and unabashed San Francisco-lover Herb Caen was also a frequent visitor. There’s a martini named after him, made with vodka, or as he called it, Vitamin V. The serious nature of the restaurant’s wood paneling, brass fixtures, and waiters in starched white aprons is matched by the food. No need to tinker with classic recipes for fried sand dabs or crab Louie, and the oysters and Hangtown fry are fine the way they have always been. The cioppino is by far the most popular dish on the menu, with about 27,000 bowls dished out a year. People come to Tadich Grill because they know what they’re getting: friendly service, great seafood, and a taste of San Francisco itself.
  • Via San Giovanni del Toro
    Set in a 12th-century palace that looks like the setting for a Wes Anderson film, Palazzo Avino is skirted in flower-filled gardens terraced across a cliffside in Ravello. Interiors are as opulent as the storybook architecture, filled with antiques and marble and featuring charming details such as stained-glass windows, Hermès textiles, and antique carpets. Picturesque is an understatement for the panoramas that extend from the sunbathing lawns that surround the pool area. Even the fitness facilities take advantage of the vistas: Cardio machines are set in cabanas in the gardens, making for arguably the world’s most scenic spinning sessions. Since you’re right in the center of town, guests can walk to several restaurants and bars or stay put at the hotel’s Michelin-starred Rossellinis, an alfresco lunch spot known for its lobster and champagne pairings; if you’re looking for something more spirited, opt for one of the 100 different martinis on the menu at the Lobster & Martini Bar.
  • 3670 Boul St-Laurent, Montréal, QC H2X 2V4, Canada
    Castle Ho’s motto, the owner of lovely boutique 1861, is quite simple. “Women who love being women and dressing the part.” Such is the premise of her work, and it definitely transposes into her boutique. The store is decorated in what seems to be a vintage fashionista’s dream: airy space, high ceilings,Vvictorian inspiration, and soft eggshell, champagne and pastel pink hues everywhere. No boys allowed! The multi-brand store focuses on feminine, timeless pieces first and foremost, and incorporates up-and-coming designers into the mix, like UK-based Emily and Finn and Torontonians Pink Martini, along with Montrealers lines Coccolily and Arti Gogna. Don’t be fooled by the perfect, fairy-tale decor; the prices are more than fair and very few things are over $100 in the store. Guilt-free, stylish shopping? I like.
  • 56 Beaver Street
    Delmonico’s, which sits on a distinctive triangle-shaped corner near Wall Street, opened in 1837 as the first fine dining restaurant in the U.S. It was the first establishment to have a printed menu, separate tables, and tablecloths, and it was the first restaurant that allowed women to congregate as a group. It has invented famous classics such as Delmonico Steak, Eggs Benedict, Baked Alaska and Lobster Newburg. Entering from the streets of the financial district, you step into a different era. This is serious old-school dining in a landmark steakhouse. Mahogany coffered walls, fancy chandeliers and roaring 20’s-era murals seem to scream for a cold martini and a rare steak. Morgan, Carnegie, Vanderbilt, Rockefeller - they all passed through here in their time. It’s pricey, so save this for a special occasion and find a quiet time to visit. 56 Beaver Street www.delmonicosny.com
  • 81 York St, Launceston TAS 7250, Australia
    Don’t let the name or menu fool you. This is neither a bakery nor the wings and burgers joint the menu might have you think. Rather, it’s a lively bar in the otherwise quiet city of Launceston that attracts vegans and meat eaters alike. Vegans and “vegos” come for the shrub burger (with fried pumpkin, eggplant, and vegan lemon aioli) or the veggie enchiladas. Carnivores swear by the “sanga” (sandwich) with slow-roasted pork shoulder doused in whiskey barbecue sauce and topped with coleslaw and apple peach chutney. An Aussie craft beer or Baileys and butterscotch espresso martini on the side patio, strung with faux ivy, isn’t too shabby either. The best times are had on live music and DJ nights, when the bar buzzes late.
  • 6534 Washington St, Yountville, CA 94599, USA
    Some say that Keller’s second restaurant in Yountville is even better than his flagship, the French Laundry. The rest of us may never know. But Bouchon is open until midnight seven days a week, and you can grab a seat at the bar without a reservation and spare yourself the theatrics of the more formal dining. Champagne, oysters, and French fries are a fine first course, and the bar also makes a mean martini.

    Bouchon is a Thomas Keller star (at a third the price of French Laundry). which serves unpretentious, French fare with a Keller twist. From Croque Madame to steak and roasted chicken, the kitchen puts out classical French bistro fare. Try sitting at the marble-topped bar with a Pastis in one hand and a spoon for mussels in the other. Not only is it quite affordable, but if you are lucky enough to snag an outdoor seat, you may also sit, Paris-style, all afternoon chatting with friends (and I dare you to resist walking into the Bouchon bakery two steps away to complete your meal- or grab a foie treat for your dog!).
  • 123 Nassau Street
    History is alive at this downtown property, housed in the iconic Temple Court building designed by architect James M. Farnsworth in 1881. At check-in, pause to appreciate the nine-story atrium and skylight, then head to one of the 287 fully appointed rooms, which include 35 suites and two penthouses with private rooftop terraces. Each space comes with luxurious amenities like Carrara marble-tiled bathrooms with oversized rain showers, exclusive D.S & Durga toiletries, and around-the-clock room service courtesy of chef Tom Colicchio’s Crafted Hospitality.

    Should guests want to eat outside of their room, the hotel is also home to Daniel Boulud’s Le Gratin, a bistro inspired by the French chef’s hometown of Lyon, and Colicchio’s Temple Court, where classic dishes like Maine lobster and Berkshire pork chop fill the menu. Cocktail lounge Laissez Faire recently debuted with martini service and a DJ booth. Those requiring reservations beyond hotel doors should call upon the Les Clefs d’Or-recognized concierge team.
  • 6667 Hollywood Blvd, Los Angeles, CA 90028, USA
    This restaurant is such an institution that it predates the city’s most iconic landmark—the Hollywood sign. In a way, Hollywood was born in Musso & Frank’s red booths, back when the famed boulevard was still a dirt road. The restaurant opened in 1919, and much of the menu remains from the first chef, Frenchman Jean La Rue, who used to specially prepare fettuccini alfredo for silent film stars Douglas Fairbanks and Mary Pickford. Only two executive chefs have held the job since. Dinner dishes such as lobster thermidor and grenadine of beef take you back half a century, while chicken pot pie (on Thursdays only) and steaks, cooked on L.A.’s oldest open-fire grill, taste comfortingly familiar. Don’t miss brunch, which features Greta Garbo’s favorite Flannel Cake, a cross between a pancake and crepe invented by chef La Rue in the 1920s. In keeping with the authentic vintage spirit, martinis are strictly stirred—never shaken—and served with a mini glass sidecar containing the rest of the drink in its own tiny ice bucket. Pro tip: Order the off-menu slow-roasted prime rib, finished on the mesquite grill and served rare.
  • 210 Australia Street
    Continental’s downstairs bar—with a marble countertop and chilies, garlic, and aged ham hanging overhead—transports diners to Spain or Portugal. Despite the old-world ambience, however, the menu and staff are young and playful. Pop in for a meatball sub and vermouth at lunch, or enjoy king-crab-stuffed zucchini flowers before moving on to slow-roasted lamb in the upstairs bistro. In either case, complement your meal with something canned—the deli’s specialty— whether it’s the seafood plate of the day or a “Cosmopoli-tin” cocktail. A whole wall of canned and jarred concoctions are also available to take home. In 2018, a second, and larger, outpost of Continental Deli was opened in the CBD.