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  • 15 SE 10th St, Miami, FL 33131, USA
    In Miami’s trendy Mary Brickell Village, Perricone’s Marketplace & Cafe is the kind of place you can just relax in. The indoor/outdoor patio keeps you out of the blazing Florida sun but still provides a romantic ambience. To start, tear into baked Brie cheese wrapped in puff pastry dough brushed with drawn butter and powdered brown sugar. The top is then sprinkled with shaved almonds and sticky apricot jam. The melty cheese combined with the sweet sugar and jam is a perfect introduction to an unforgettable meal. Continue to the bruschetta bread basket, the lobster ravioli in a pink vodka sauce, and the lamb chops seasoned with rosemary and served perfectly pink atop a bed of couscous and steamed asparagus. Other highlights include the salmon in a lemon-butter sauce. For dessert, sample the house cake, a combination of chocolate and hazelnuts. As rich as a brownie, it’s the kind of dessert that you want to savor and pairs nicely with vanilla bean gelato. There’s an awesome Italian market in the lobby to stock up on pesto, seafood dip, and plenty of to-go truffles. Be sure to try the peanut butter teardrop.
  • 1438 NE Alberta St, Portland, OR 97211, USA
    The Tin Shed is probably nowhere near wherever you might be in Portland but that matters not. Get a cab and go over there because the biscuits are so good they’ll make you wanna slap yo mama! You serve yourself coffee while you wait under the covered patio seating, they welcome dogs and their bloody mary is spectacular. This place rocks. Go check it out.
  • Colebrook St, Dunmore Town, The Bahamas
    From a members-only beach club in the 1960s, The Dunmore has evolved into a 16-room boutique stay whose spirit and decor evoke that era. Local interior designer Amanda Lindroth oversaw a major renovation when the hotel’s current owners bought the property in 2010. Wicker and rattan furniture, patterned prints, and spaces that are as much outdoors as indoors create a look that is somewhere between late British colonial and timeless Bahamian. Although the landmark sits on Harbour Island’s Pink Sands Beach, a pool with an airy pavilion adds to The Dunmore’s reputation as a place of amiable gathering. After a day of sunfilled fun, head to the on-site restaurant, where chef Cindy Hutson, one of the region’s rising culinary stars, prepares modern twists on island delicacies—think grouper curry with lychee and grilled pineapple and banana fritters with rum caramel.
  • 51 N 12th St, Philadelphia, PA 19107, USA
    Visitors to Philadelphia should not miss out on an iconic local treat—the soft pretzel. Sure, you can find them pretty much everywhere in Philly, but the real deal is baked fresh daily. At the Reading Terminal Market, go to the place where they’ll roll and twist the dough right in front of you—Miller’s Twist—where the soft pretzels are fresh, hot, and buttery (and beyond delicious). Locals line up here daily for fresh soft pretzels and pretzel dogs (hot dogs rolled inside a pretzel bun). There are only fresh pretzels here, still warm from the oven, baked to golden perfection, and brushed with melted butter. The aroma is intoxicating. You’ll want more than one! Save room for a milkshake made with fresh local ice cream.
  • 78-128 Ehukai St, Kailua-Kona, HI 96740, USA
    The newly refurbished Sheraton Kona Keauhou Bay Resort is stylish, with a large pool and water slide. But it was the history and the view from the hotel (located off the famous Ali’i Drive) that won me over. The hotel gives you an excellent vantage point to the bay around which King Kamehameha III was born (stillborn, as legend has it). He grew up to become Hawai’i’s powerful and benevolent ruler, and sought to unite the people. He called The Big Island his home and is beloved by many. The hotel offers several notable cultural markers, including two heiau (Hawaiian temple) replicas.
