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Montevideo’s Ciudad Vieja, or Old Town, is located on a peninsula separating the Río de la Plata from the harbor. It has the orderly grid typical of many Spanish cities in the New World. Until 1829, the Ciudad Vieja was walled though today only one gate (the Puerta de la Ciudadela) remains of those defenses. This section of Montevideo is home to many of the city’s most famous historic buildings, including the cathedral and the Cabildo, which today houses the city’s archives.

When the Four Seasons took over Johannesburg‘s celebrated Westcliff Hotel (a colonial-style grande dame that was admittedly fraying around the edges), its brief was clear: update the tired ambience with a cutting-edge makeover. For its first property in South Africa, the luxe hotel group spared no expense, closing the hotel down for a year and a half until they were satisfied with the full revamp, which debuted in December 2014. The new Four Seasons has modern elegance in spades, from the minimalist View restaurant (the main feature here is, as the name suggests, the panoramic view over Johannesburg’s lush landscape) to the 117 rooms outfitted with chrome details and local contemporary art.

For generations, the Westcliff has been the bastion of Johannesburg’s most rarefied citizens, who decamped to the hotel for special occasions or met for high tea on the terrace. With its new look, the property is ready to welcome back its longtime clientele while opening doors to a more youthful set in the process.

Within the Aysén Region, the Chonos Archipelago, named for an extinct people, is laced with innumerable islands around which blue whales thrive. Both the Darwin and Moraleda channels traverse the archipelago, which extends down to the 17,420-square-kilometer (6,726-square-mile) Laguna San Rafael National Park in the Northern Patagonian Ice Field. The San Rafael Glacier and a 16-kilometer-long (10-mile-long) fjord are found within the park that is part of a UNESCO Biosphere Reserve.

Considered by some as a Milan institution, Cantine Isole is a small wine bar/enoteca with a lot of history and great atmosphere. It’s located in the Chinatown neighborhood, near Garibaldi station and the Isola neighborhood. Expect a lot of character.

Start your day at Deus Ex Machina, a motorcycle store in an alley full of them, whose café is the perfect spot for a cappuccino and soft scrambled eggs while you ogle the Ducatis.

T. Loafer is hard to miss thanks to its colorful exterior, patched together from more than 20 salvaged window frames. Order a cup of hibiscus lemongrass tea and a pastry made with locally grown fruit. The shelves are stocked with books, regional crafts, and photographs processed in the darkroom downstairs. 886/(0) 9-3781-7612. This appeared in the November/December 2012 issue.

This little market is full of treasures (and a few tourist souvenirs). What you get to experience here is everyone’s trade and how these crafts help support their family and village. Lots of things to buy...and they’re willing to bargain.

Usually, when you travel, it’s to experience a different side of yourself. The more adventurous side, the slightly less scheduled side, the sleep-in-without-guilt side. And when you stay at the Drake Hotel in Toronto, you can’t help but feel like your cooler side is making a much-needed appearance. The recently renovated property on Queen Street West features the kind of interior design that radiates style whether it’s in the kaleidoscopic lobby, the next door theater, or in two wings of suites. That’s because the hotel commissioned artists to showcase their work on plenty of open surfaces — from a black-and-white squiggle accent wall in guest rooms to personality-driven drawings in the elevator — and the results make for surroundings that are the material equivalent of black sunglasses. Paired with of-the-moment details like pink terrazzo showers and wraparound midcentury sofas, and the Drake Hotel is meant to cultivate a see-and-be-seen vibe.

But that’s not to say that the hotel sacrifices comfort for being camera-ready. The staff is kind and always available through text, the beds are soft and squarely stationed in front of a well-appointed bar and flatscreen television, and designer toiletries are filled to the brim. It’s also possible to eat throughout the day at the hotel’s delicious cafe and patio (get the French toast), and then spend the night at its second-floor bar or ground floor lounge. On weekends, even if you’re not a guest, you can stop by for regularly scheduled events including a DJ who spins old and new tunes. If you do plan on leaving the hotel to see the city, then you’re right in the midst of it, and the surrounding neighborhood can keep you readily entertained.

When you stay at the Drake Hotel, don’t be surprised if you feel relaxed, in-the-know, and decidedly cooler once you check out. These are sides of yourself the hotel may have encouraged, but feel free to hold on to them after you return home.

