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  • 7070 Avenue Henri-Julien, Montréal, QC H2S 3S3, Canada
    After Toronto, Montréal is the Canadian city with the largest population of residents of Italian descent. For more than a century, the community has been centered in one of the city’s most charming neighborhoods, Little Italy. The way to the heart of this neighborhood is arguably through its stomach or, rather, the Jean-Talon Market, where residents have come to buy produce and stock their pantries since 1933. Even if you aren’t shopping for fresh vegetables or fruits, it’s a good place to come to sample Québecois products and buy gifts like local jams, jellies, and maple products to take back home.
  • Calle Lunga Santa Maria Formosa, 5183, 30122 Venezia VE, Italy
    Run by the affable Mauro Lorenzon, himself as much a Venetian institution as his wine bar, Enoiteca Mascareta has been a neighborhood favorite for decades now. It began as a wine bar with some light fare but today serves a full menu, although locals will tell you it’s best to avoid the peak dinner hours and come for the wine before 8 p.m. or after 11 p.m. The wine-by-the-glass menu changes daily and is posted on a chalkboard on the wall, and nearly always features mostly regional wines from northeast Italy, many of which are organic. If you don’t like any of the specials on the wall, a glass from any bottle on the wine list also can be ordered.

    If the variety is too much, ask Lorenzon or one of his friendly staff for their suggestion. The food is also very good, and the entire atmosphere is relaxed with a local feel to it. For a true Venetian neighborhood-style drinking experience, this is the place to go.
  • Via Roma, 1r, 50123 Firenze FI, Italy
    One of Florence’s grand cafés since its founding in 1733, Caffè Gilli is easily recognized by the Swiss clock hanging outside above its entrance and by the glass display case of multicolored confections inside. Enjoy your morning cappuccino or evening prosecco while standing at the marble-topped bar, or experience the café’s formal service by sitting at a polished wooden table under elegant chandeliers in the tearoom. For more-casual warm-weather meals, there is a large shaded patio with comfortable seating and a fantastic view of the carousel in Piazza della Repubblica.
  • Chile 502, C1098 AAL, Buenos Aires, Argentina
    Founded in 1982 by local poet Rubén Derlis, this café once served as a meeting place for writers, artists, and left-leaning thinkers anxious to speak freely after years of fear and oppression under Argentina’s late-’70s military dictatorships. Order the picada, a charcuterie and cheese sampler; lubricate with a traditional local-favorite drink like a Fernet-and-Coke or a Cynar, the tangy artichoke liqueur mixed with pomelo, a sour, grapefruit-flavored soda. Wood paneling and exposed brick, walls covered in photographs, and shelves packed with antique objets make La Poesía an inviting space to linger over a book from the lending library or listen to the live tango music played on Tuesday and Thursday nights.
  • A huge dolomite rock rising up from Hotel Gellért at its base marks one of the earliest inhabited parts of Budapest. The citadel atop the hill was built by the Austrians in the mid-1800s to better control the unruly Hungarians after squashing the revolution (it was later used by German SS troops in World War II). Other monuments dot the verdant landscape atop the hill, which is now surrounded by posh residences. The walk up from the hotel is steep but worth it for the view once on high.
  • 2169 Kalia Rd, Honolulu, HI 96815, USA
    Both of Waikiki’s Outrigger hotels are a good value, but this one is a little bigger and a little quieter. It’s right on the beach, just north of the main resort cluster, and though a short walk to the middle of the action, far enough to feel out of the fray. The hotel itself is a quintessential Hawaiian family resort—big and friendly, with an unmistakable good-time vibe, old-school Polynesian decor throughout, and any number of activities on offer. The pool is set back from the beach and nothing fancy (no waterslides, no swim-up bar, and up against a giant wall), but it’s large enough for a serious game of Marco Polo, and there are plenty of lounge chairs to go around. Perhaps the best reason to stay here is the beach—a fairly narrow but sparkling white strand with more elbow room than its sister beaches; the rocky bottom may have something to do with that, but it’s a good place to learn to surf and a great place to catnap in the sun. One warning: the hotel lobby may feel overly commercial to some, what with a row of gift shops and a hard-to-miss timeshare desk, but it’s easy enough to ignore, if you wish.
  • 501 Calle Norzagaray, San Juan, 00901, Puerto Rico
    Old San Juan may look, at first glance, like a few other charming cities built during the height of Spanish colonialism—Havana or Santo Domingo, for example—but what sets it apart is the extent to which its architectural infrastructure from that era remains visible. It’s the only city that has its original colonial wall almost entirely intact, and both of its principal forts are in excellent condition, remain accessible to the public, and offer panoramic views of the Atlantic Ocean (so bring your camera). Both El Morro and Fuerte San Cristobal are run by the National Park Service; guided tours will leave you with greater knowledge about the era, as well as the forts’ construction and their role in Puerto Rican history. (There are other, smaller forts in and around the capital, next to the Caribe Hilton, and in Luís Muñoz Rivera Park, plus Fort San Juan de la Crúz in the nearby town of Cataño.)
  • 31740 Mulholland Hwy, Malibu, CA 90265, USA
    Wind through the Santa Monica Mountains to Malibu Wines, a grassy garden retreat with gorgeous views for picnicking and sipping wine with friends. The space is accented by Instagrammable features like the metal WINE sculpture that emulates the iconic LOVE sculptures by artist Robert Indiana that are found in cities around the world. Entry is free; just order wine from the farmhouse-style tasting room and enjoy the live music and festive atmosphere on the weekends. (Weekdays are more mellow.) Table reservations, including one inside a vintage school bus, are recommended for groups—but if you’re more flexible, simply bring a blanket and some food, find a spot to spread out on the lawn, and explore the grounds.
  • Covent Garden, London, UK
    There is never a dull moment at Covent Garden, a labyrinthine open space peppered with restaurants, vintage markets, craft stalls, and independent boutiques. There is festivity in the air. This is compounded by singers, magicians, and miscellaneous street artists performing at every corner. Explore the rich history of the area by visiting the London Transport Museum or the Royal Opera House. Pick up a unique gift at The Apple Market, which boasts of a variety of quirky craft stalls. For lunch, head to one of Leicester Square’s numerous al-fresco restaurants.
  • 12, Kings Court, Glasgow G1 5RB, UK
    An air of casual cool permeates the atmosphere at this, one of Glasgow’s best gathering spots for fans of alternative music. A judiciously curated events schedule runs the gamut from book readings to live performances, while the cafe serves great vegan food and a wide selection of beer and wine. In house record store Monorail has a small but excellent choice of sounds.
  • 615 2nd Ave S, Minneapolis, MN 55402, USA
    This boutique hotel in the downtown business district exudes timeless class, with accents of wood and leather throughout. While the rooms are spacious and elegant, the most impressive features are the amenities. They rebooted the hotel’s historic 1915 beginnings as the Minneapolis Athletic Club with a massive modern fitness center, including a full indoor six-lane lap pool, running track, and racquetball, handball, and squash courts. The swanky hotel lobby serves food and drinks from the infusion specialists at Six15 and has a complimentary wine reception hour for guests each night.
  • 4 Via di Santo Spirito, Florence, Italy
    Adjacent to the restaurant is a cheery boutique filled with gourmet products from all over Tuscany. Thanks to the restaurant’s long-standing relationships with many of the region’s top purveyors, you’ll find high-quality olive oil (tastings can also be arranged), cheeses, cured meat, preserves, breads, and more. Not all of it will make it through customs, but you can savor any perishables on a picnic to the Tuscan countryside.
  • N° Km 54+ 23300 800, México 19, 23300 Todos Santos, B.C.S., Mexico
    Why we love it: A stylish but mellow alternative to the glitz of Los Cabos