  • 946 Queen St E, Toronto, ON M4M 1J7, Canada
    Located in Leslieville in the East End, Swirl is in a small, converted apartment above a dog store in Leslieville. I love the decor here, from the tables made from doors or antique sewing machine bases to the artwork by local artists FAME. It’s a tiny place but it packs a punch. There’s no kitchen, so they have these amazing appetizers and desserts preserved in small Mason jars. Wine prices are affordable (and they have about three beers available now). On top of all of that, they host theme nights. For instance, you can watch Mad Men whilst sampling accurate cocktails from the era; board game nights; bubbly nights; and cinema Sundays. Suffice it to say, it’s one of my favorites. Warning: it’s tiny in here. Not meant for a big group, but perfect for a date.
  • 729 Thomas St, Key West, FL 33040, USA
    Blue Heaven is a favorite in Key West—Jimmy Buffett even mentioned it in one of his famous beach tunes. The whimsical courtyard is filled with brightly colored tables and chairs, twinkly lights, foliage, and stray animals. The bar and restaurant is owned and operated by a husband and wife whose creative backgrounds in art and literature inspired the space. There’s a mini art gallery, a sandwich shop, and roaming roosters on the grounds. Once a boxing ring (with Ernest Hemingway as referee), the spot now pays tribute to the Caribbean, with bright accents and Cajun seasonings on the menu. Menu highlights include the scallops, which are locally celebrated, served with white wine and lemon butter with tomatoes, onions, mushrooms, and lots of garlic. Locals say the Key lime pie is one of the best in town.
  • 5905 Wilshire Blvd, Los Angeles, CA 90036, USA
    Encyclopedic is one way to describe L.A.’s oldest art institution. Sprawling is another. The Los Angeles County Museum of Art opened in its current Miracle Mile location in 1965 and has not stopped growing, becoming the largest museum in the western United States. Its 135,000-piece collection spans 6,000 years of art. It also includes some of the museum world’s most photographed outdoor sculptures, such as Michael Heizer’s mind-boggling Levitated Mass and Chris Burden’s Urban Light. The museum hosts some 40 exhibits per year, plus a dynamic schedule of events, such as Tuesday film matinees and picnic-friendly Jazz at LACMA (held weekly on “summer” weekend nights—which in L.A. means April to November). While anyone can join free tours throughout the day, docents also lead customized experiences for a fee, which will take you through the galleries before or after hours to marvel at artists as wide-ranging as Henri Matisse, Ai Weiwei, Diego Rivera, and Catherine Opie. Kids are also catered to with a special gallery, Sunday activities, and a free membership, which includes entry for them plus an adult guest any day of the year. Pro tips: Plan to spend several hours at the museum, fueling up on wood-fired pizza midway through the day at Ray’s & Stark Bar. And if you’d like to experience the outdoor sculptures without the crowds, go early in the morning or on Wednesdays, when the museum is closed and gloriously quiet.
  • 1701 Wynkoop St, Denver, CO 80202, USA
    Even if you don’t have a train to catch, you’ll want to make time to explore all of the dining options at Denver’s Union Station. This Beaux-Arts landmark, completed in 1914, underwent a complete renovation in 2014, and now it not only serves as a modern transit hub, but houses a hotel, shops, and nearly a dozen restaurants and bars as well. Eateries include fresh seafood, oysters, and a granita bar at Stoic & Genuine; seasonally inspired comfort food at the sit-down eatery within Mercantile Dining & Provision; and locally sourced casual fare at Next Door. Pick up breakfast at Snooze, get caffeinated at Pigtrain Coffee Co., and for lunch or a quick dinner, stop by the Acme Delicatessen (and don’t forget Milkbox Ice Creamery for frozen indulgence afterward). For evening visits—postprandial or otherwise—head up to the Cooper Lounge on the mezzanine level for cocktails looking out into the station’s Great Hall.
  • 54 Jefferson Ave, Nantucket, MA 02554, USA
    Galley Beach has one of the best locations on Nantucket. With views out over the ocean from the dining room and tables spilling onto the beach, there’s not a bad seat in the house. It’s a popular spot with a stylish crowd, and the martinis flow freely. Come early to snag a seat for sunset, one of the best shows in town, and as the evening gets underway enjoy the breeze on your face and scrunching your toes in the sand while tiki torches light up the night.
