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  • 105 Calle de La Fortaleza, San Juan, PR 00901
    I think the most appealing aspect of Old San Juan is the architecture and design of the city. Residential apartment buildings have been converted to designer boutiques or little B&Bs, and interior courtyards invite hungry guests to relax and unwind in the shade.... I’ve been to this area multiple times and still I manage to find a street I’ve never wandered down. Some are more popular than others, in particular Calle San Sebastian, which hosts eateries, bars, and shops, and Calle San Francisco. At the corner of this street is my particular favorite, Franky’s antiques. It’s in a four-story building, loaded with vintage goodies. There’s so much to see, one trip is not enough. If you want to shop, consider wandering all morning and into the early afternoon. You’ll be delighted by all the unique shops. Then, take a break at my favorite restaurant, Triana, for Spanish-style tapas and their famous sangria. It’s a must-stop place any time I’m in the old city. You don’t need a car to get around. Just park at one of the garages and explore by foot. There’s lots to see and do in Old San Juan.
  • 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.
  • Av. México 2727, Vallarta Nte., 44690 Guadalajara, Jal., Mexico
    The past is present at Quinta Real, a colonial-style hacienda set in a residential neighborhood 20 minutes from downtown Guadalajara. In keeping with history, the property features soaring stucco ceilings, stone archways covered in crawling ivy, and wrought-iron balconies overlooking manicured gardens and cobblestone walkways. The story is the same inside, where 76 spacious suites are decorated with ornate Corinthian columns, well-curated antiques, and a palette of soothing ochres and greens. Like other hotels in the area, the Quinta Real has a swimming pool, butler and valet services, and a business center, but it’s the international dishes at Tierra Mia restaurant that are truly worthy of the hotel’s five-star rating.
  • 1170 Auahi Street
    Eighteen merchants band together here in Kakaako’s Ward Village mall, offering everything from a scoop of Froot Loop Vodka ice cream (Lucy’s Lab Creamery) to locally made board shorts (Salvage Public). One of the best places to find unique Hawaiian souvenirs, the South Shore Market shies away from tiki kitsch and instead taps into Honolulu‘s chic urban aesthetic. Travelers often appreciate the market’s long communal work table, complete with outlets and free, fast WiFi. Not to mention Scratch Kitchen & Meatery, which shares some classic recipes with its Chinatown counterpart, like milk-and-cereal pancakes and the cider-braised pork belly and apple pasta. But it also forges its own lunch-brunch path with indulgences such as a pillowy French toast stuffed with strawberries, mascarpone, and cream cheese.
  • Cinta Costera, Panamá, Panama
    The Cinta Costera is a seaside walk that follows the shores of Panama Bay and features recreational areas and green spaces, sports facilities, and bike paths. A very popular spot, especially on weekends, the promenade brings together all of Panama: a mash-up of athletes, canoodling couples, and families out for a stroll, slurping on ice cream or cucurucho de raspados (sweet, syrupy shaved ice). You’ll also enjoy a view of the city skyline, from the modern districts and their look-at-me skyscrapers to the old colonial quarter. There’s another great vantage point at the Mirador del Pacífico, a 15-acre landfill breakwater that’s become one of the city’s most visited attractions. Other standout “la Cinta” sites include the food stalls at the Mercado del Marisco and Sabores del Chorrillo, as well as the Maracaná soccer stadium.
  • Cormoranes s/n entre pelícanos y acuario El, Medano, 23453 Cabo San Lucas, B.C.S., Mexico
    SUR Beach House is everything a beach retreat ought to be. This chic Medano Beach property offers a relaxed, almost private-residence feel. Breakfasts range from healthy, green, and juicy to the indulgent croque madame. Pair any meal with a handcrafted cocktail; the SUR Caesar is a nice play on the classic Canadian cocktail and comes with crispy rib eye tips and roasted habanero sauce. The raw bar is like a love letter to the sea. Not least of all, the kitchen turns out delightful oyster preparations, but don’t leave Cabo without trying the raw chocolata clams. Named for their color, not their flavor, these meaty mollusks are best with just a little lime and hot sauce. (Come early for stand-up paddleboarding; Cabo SUP is located on-site and offers rentals as well as lessons.)
  • 210 Don Gaspar Avenue
    The Hotel St. Francis lays claim to being Santa Fe’s oldest hotel. Rebuilt in its current location in 1924, after a fire left its predecessor completely ravaged (save the brick chimney), the property formerly known as the De Vargas Hotel played host to elegant ladies and gentlemen in top hats, politicos, and other VIPs during its heyday. After World War II, the hotel lost some of its luster, though it was still popular with government types until the 1960s. In 1986, new owners restored the hotel to its previous grandeur, replaced the barber and beauty shops with a restaurant and bar, and gave the property its current name. Most recently, in 2008, the property was purchased by Heritage Hotels and Resorts and underwent yet another makeover. Inspired by St. Francis, the patron saint of Santa Fe and founder of the Franciscan order, the look is best described as haute-monastic. Think Frette linens and flat-screen televisions paired with neutral hues, wood furnishings crafted by local artisans, and dim, candlelit common spaces.