Arriving alone and hungry in the Philippines, I checked into my hotel and immediately asked for a dinner recommendation. After some thought by the staff, I was directed to Zubuchon for some authentic Filipino food; but not just any food: Lechon. And not even just lechon, but what Anthony Bourdain suggested is the “best pig...ever.” This perfectly prepared pig keeps its moisture generously covered and insulated with a layer of pork belly fat. Unfortunately, for some reason, I was not able to purchase a piece of pork less than ½ kilo. So, that is what I ordered. Perhaps I should have given the menu a closer look and ordered from the selection of “Fast Meals” that appear to be better suited for one. Before I ran off with my ½ kilo of pig, the server suggested I also try a Kamias Shake which paired with the pork better than any wine pairing I have had with a meal! The tart, but not quite sour, beverage brought out all the nuances of the lechon. Back at my hotel, I was unable to stop myself from eating all ½ kilo of meat - and heading to bed that evening completely stuffed. Try the lechon in the Philippines. And make sure you have Zubuchon at least once!

The giant ferris wheel on the south bank of the Thames is made up of 32 futuristic glass capsules - all of which are sealed, air-conditioned and big enough to house 25 guests. Riding the attraction is effectively being stuck in a bubble, albeit one that offers 40km views in all directions (see if you can spot Windsor Castle in the farthest distance on a clear day). This is the wheel that never stops turning, and while views at the top are stunning, you won’t feel the ascent/descent: the Eye does one full rotation every 30 minutes, and turns so slowly passengers walk on and off at ground level. Curiously there is no capsule 13; since the number is thought to be bad luck, its been replaced in the lineup by the infamous no.33.

Spend the night nestled under the Golden Gate Bridge in the most dignified of accommodations: the former living quarters of high-ranking officers in the U.S. Army. Cavallo Point is the result of the luxurious reimagining of a cluster of military lodges located within the Golden Gate National Recreation Area, just over the bridge in Marin County. Today, the 142-room hotel serves as a retreat for in-the-know travelers and locals looking for an easy, elevated escape from everyday city life. Original brick fireplaces and beamed ceilings mingle with modern finishes and furnishings, such as butter-soft leather sofas and whitewashed Adirondack chairs. The expansive grounds are meant to be explored on foot or bicycle. The Wellness Weekend package includes all meals, prepared with an emphasis on health at Murray Circle restaurant, morning yoga classes, guided hikes, a spa treatment, nightly wine receptions, and plenty of free moments to soak in the serene meditation pool—the very best kind of boot camp.

This quirky Pompeian red house in Anacapri, Italy, was built by a Confederate officer who fled the United States after the war. His several archaeological finds from the region and beyond are on display in the house, some built right into the walls. Over the front entrance, embedded in the Byzantine-style mosaic, is a Greek phrase that translates to “hail citizens of the land of leisure.” The house is now a small museum to a collection of early 20th-century oil paintings of Capri and Naples. In a corner room on the top floor, you can see some ancient statues that were fished out the Blue Grotto during two different excavations over the past few decades.

One can’t help noticing Brazil’s stark social contrasts, especially visible in Rio thanks to rich neighborhoods that often sit cheek by jowl next to some of its poorest, the city’s famous favelas. High up in the favela called Tavares Bastos, visitors can take in an evening that includes some of the city’s best jazz, yet in a setting like few others: a boîte called The Maze. The owner, a British artist and longtime Rio resident, first decided to mount a First Fridays show in 2005, and those monthly events have become a citywide musical tradition. Those who journey up—aboard a minibus or in a taxi—will get breathtaking vistas to go with the great entertainment.

Only in Rio can you happen onto a tropical paradise without leaving city limits. About 22 miles west of Copacabana lies Prainha. The name calls up a small beach that’s in fact a sand formation in an ecological reserve surrounded by the Atlantic Forest (Mata Atlântica), with its complete variety of plant and animal life. Known as one of the city’s surfing meccas, it’s a gem for anyone keen on sun and waves. Eat fresh seafood right on the beach, and if you brought your board, take the surf-bus that connects to the city’s most popular tourist areas.

It’s safe to say there’s nothing in the world quite like this magical island, topped by a medieval monastery that rises out of the bay like a heavenly apparition. It’s said that, early in the 8th century, a bishop in nearby Avranches was visited by the archangel Michael, who told him to build a church atop an island out to sea. From 966 onward, the dukes of Normandy, supported by French kings, oversaw the development of a major Benedictine abbey on Mont St-Michel. Massive buildings were added throughout the Medieval period, and the abbey became a renowned center of learning, attracting some of the greatest minds in Europe. To access this UNESCO World Heritage site, you must park in an off-site lot and take a shuttle or walk over a footbridge. Recent improvements have made the process much easier, but you should expect crowds in most seasons, as Mont St-Michel is the third most-visited monument in France. After touring the abbey, head to La Mère Poulard restaurant for the signature omelets and butter cookies. There are also several hotels on the island, though most visitors tend to spend the night elsewhere.