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  • Via Roma, 9, 80073 Capri NA, Italy
    Open from first light until late in the evening, this relaxed bar, just around the corner from La Piazzetta, has an entirely different vibe from the fancier options there. You can have a quick caffè (espresso) standing at the bar with the locals or sit under the striped awning and watch the sunset over the Bay of Naples while drinking a spritz. This bar also serves as one of the island’s best bakeries. Try a flaky breakfast pastry with a morning cappuccino, then swing by later to order a lemon or chocolate version of the island’s famous dessert torta caprese, a flourless cake.
  • Fondamenta di Santa Caterina, 7/b, 30142 Venezia VE, Italy
    Feast on fresh-caught fish and seafood and wash it down with Italian wine during a leisurely summer lunch at Alla Maddalena on Mazzorbo Island. A 45-minute ferry ride from Venice and far removed from the crowds, this charming, less touristy and altogether tiny island in the Venice lagoon is wonderful place to escape for an afternoon. And Alla Maddalena serves amazing fried fish as well as top-notch mussels and clams, all of which can be eaten al fresco either in the back garden or by the canal. The trattoria is also known for handmade pastas and seasonal ingredients from fruits to locally hunted game like wild duck. (Mazzorbo is a short walk across footbridge from Burano Island, so if you’re planning a trip to Burano, you can add a stop here for dinner.)
  • 943 Calle Fiubera, 30124 Venezia VE, Italy
    To dress like the gondoliers you’ll need to pick up a pair of genuine friulane slippers at Gianni Dittura, one of the few remaining purveyors of the original footwear in Venice. Friulanes (or furlanes) were born of frugality in the 19th century, when the women of poor families in the Friuli countryside began hand-stitching cast-off fabric scraps to old bicycle tires to make shoes for their families. The slippers eventually made their way to Venice, where gondoliers snapped them up because they were cheap, comfortable, and didn’t scratch the paint on their boats. But as the years passed, friulanes inevitably went from lowly upcycled footwear to cult object and luxury product coveted by tourists. Today Gianni Dittura has two Venice shops, and you’ll find every color and size of the original velvet and rubber shoes, as well as more chic and contemporary winter models by in-house designer Laura Biagiotti.
  • Via Bocca di Leone, 23, 00187 Roma RM, Italy
    The doorway of the Portrait Roma is one of a growing number of blink-and-you-miss-it boutique hotel entrances behind which contemporary luxuries await. Tucked behind an unassuming facade on a side street off the busy Via dei Condotti, the Portrait Roma is part of the Lungarno Collection, a small group of boutique hotels owned by the Ferragamo fashion house. Opened in 2006, the property prides itself on customized service, and each of the rooms comes with a Lifestyle Manager, or 24-hour concierge, who provides personalized holiday management throughout the stay based partly on the guest questionnaire completed before arrival.

    All 14 rooms are suites, and each is classically decorated and designed to mirror the prestige of the Ferragamo brand. Rooms are accented with linen, leather, and cashmere, as well as artwork that evokes the beauty and spirit of Ferragamo. Weather permitting, the rooftop terrace hosts food and drink service and offers views of the historic center.
  • San Marco, 1243, 30124 Venezia VE, Italy
    An understated, private landing stage for gondolas and water taxis on a side canal of the lagoon marks the entrance to the lovely Baglioni Hotel Luna in San Marco. Steeped in history, the palazzo, with lagoon-facing windows and charming Juliet balconettes, dates to the 12th century and is said to have given refuge to the Crusade-era Knights Templar. Interiors are more in keeping with noble 18th-century fashions. There’s a sleek marble lobby, sparkling crystal chandeliers, antique furnishings, and a healthy showing of brocade fabrics. The standout room is the pristinely preserved Salone Marco Polo, filled with18th-century frescoes painted by pupils of influential Venetian painter and printmaker Giambattista Tiepolo.