  • Relox 18, Zona Centro, 37700 San Miguel de Allende, Gto., México
    Once known as Casa Cohen, Dôce 18’s eighteenth-century structure has been painstakingly restored and is now the city’s chicest forum for fashion, design, art, hotel-going and fine dining. Shopaholics go nuts, especially for the delicate, enigmatic bijoux at Sangre de Mi Sangre; fair-trade fashion at Amor y Rosas or the fabulous artisanal tablewares at Estanzuela. The on-site hostelry, L’Ôtel, is a claque of just ten impeccable habitats, exquisitely furnished, complete with rooftop pool. Restaurant Jacinto 1930 by Oaxacan chef Israel Loyola is the top table at this writing. Or kick the evening off with a tequila—we’re talking the good stuff—in the sleek Casa Dragones tasting room.
  • 151 Calle del Cristo, San Juan, 00902, Puerto Rico
    Old San Juan offers historically and culturally significant experiences including a walk through 500-year-old forts, visits to UNESCO sites, historic churches, museums, the second oldest cathedral in the Americas and Ponce de Leon’s mansion. Cobblestone streets and pastel buildings are perfect for exploration during the day and variety of restaurants and shops make for a complementary evening.
  • Paris, France
    This picturesque street in one of Paris’s poshest quartiers is dotted with gourmet sweet shops. Beginning at the eponymous Rue du Bac metro station, Chapon offers decadent taste-tests of single-estate chocolate mousses. On the next corner, Jacques Genin sells mouthwateringly good caramels along with his famous chocolate treats. The shops Des Gâteaux et du Pain and La Pâtisserie des Rêves also sell sweets, but this time they’re enveloped in a pastry delivery system. Le Bac à Glaces tries another sugary route: It scoops out the city’s most infamous dark chocolate sorbet. End the stroll at the gourmet temple La Grande Epicerie de Paris, a grocery store filled with more unforgettable tastes of Paris to tuck in your bag and take home.
  • 85 Rainey St, Austin, TX 78701, USA
    Yes, Austin is home to some serious stick-to-your-ribs Tex-Mex food, but as the city has grown, so have its pure-Mexican culinary offerings. Chef Iliana de la Vega operated a restaurant in El Naranjo for about a decade before moving to Austin, where the clean flavors of her traditional Mexican cooking immediately came to the dining world’s attention. The Oaxacan influence is never hard to find, and de la Vega serves an assortment of the region’s beloved moles, from amarillo to negro and all shades in between.
  • 488 Avenida Rómulo Rozo
    For contemporary, high-end Yucatecan cuisine, look no further than K’u’uk. Chef Pedro Evia has taken the spirit of regional food and given it a modern twist. He presents common Yucatecan recipes like suckling pig, then uses ingredients like star fruit and sapote to showcase subtler flavors than those found in traditional cochinita pibil. All the essences of Yucatecan delicacies can be found here, but in ways that are almost unrecognizable, such as in the atole ceviche or the dessert of Yucatán honeycomb with pollen and passion fruit. Located amid the grandeur of a colonial mansion close to the Monumento a la Patria in Mérida, K’u’uk has high ceilings, original-tile floors, and large chandeliers that set the scene for an exclusive dining experience. Guests opt for a recommended nine-course tasting menu or order from an à la carte bill of fare that changes periodically.
  • A few years ago, Bósforo was a nondescript bar in the capital’s Centro Histórico (Historic Center) neighborhood. Its decor was nothing to write home about; in fact, it was so dark it was hard to make out whether there was any decor to speak of. Fast forward to today, and the dark, dull interior hasn’t changed. Nor has the bar’s focus: mezcal. The smokier cousin of tequila is an agave-based spirit that has grown exponentially in popularity over the past several years. Most of the bar’s offerings are small-batch mezcals in bottles with handwritten labels. What you try today may not be available at all the next time you visit. What has changed in the past year or two is Bósforo’s visibility. Once a bar that was really only for locals in the know, Bósforo is now visited by mezcal lovers from all over the world. If you’re a fan of the spirit—or you haven’t yet tried it and would like to—Bósforo is worth a night out in the Centro.
  • Calle 27 299, Centro, 97540 Izamal, Yuc., Mexico
    Set behind a thick yellow facade with climbing green plants, Kinich offers mostly alfresco dining, with tables beneath palapa-style roofs. This popular restaurant has a fresh, elegant, not-too-touristy feel, and gets its share of locals. Yucatecan favorites make up the menu; the food is homemade, flavorful, and high-quality. Women in traditional dress grill tortillas as diners look on. The poc chuc (citrus-marinated pork) is delicious, especially when accompanied by a beverage made from a local plant, chaya, considered a superfood.
  • x 47, Calle 56 A, Zona Paseo Montejo, Centro, 97000 Mérida, Yuc., Mexico
    This ice-cream-and-sorbet parlor has been a favorite among locals for over a hundred years. It’s a great place to try sweet and refreshing frozen treats made from various stars of the Yucatán’s exotic-produce bonanza, such as sapote, mamey, and tamarind. At night, families fill the tables. Champolas—beverages crafted from milk and ice cream or sorbet—are also a favorite. A signature version includes sorbet made from soursop (guanábana), a fruit that abounds in the Yucatán.