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The tony suburb of Houghton, whose best-known resident was Nelson Mandela, is home to leafy lanes lined with stately estates. Not too far from the Mandela family manse is the Residence, a stylish boutique property that lives up to its name, evoking a private lair of a chic distant relative that guests are fortunate enough to visit for a spell.

The rooms are plush, with velvet headboards, sumptuous rugs, and glittering chandeliers, but the bathrooms are a sight to behold: the gleaming marble tiles and outdoor showers and tubs merit a special mention. Nods to the nautical can be found in the Boat Lounge, where mini sailboats and life preservers inspire the decor. There’s often a pianist tickling the ivories in the Piano Lounge, where guests can retire with a post-prandial cocktail.

This property is closed through 2019 for repairs made necessary by hurricanes Irma and Maria.

Caneel Bay, one of the island’s more secluded and protected bays, is home to Caneel Bay Resort, a historic luxury hotel founded by Laurance Rockefeller. After opening the resort in 1956, Rockefeller donated the land on which it lies to become the Virgin Islands National Park, which covers about 60 percent of the island. Day-trippers can easily reach Caneel Bay by taxi from Cruz Bay. The resort has no fewer than seven beaches, including Honeymoon Beach, a short hike away. Come here to relax on the main beach, book water sports at the diving and snorkeling center and have lunch at the hotel restaurant.

No doubt you’ve seen well-heeled ladies—on Fifth Avenue, Rodeo Drive and the Champs-Élysées—carrying their signature chevron-patterned Goyard totes. The iconic brand started when trunk-maker to the aristocracy, Pierre-François Martin, set up shop in the 1800s to sell hatboxes, steamer trunks and more. Today, you can visit the flagship store at 233 Rue Saint Honoré for handbags and across the street at No. 352 for travel accessories and monogrammed pet items like leashes and collars.

At street level, the Capuchin monastery might seem like many other historic churches in Palermo. But once you go below ground, you’ll encounter the most unusual and macabre display in the city. More than 8,000 mummified bodies are interred in its catacombs, some stacked on wooden shelves, others standing or hanging upright along the walls. The oldest resident is a friar named Silvestro da Gubbio, who dates from 1599; among the more recent arrivals is two-year-old Rosalia Lombardo, who died in 1920 and is so eerily well preserved that she’s been nicknamed Sleeping Beauty.

This tiny island is north of Isla Mujeres and Cancun and is only 26 miles long and offers visitors in search of a “Robinson Crusoe” experience the perfect escape. Long, sweeping beaches beckon with water sports, snorkeling, sport fishing, and total R&R. A shallow lagoon gives sanctuary to thousands of flamingos, pelicans and other exotic birds and creatures, allowing visitors the perfect spot in which to commune with nature. Several good restaurants and hotels are available and tours to area attractions can be arranged by ferry and small plane. Getting around the island is via bicycle or golf cart.

Opened in 1980, Willi’s, with its bright blue facade, is a fixture in the 1st arrondissement. This French wine bar, which is actually owned by an Englishman, is perhaps most famous for its wine-themed posters, which are commissioned each year and created by contemporary artists. A selection of them hang throughout the two-room space, which includes a long wood bar area with stools and an adjacent, larger dining room. The wine list specializes in the best Rhone vintages, but also includes a nice selection of White Burgundies. Affordable a la carte dishes and prix-fixe menus of French classics, as well as Spanish charcuterie, are also a draw.

Located atop The McKittrick Hotel—site of the immersive theater experience “Sleep No More"—Gallow Green is a beguiling outdoor space overgrown with flowers and vines that offers up views of the Hudson River and the High Line. It’s as popular for late-night drinks as it is for weekend brunch; art lovers can fuel up here and then hop around the Chelsea neighborhood afterward. During warmer months, the rooftop hosts “Potions and Plantings,” a monthly tea party for kids (ages 5-10) and their adults. The event outshines all other kids’ tea times in the city (and there are many) and will make the grown-ups want to return for their own happy hour.

If you’ve been to the Louvre, one of the city’s top attractions, you know that most of the restaurants and bars in the near vicinity are mediocre tourist traps. Fortunately, Le Fumoir is an exception, a restaurant-bar-café-tearoom that serves a good meal and a better martini in a sophisticated setting. Despite its name, you can no longer smoke inside this Art Deco spot, but it retains a clubby feel, with a majestic wood bar, leather seating and book-filled shelves at the back.