    Conveniently located just steps from bustling and culture-packed St. Mark’s Square, this hotel, with its award-winning restaurant, relaxed lounge, and rooms full of delightful period details, makes for an elegant home base in Venice.
  • Piazza Duca d'Aosta, 1, 20124 Milano MI, Italy
    Whether you have time to kill while waiting for your train or you simply like architecture, Milan’s main train station, Stazione Centrale, is worth a walk through for its epic 20th-century architecture. Originally designed at the turn of the century, Stazione Centrale has beautiful, monumental Liberty and Art Deco ornament in its main hall and entrances, while the platform area is covered in a gorgeous rooftop of iron arches. If you have a few more minutes, the Stazione also has some great shops, a traditional Motta caffe, and one of the best newsstands in the city.
  • Piazza Lavagna, 19, 16123 Genova GE, Italy
    Glo Glo Bistro is a true hidden gem in Genoa - tucked way back into a slightly sketchy piazza off of the historic Vico Lavagna. Although it looks somewhat run-down from the outside, the inside is beautifully renovated, and they have an extensive wine list to choose from. You absolutely must come for apertivo, as they have one of the most delicious ‘snack’ plates in all of town - seriously, the platters brought to your table are heaped so full with delicious bites of focaccia and cheese and chips that you will not need to spend a penny on dinner.
  • Mura delle Chiappe, 50, 16136 Genova GE, Italy
    The winding streets of ancient Genoa all lead in one direction—straight up. Lace up your tennis shoes and keep climbing. Eventually you will reach a small park at the edge of the city, the entrance to one of the many fortresses that speckled its 17th-century walls. From here you’ll be treated to one of the best views of both old and new Genoa. Come at dusk for a stunning sunset over the urban edge of the Ligurian Sea. (And if you are too tired to walk back down, catch the funicular for less than two euros!)
  • 3920 Zermatt, Switzerland
    Just as Rome has the Colosseum and Paris the Eiffel Tower, so Switzerland has the Matterhorn. Located above Zermatt, this 48,195-foot wonder attracts hordes of visitors, eager to see the morning sunlight beam off its four faces, ski its neighboring mountains, or even attempt to climb the beast itself. The Matterhorn, however, is not for the faint-hearted and has claimed the lives of more than 500 people since it was first scaled in 1865—an average of 12 per year. It’s also been replicated at Disneyland in California as a rollercoaster.
  • 1300 1st Ave, Seattle, WA 98101, USA
    Guarded by the Hammering Man sculpture outside, this superb museum collection romps from native tribal art to African masks to carvings from Oceania. Highlights include the 16th-century wood-paneled Italian Room and The Studio, a portrait of the Seattle home of Jacob Lawrence, arguably the most acclaimed African American painter of the 20th century. Check the calendar for world-class temporary exhibits, not to mention lectures, performances, film screenings, and evening SAM Remix dance parties. If you need some air, head for the waterfront Olympic Sculpture Park to catch a glimpse of art in the wild. Free to visit, this green space offers stunning views of Puget Sound and the ferries trundling across it.
  • R. do Carmo 87-A, 1200-093 Lisboa, Portugal
    This small little wonder of a shop is located at 87 Rua do Carmo, the most fashionable street in Lisbon after the superseding Rua Garret. It is the last shop in the whole of Portugal, which is exclusively dedicated to the bespoke hand manufacture of leather gloves. The cream of the Lisbon society has been its avid clientele since 1925, procuring high quality leather tailor made gloves for those days when the sunshine is not enough to warm the hands. At about 50€ per pair, depending on the model and leather, you do not have to go to Italy to get a product of this tremendous quality. A woman from Chicago once told me that she had visited Lisbon ten years ago, where she had the opportunity to purchase a single pair. She was so impressed and the gloves had left such a good memory that she was here to get three or four more pairs in case she did not have the opportunity to come back to Lisbon for another ten years.
