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  • Via Spadari, 9, 20123 Milano MI, Italy
    Before taking the train to Rome, we picked up a spread of antipasti at Peck, a vast and pristine food shop in Milan. In addition to a huge selection of cheeses, fruit, salumi, and bread, Peck sells prepared specialties like meatballs, potato croquettes, and caprese salad.
  • Largo Marguerite Yourcenar, 1, 00010 Tivoli RM, Italy
    The 2nd-century Roman emperor Hadrian spent much of his 20-year reign traveling through his empire, absorbing architectural inspiration from Greece to Egypt. His vision for a luxury villa was realized in Tivoli, a Roman suburb, where he constructed a sprawling palatial complex decked out with the finest statuary of the age. Hadrian’s Villa is a UNESCO World Heritage site, and it contains the ruins of over 30 epic structures. Be sure to check out the Maritime Theater, which Italian authorities managed to partially restore.
  • Piazza dei Mulini, 23, 84017 Positano SA, Italy
    Formerly the private residence of Gioacchino Murat, king of Naples and Napoleon’s brother-in-law, Palazzo Murat has the mark of aristocracy—white-walled interiors are outfitted with elegant antiques, oil paintings, and decorative tiled floors—but also the welcoming atmosphere of a dear friend’s home. The 18th-century villa is tucked away behind cascades of bright bougainvillea and greenery-filled grounds fragrant with jasmine and citrus trees yet centrally located in Positano’s pedestrian zone, making it an ideal base for shopping holidays and seaside idylls alike. The pool is especially impressive, flanked by a lawn studded with chic sunbeds and backed by a storybook scene of pastel-hued houses stacked higgledy-piggledy along the hillside. Just steps away is the charming Al Palazzo restaurant, which incorporates ingredients from its vegetable patch and twinkles with candlelight in the evenings. As for the guest rooms, soothing white spaces are accented with pops of blue and lemon yellow, and French doors open onto lovely balconies with views of the gardens, town, or sea.
  • Isola di Capri NA IT, Via Capodimonte, 14, 80071 Anacapri NA, Italy
    It’s hard to say what’s the biggest draw at Capri Palace Hotel & Spa, a whitewashed retreat overlooking the Gulf of Naples with 68 rooms that blend stylish minimalism with beach-chic comfort. As the name implies, wellness junkies beeline to the property to indulge in anti-aging facials, body scrubs and massages, and signature leg treatments at Capri Beauty Farm, a 10,800-square-foot oasis of calm. Then there are the dining options. With its inventive coastal cuisine and impeccable service, L’Olivo is the island’s only restaurant with two Michelin stars, while the hotel’s beach club eatery Il Riccio earned a star of its own for its seafood-heavy Mediterranean menu; given the accolades, both spaces are much better looking than they need to be. Another strong contender: the pool. Though small, it features a wall studded with windows, so you can swim with a side of voyeurism.
  • 14 Via Mozart
    The Villa Necchi Campiglio, just to the east of the historic center of Milan, may look familiar. The house had a turn on the silver screen in the 2009 Italian movie “I Am Love,” starring Tilda Swinton. Even if you didn’t see the film, anyone interested in early 20th-century architecture should include this gem of Italian rationalism on their Milan itinerary. The house is named for the occupants of most of its history: the sisters Gigina and Nedda Necchi and Gigina’s husband, Angelo Campiglio. The sisters—a glamorous, cosmopolitan pair—commissioned architect Piero Portaluppi (who also designed Milan’s Museo Novecento) to build a house that was the height of fashion at the time, including such novelties as a heated outdoor pool and a tennis court. His rationalist style could be described as a no-expenses-spared modernism—simple, clean lines and rich finishes. Gleaming rosewood paneling, marble bathrooms, and customs pieces give this modernist structure an undeniable elegance. After a brief period when the home was commandeered by the Fascist Party, the sisters returned to their home. Architect Tomaso Buzzi was hired to give the villa some 19th-century touches and a less severe look, reflecting the fashion among upper-class Italians in the 1950s. Still, the home remained largely true to its original design when Gigina died in 2000 (at the age of 99) and left it to Italy‘s national trust. In 2008, it opened to the public as a museum.
  • Via Enrico Figari, 38, 16032 Camogli GE, Italy
    Tucked away on the less-trafficked slopes of Mount Portofino, above the picturesque waterfront town of Camogli and scenic Riviera di Levante, Villa Rosmarino is that Italian friend’s vacation house you’ve been dreaming of. Owners Mario Pietraccetta and Fulvio Zendrini left Milanese corporate life to transform this dilapidated turn-of-the-century palazzo into a midcentury-style oasis with touches of Italian modernism, then moved in permanently, inviting others to experience their personal brand of la dolce vita. The library is outfitted with stylish armchairs, warm wood ceiling beams, and a collection of art and travel books that spans the walls, and the living room’s well-stocked honesty bar is the backdrop for friendly nightcaps. Rooms aren’t numbered, and the sprawling gardens are easy to get lost in. Mario and Fulvio are likely to chat guests up while lounging by the pool or sipping espresso on the balcony, offering their insider knowledge about the area and arranging one-of-a-kind excursions, from visits to secluded beach clubs to rides in their wooden motorboat.