This isn’t your local Walgreens—the edgy glass-and-steel facade should tell you that. And while you can buy aspirin at its pharmacy or Le Figaro at its newsagent, Publicis is really about upmarket retail: Petrossian caviar, Acqua di Parma cologne, Harmon Kardon speakers, an 1,100 euro handbag from Jerome Dreyfuss. You can also pick up a fine cigar from its humidor or a fine Bordeaux from its wine cave. The two-story “drugstore” also houses a cinema, brasserie and two gourmet restaurants.

A year ago I had dinner at the Clifton, then under the supervision of Tucker Yoder. Mr. Yoder was elsewhere that evening, but I spent several hours at the “chef’s counter” in the kitchen, watching executive sous-chef Jarad Adams work his own delicious magic. Naturally Mr. Adams was meticulous with his food prep, but he was also surprisingly generous with his time for me. Imagine my delight when I returned this year to find Mr. Adams had been promoted to Executive Chef. On this visit, Mr. Adams’s tasting menu showed the same attention to detail as I remembered, but with a greater sense of adventure — even whimsy. From the amuse bouche (a spoonful of polenta topped with pork belly, apple, and a sprig of fennel) all the way through to the sticky toffee pudding with candied pecans, dates, and caramel ice cream for dessert, I was enchanted. The tasting menu consists of four courses and varies by the season. My first course was a toss-up between the butternut squash and apple soup and the shaved winter vegetable salad with hazelnuts, black cocoa, and a buttermilk dressing. I had no regrets about my choice of the salad, especially as butternut squash was the foundation of my next course: the most perfectly seared sea scallop I can remember. From there it was onto monkfish with beluga lentils, with Brussels sprout leaves dancing on top. Mr. Adams knows what he’s doing in the kitchen, and the Clifton — and Charlottesville — is lucky to have him.

Hands down the best place to stay in Mexico City’s Centro Histórico is the aptly named Downtown. Located inside a restored 17th-century casona (mansion), the hotel shares its property with a select group of Mexican businesses, including a chocolate boutique and a mezcal bar, as well as restaurants, cafes, and fashion and jewelry ateliers. Appropriately, rooms evoke a bygone era, with low lighting, brick ceilings, and tile floors somewhat reminiscent of a monastery. Amenities are spare but select (C.O. Bigelow toiletries, for starters), and service is unobtrusive but attentive. After a day spent exploring the city, head to the rooftop pool and bar, where you can sunbathe on a bright yellow chaise lounge or sit under an oversized umbrella while waiting for your cocktail to arrive.

There has been a market in Place Maubert since the 1500s. These days it gathers three times a week -- Tuesday, Thursday, and Saturday. The Maubert-Mutualité Metro stop is just under the square. It’s surrounded by very French specialty shops: patisseries, boucheries, poissonneries, etc. Cafes, bars, restaurants. A lively street life. Exactly what you imagine Paris to be.

Look to the top of Seoul’s 860-foot-tall Namsan Mountain and you’ll see the N Seoul Tower, which rises an additional 777 feet. This aerial perch is the highest point in the city and offers incredible views. Far below, Seoul sprawls out like a toy wonderland, while, on a clear day, North Korea lurks on the horizon. N Seoul Tower also boasts the world’s highest mailbox, so after taking in the views, buy a postcard and send it to someone special.

West Randolph Street in Chicago’s West Loop has become a new home to the city’s culinary talents. Stephanie Izard first drew crowds cooking dishes like roasted pig face at Girl & the Goat (the restaurant pictured above). She then opened Little Goat, a retro diner, across the street. Graham Elliot Bowles keeps it simple at his casual g.e.b, where each dish has no more than three ingredients. On a more elegant note, the prix-fixe menu at Grace, from chef Curtis Duffy, features dishes such as kampachi with coconut, lime, basil, golden trout roe, and pomelo presented in a cylinder of frozen ginger water.

There are few better places from which to enjoy river views and sunsets than the Ponte Vecchio, built in 1345. Spanning the Arno’s narrowest point, this is the only bridge to have survived the German bombing of the city in 1944. There have always been shops on the bridge; the original butchers and grocers were replaced by sweeter-smelling gold and silversmiths in 1593. Sitting right in the middle is a bust of Benvenuto Cellini (1500-1571), the most famous goldsmith of them all.