  • 220 Lincoln Blvd, Venice, CA 90291, USA
    Known for its movie-themed decor and a selection of over 250 types of tequila, and beloved for its Mexican brunch, Casablanca Restaurant opened in 1980 with a menu of traditional and lesser-known Mexican entrees that it holds to this day. The family-owned space was the brainchild of Carlos Haro, Sr., who loved the movie Casablanca almost as much as he loved Mexican-style calamari steak. The restaurant has one of the largest collections of memorabilia from the film in the world, including a life-size statue of Humphrey Bogart. Haro’s son, Carlos Haro, Jr., runs the place these days, though not much has changed since the restaurant first opened almost 40 years ago. Come for Sunday brunch, where one price includes an entree (think enchiladas or fajitas), mimosas, and unlimited tortillas—handmade right in front of you.
  • Calle Isabel la Catolica 30, Centro Histórico, Centro, 06000 Ciudad de México, CDMX, Mexico
    This shop, down a tiny sunny alley off a sidestreet in Colonia Roma (Córdoba 67 interior 7), is like many other Mexico City’s shops that support women’s crafts collective, but it’s slightly different in that it carefully curates its inventory—made using the local traditional crafts of weaving, embroidery, jewelry-making—choosing only those pieces that complement a more modern lifestyle. Yes, that’s a traditional huipil, or pullover tunic, from Guerrero, but while this simple embroidered piece would work for your abuela, it would also look cool at your graphic design gig in LA. The shop has outlets at Hotel Condesa DF and its products are carried by stores in Puebla and Tulum.
  • Rio Terrà Foscarini, 979A, 30123 Dorsoduro, Venezia VE, Italy
    Overlooking a postcard-perfect Venetian street (a former canal, now paved over) in the artistic Dorsoduro district, this 500-year-old merchant’s townhouse has been revamped as the boutique hotel Ca’Pisani. Behind the traditional exterior lies a modern den with clean lines and sharp, geometric forms that’s enhanced by original work from one of Italy’s most notable Futurist artists, Fortunato Depero. Architects Roberto Luigi Canovaro and Pierluigi Pescolderung balanced original design elements—exposed beam ceilings, brickwork—with 1930s touches, including one-of-a-kind inlay door designs and custom masonry and marble work.

    Gaze out at the city’s rooftops from the hotel’s roof terrace, or mingle with locals over wine or an espresso at the street-level café. With the Peggy Guggenheim collection and the Gallerie dell’Accademia gallery just a stroll away, you’ll be able to journey from 16th-century Venice to the 20th century all in a few famous paintings.
  • 130 Roosevelt Way, New Orleans, LA 70112, USA
    First opened in 1893 as Grunewald Hotel, this historic building stretches an entire city block and has a storied past that’s equally expansive. The Roosevelt has played host to presidents and senators, duchesses and dignitaries, actors and actresses. Huey Long kept a suite here in the 1930s and could often be found propped up at the Sazerac Bar (where his go-to cocktail was the Ramos Gin Fizz). Entertainers from Ella Fitzgerald and Frank Sinatra to Tina Turner and Ray Charles have performed in the Blue Room.

    A $145 million rehab, completed in 2009, restored the hotel to its former glory. Now part of the Waldorf Astoria Collection, the property combines the grandeur of yesteryear with all the trappings of a modern luxury hotel—including a lavish Waldorf Astoria Spa and a hip Italian eatery.
  • Dar Chmicha Route D'Ourika, Marrakech 40065, Morocco
    An oasis so idyllic, you might first think it’s a mirage, Hotel Fellah is an eight-acre retreat that fuses Moroccan culture with a hipster design aesthetic and a farm-to-table ethos. Locals, artists in residence, and guests mingle in the art center and library, and at the educational farm, kids groom donkeys, milk goats or collect eggs that are sold in neighboring villages. The small café opposite the swimming pool is run by Touco, a resident of nearby Tassoultante village. Don’t miss his tagine, or—even better—pick ingredients from the garden and ask him to show you how to make it.