  • Via degli Specchi, 6, 00186 Roma RM, Italy
    This pub, owned by the Piedmont-based Baladin brewing company and Lazio’s own Birra del Borgo, opened in September 2009 and was quickly canonized as the best place to drink Italian beers in Rome. There are over 120 labels to choose from, ranging from well-known Italian brewers like Baladin and Birra del Borgo to more obscure producers like Lover Beer and Troll; there is also a handful of American beers such as Sierra Nevada and Brooklyn Brewery. In addition to 100 bottled beers, there are anywhere from 20-30 beers on tap. The outgoing staff is happy to make recommendations. The food menu includes salads, sandwiches, potato croquettes, pasta and homemade potato chips.
  • Via Garibaldi, 11, 16124 Genova GE, Italy
    Nestled among the stunning palaces of the UNESCO World Heritage Palazzi Dei Rolli, Palazzo Bianco was built in the late 16th century by the Grimaldi family, one of the 28 ‘albergi’ families that ruled Genoa for centuries. Today, the gorgeous building houses an art museum focusing primarily on Flemish and Italian artists, with a strong emphasis on Genovese artists themselves. But do not miss the opportunity to stroll out into the gardens. They are magnificent anytime of year, but especially beautiful in early spring.
  • 56r, Via di Canneto Il Curto, 54, 16123 Genova GE, Italy
    Turn down the little Via di Canneto, and you can’t miss this focacceria on your left. The line will literally always be out the door, especially in the morning hours. But the wait is worth every minute (and the amazingly kind women working inside move fast!). While Focaccia e Dintorni makes a fantastic traditional focaccia alla Genovese, their extra-thin version smeared with pesto and dotted with oozy formaggio di crescenza is something else all together. Ask for a crispy edge piece (or un pezzo ben cotto in Italian)—the crunch is a great treat!
  • Founder’s Note: Travel Like an American
  • 151 Main St, Park City, UT 84060, USA
    Situated at the top of the hill on Park City‘s iconic Main Street, the Italian restaurant Grappa occupies a beautiful 100-plus-year-old renovated building that over the years has been a brothel, bar, and bed-and-breakfast. The name comes from the Italian brandy distilled from the leftover grape skins, stems, and seeds from the winemaking process. And, of course, Grappa serves it! Founder and owner Bill White blends French culinary influences with regional Italian dishes to bring bold and delicious flavors to his customers. When the weather is appropriate, there are five levels of patios, complete with plants and water features for alfresco dining.
  • Piazza della Rotonda, 00186 Roma RM, Italy
    This 1st-century wonder will take your breath away. Not only is it one of the city’s most ancient sites, it’s been in continuous use for centuries. Originally built as a private temple, today it is a Catholic church and the resting place of Italian kings and the artist Raphael. Make the most of a wet day in Rome and watch as the rain falls through the center oculus.
  • Via Ludovisi, 49, 00187 Roma RM, Italy
    After a 2017 renovation, Rome’s historic Hotel Eden re-emerged with an extensive face-lift. The 128-year-old hotel’s marble and gold lobby hints at the 98 opulent guest rooms that have been refreshed with gold detailing and original artwork. The new spa uses products from the Farmaceutica di Santa Maria Novella, founded in 1612. The top-floor restaurant, La Terrazza, serves Italian cuisine with views of St. Peter’s Basilica.

    Overall, if you’re looking for a luxurious stay in a beautiful, 5-star hotel, this Roman hotel is hard to beat.
  • Viale Monte Nero, 46, 20135 Milano MI, Italy
    We finally found it! Officine Del Gelato Milano; a modern, absolutely delicious gelato parlor. They had us coming back (three times in one day) until we had tried every flavor—including every kind of gelato popsicle. It was a guilt-free treat and every flavor was uniquely refreshing. We discovered this place, not from a guidebook but from the back of a streetcar. One evening we decided to let serendipity lead us, so we hopped on the first streetcar we saw. As we skidded past a gelato shop, we snapped a photo of a long and disorderly line of chatty Italians. The next morning, our last day in Italy, we made it our mission to find this place. Without knowing the tram line we had taken, we used our photos and collective memories to retrace our steps. While traveling, look for lines of locals because if they’re willing to wait, it’s bound to be good. I also learned that you can never have too much gelato. In the years since I’ve been back a few times and they’ve lived up to the memory—they even have new flavors. Mmm.
  • Via dei Giubbonari, 21/22, 00186 Roma RM, Italy
    The Roscioli family, famous for their nearby bakery Antico Forno Roscioli, opened this restaurant/wine bar/gourmet shop in 2005. Book several days in advance for lunch or dinner and be sure to request a ground floor table near the back of the dining room, the best of the available dining areas. Start with a selection of cured meats and a plate of burrata, then move on to spaghetti alla carbonara, one of the best in town, therefore the world. The wine list is outstanding and has surprisingly affordable labels from every Italian region. If you can’t snag a table, pop in for an apertif before dinner service.