  • 57 Stone St, New York, NY 10004, USA
    Vintry is a small, cozy bar and restaurant in lower Manhattan. It provides a welcome counterpoint to the larger gathering spaces in the Wall Street area - it has the vibe of a discreet speak-easy. Vintry specializes in artisan producers of whisky and wine - they have carefully selected an interesting group of handcrafted libations. There are 80 wines from France, Italy, Spain, and the U.S. available in a “tasting” size, glass or bottle, plus hundreds of other wines by the bottle. There are also 100 whiskeys. Vintry’s specialties are cocktails from the house mixologist featuring homemade bitters and syrups. I don’t consider myself a whiskey drinker, but I absolutely loved the Gingerade, a shaken cocktail made with 13 Jameson black barrel Irish whiskey, fresh ginger extract, fresh squeezed lemon juice, fresh lime, Peychaud’s bitter, cane solution and ginger ale. It was ice cold, crisp, slightly sweet with a subtle twist of ginger and lime. DELICIOUS. This warm, dark, welcoming bar is easily the type of place where you can pass a good amount of time before realizing it. Vintry also has nicely prepared food - along the lines of veal meatballs and lamb ragu - to accompany its wine and whiskey list.
  • Sestiere San Polo, 30125 Venezia VE, Italy
    The Rialto Bridge is the oldest of the four bridges spanning the Grand Canal, and without question it’s one of the most iconic sights in Venice. There has been a bridge at this site since the 12th century, connecting the districts of San Marco and San Polo, and until the Accademia Bridge was built in 1854, the Ponte di Rialto was the only way to cross the canal on foot. Early versions of the bridge were made of wood and eventually succumbed to fire or collapse, until its current incarnation was constructed of stone by Antonio da Ponte in 1591. Beyond the mandatory walk across the single-span stone bridge, there is an open-air market at its eastern foot that is worth a wander. Skip the stores selling jewelry on the Rialto Bridge itself, however; you’ll find better quality and value in other parts of the city.
  • Campos Elíseos 218, Polanco, Polanco IV Secc, 11550 Ciudad de México, CDMX, Mexico
    Located across from Chapultepec Park in the upscale Polanco neighborhood, this 42-story hotel is one of the toniest addresses in Mexico City, boasting not one but three presidential suites that routinely host celebrities and heads of state alike—including President Barack Obama. All 700 guestrooms were refurbished in 2015 so even standard rooms boast sleek, modern appointments, while suites offer varying levels of space and luxurious amenities. Whichever you choose, be sure to ask for a room on the highest possible floor to better enjoy the jaw-dropping views over the park, skyline, and mountains beyond.

    The hotel’s main restaurant, Au Pied du Cochon, is open 24 hours a day, just like the Parisian bistro from which it takes its name. Other on-site dining options include the Palm Steakhouse, a hip Mexican restaurant, and an Italian eatery with an outdoor terrace. Guests are also within walking distance of some of Polanco’s trendiest restaurants. When it comes time to unwind, there’s an intimate, Nordic-inspired spa on the hotel’s 10th floor.
  • 225 E Bay St, Charleston, SC 29401, USA
    Charleston’s four-block City Market is a historic landmark (one of the oldest in the country, rivaled only by Baltimore’s Lexington Market) and an essential stop for locally made souvenirs and snacks. Pack up your sweetgrass basket (a traditional Gullah handicraft) and check in for the night across the street at the Market Pavilion Hotel. The hotel has all the plush trappings—Italian marble bathrooms, Hermes toiletries, treats at turndown—one could ask for in the French Quarter, topped off by a rooftop bar and pool with enviable views of the harbor and bustling East Bay street. On a particularly hot Southern night, you might cool off with a nitrogen-infused cocktail before sitting down to a steak dinner at Grill 225, which serves only aged, USDA-Prime meat. The hotel is a member of the Leading Hotels of the World and the restaurant is one of a dozen Great Steakhouses of North America.