    The Highlights:
    - Chic rooms, some with soaking tubs, outdoor lounges, or ocean views
    - On-site restaurant Benno and its creative Mexican-Mediterranean fare
    - Proximity to Todos Santos and the chance to connect with the local community

    The Review:
    Liz Lambert has made a name for herself converting quirky motels into cool-kid haunts in Texas and beyond. With Hotel San Cristóbal, she brings her magic to a transcendent Pueblo Mágico in the Baja Peninsula. Now she’s bringing her magic to a transcendent Pueblo Mágico in the Baja Peninsula. Just outside of Todos Santos proper, on the small fishing beach of Punta Lobos, the whitewashed, cubist property houses 32 serenely chic rooms, complete with crisp Sferra linens and serape-inspired duvets, vibrant ceramic-tiled bathrooms, and windows that overlook sunny Pacific waves (keep your eyes peeled for migrating gray and humpback whales).

    Resist the urge to confine yourself to your Coco-Mat mattress, however. Adventure awaits in the form of surfing off nearby Playa Cerritos, learning to make pottery in an off-site class, or accompanying chef Edgar Palau on a trip to source fresh fish from local anglers. There’s also a beautiful central pool and lounge, a library, a seaside mirador, and a small retail shop on property. When hunger strikes, head to Benno, where biodynamic meals that fuse Mexican and Mediterranean flavors pair perfectly with small-batch mezcals and sustainably harvested regional wines.
  • Calle Saphy 554, Cusco 08000, Peru
    One thing you’ll likely notice when walking the streets of Cuzco is how many places advertise pizza. If you’re dying for a slice, there’s no better spot than La Cantina. Primarily a wine bar—bottles of all-Italian vintages line the walls—this place also happens to serve the best pizza in town, with a delicately thin crust topped with ingredients like authentic salami, prosciutto, arugula, olives, a variety of cheeses, and more. You’ll also find imported meat and cheese plates, lasagna, bruschetta, and salads. If you’re lucky, there’s tiramisu at the meal’s end, plus artisanal limoncello. Go for the wine, but be sure to try the food while you’re there.
  • Kigoma Region, Tanzania
    The historic MV Liemba is the oldest functioning ferry in the world, and a voyage down Tanzania’s Lake Tanganyika on this landmark is a colorful experience. Your fellow passengers will include traders loading and unloading cargo (anything from pineapples to flip-flops) and locals using the ferry for transport. On the southbound journey, the boat departs from the town of Kigoma and travels 300 miles to Zambia, where its makes its first port of call on land. But in between those two stops, while still on the water, travelers can transfer to smaller ships in order to reach places like Lagosa (a jumping-off point for the Mahale Mountains National Park) or the peaceful beach area of Kipili.