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The bars along 5th Avenue start hopping as early as sunset, but Calle 12 doesn’t pick up until well after dark. Pronounced kah-yeh doh-say, the lane is Ground Zero for Playa del Carmen’s wilder nightlife, with nightclubs and bars on both sides of the street between 10th and 1st avenues. The hottest venue depends on when you go—which night, week, or even season—but the most popular spots include Coco Bongo, La Vaquita, Coco Maya Beach Bar, and Mandala. (Note: Things don’t start till 11 p.m. at the earliest on Friday and Saturday nights.)

Playa del Carmen’s 10th Avenue runs parallel to the city’s famous 5th Avenue but has a more low-key vibe, a relief when you tire of crowds, malls, and big-name brands. This bustling one-way street does allow cars, but it’s also lined by a sidewalk and a nice restricted-lane bike path. And despite the central location just a block from the town’s most touristy area, the storefronts here are largely locally owned restaurants, ranging from cheap taco joints and Mexican bars to eclectic gourmet cuisine and smoothie stands, as well as various convenience stores, pharmacies, banks, and small hotels.

Life in Montevideo is focused on its seafront, both the working port and the beaches. Few capital cities can boast as many stunning beaches, many lined by waterfront promenades. Pocitos, ten minutes from downtown, is an affluent neighborhood and home to many of the city’s most beautiful buildings including a number of embassies. It’s a good place to experience life by the seashore, perhaps with a glass of wine at one of the many sidewalk cafés with views of the beach and the Río de la Plata.

Fans of real-deal sushi-bar Nipponese are united in huzzahs for Rokai, a sliver of a restaurant in a low-key, high-end section of the Cuauhtémoc quarter, north of the Reforma. Japanese-born chefs Hiroshi Kawahito and Daisuke Maeda change up the menu daily, depending on what’s available at markets (they make great use of some of the best fish that comes in from Baja California); regulars like to nosh omakase-style for a multiple-course tasting at the chef’s discretion. Quality sakes add a rosy glow to the precision with which every creation comes over the bar in this spare but fashionable setting. Reservations are recommended.

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.

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.)

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.

It’s diminutive, to be sure, but “Little Grape Island” has a big claim to historical fame: Christopher Columbus landed here in 1502, anchoring his ships for repairs. Since then, a lot has happened (and been rumored to have happened) on this now-uninhabited island. It even once served as a quarantine site during a leprosy outbreak. Today, it’s an easy and interesting day trip for beach lounging, surfing and hiking. Take a boat over to the quiet spot and play modern-day explorer, keeping an eye out for colorful bird and fish species.

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.

You will likely see Bronzino’s famous portrait of Eleonora (or Eleanor) de Toledo, in the Uffizi, during your visit to Florence. The Spanish noblewoman who became the duchess of Florence in 1539 when she married Cosimo I de’ Medici was unusual for her time, playing an active role in politics and as a patron of the arts. Her patronage extended to garden design, in its infancy (at least in Europe) in the 16th century. Eleonora commissioned the Boboli Gardens behind the Pitti Palace as a green escape from the city; they continue to provide a retreat for travelers today.

Among the earliest examples of the formal compositions that would dominate garden design through the 20th century, the grounds are dotted with classical statues and fountains while straight axes run up and down the hillside with an apparent disregard for topography. A moment in design history can be experienced first hand here. There’s a feeling that the man who planned the gardens (Niccolò Tribolo) conceived a formal plan and then simply laid it atop the site. Principles of garden design were later to shape city planning. The allées of the Boboli Gardens were early models for grand boulevards leading the eye to distant monuments. One of the pleasures of gardens, however, is that you don’t need to know their histories to enjoy the flowers in bloom or the sounds of birdsong and splashing fountains.

One of Mexico City’s most historic neighborhoods—a once-independent city-state politically joined to the Aztec capital of Tenochtitlan—Tlatelolco is a fascinating side trip few tourists make. At its center lies the district’s so-called Square of the Three Cultures, where a colossal public housing development (of revitalized interest to architecture buffs) surrounds a 17th-century Spanish church (notably embellished with stained-glass windows by 20th-century artist and architect Mathias Goeritz) as well as the ruins of pre-Hispanic Tlatelolco pyramids and other structures. In addition to being the exact spot on which the Aztec empire fell, the square was also the site where Mexican armed forces perpetrated a bloody 1968 massacre of university students and political activists. Tragedy aside, the area is still home to thousands of hardworking average Joes, and the community garden, known as the huerto, is pure down-home bucolic charm; it’s well worth a pop-in.

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.

Most coastal cities have a seaside promenade that invites unhurried strolling, and Mazatlán is no exception. In fact, its Avenida del Mar is reported to be the longest one in the Americas. Here, you’ll notice not only the turquoise-colored sea and the palm trees lining the beach, but also the new high-rises containing upscale residences for the nouveaux riches and deep-pocketed snowbirds, as well as charming sculptures reflecting local life.

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.

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.