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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.

For authentic souvenirs from all over the world, head to the West Side Bazaar. The incubator on the Grant Street Corridor supports refugees, immigrants, and low-income entrepreneurs on their path to becoming successful business owners, providing them space to pursue their dreams. Start in the stalls, where you’ll find everything from Rwandan peace baskets and Burmese puppets to Sudanese jewelry and macramé art by an Iraqi woman named Nadeen Yousef. Afterward, refuel with your choice of Mexican cuisine, Asian snacks, Ethiopian fare, halal food, and more.

Key West’s most famous literary resident, Ernest Hemingway, lived in this two-story Spanish-colonial villa for nearly a decade and composed several of his best-known works here. His second wife, Pauline, insisted they add a pool to the spacious grounds—the first inground pool in Key West. The cost ballooned to around $20,000, a fortune in the 1930s, and was said to have contributed to the breakup of their marriage. It’s just one of the fascinating stories guides will share on the half-hour tour of the home and gardens (included in the price of admission). And yes, you’re guaranteed to see plenty of six-toed cats, descendants of Hemingway’s original six-toed cat, Snow White.

One of the most luxurious Western guest ranches, opened in 2005, Paws Up Montana, in Greenough, sprawls over 37,000 acres of classic Montana landscape: elk-filled meadows, rocky peaks, and ponderosa pines in the Blackfoot Valley, with the river of the same name running through it all. The most sought-after accommodations are the “glamping” tents on the banks of the Blackfoot or along Elk Creek that are available May through October and organized into five separate camps, taking just six guests each. The camps combine a Western lifestyle with an African safari formula: canvas suites with private baths, a communal dining pavilion with fireplace and fire pit, private camp chef, and butlers to help organize guest activities. Families and friends who prefer four walls between themselves and nature stay in enormous wood-and-stone villas with heated hardwood floors, fireplaces, leather furniture, huge flat-screen TVs, and panoramic windows; some of these homes come with outdoor hot tubs and tented bedrooms for kids.

All guests have the opportunity to hike, rappel, canoe, play paintball, take cooking classes, and more, but the main action is on-site fly-fishing and horseback riding for all levels on 100 miles of private trails or in a 23,000-square-foot equestrian arena; adults and kids 12 and up can help move small herds of Black Angus cattle on sample stock drives. If parents want private adventure time, kid wranglers entertain young’uns. In the evening, communal entertainment takes place in a renovated barn that serves as stock sales venue, dance floor, and movie theater. Despite the busy activity menu and flow of golf carts transporting guests to and fro, the ranch is large enough, and accommodation so widely spaced that guests can survey the landscape and not see anyone.

Latitudes is the acclaimed restaurant at the Sunset Key Cottages, on Sunset Key, a small private island accessible only by boat. Take the ferry across the Key West Harbor—your scheduled ferry time is your reservation time. The dreamy ride across the gulf waters sets the tone for the rest of the evening. While most restaurants in Key West have flexible dress codes, if any, Latitudes is a place you should break out the nice clothes. If the weather’s nice, ask to eat on the patio, which is decorated with twinkling lights wrapped around the green palms that surround the courtyard, and features tables set with white cloths and candles.

Dreaming of chasing fresh, untrammeled powder? Then Tsaina Lodge, widely regarded as the birthplace of the Alaskan freeskiing scene, is for you. Its location on Thompson Pass, a gap in the Chugach Mountains known for its record-setting snowfalls (averaging over 700 inches a year), and dramatic slopes combine for epic heli-ski exploits on runs that average a steep 3,500 feet. Come summer, the repertoire of helicopter-assisted adventure excursions widens: Fly out to fish, hike, or glacier trek the seemingly limitless surroundings. Après-activity luxuries await back at the lodge, which is situated on the grounds of what had once been an avalanche-safe roadhouse, built in 1949. The dilapidated building was bulldozed and rebuilt in 2012, and the result is a boutique hotel that stands out for its modern, contemporary design. Floor-to-ceiling windows look out onto either glacier or forest from each of the 24 rooms, and there’s a gym, yoga space, and spa—along with a fine-dining restaurant with a focus on local seafood, meat, and game, and the reopened Tsaina Bar, legendary among early freeskiiers.

It was Christmas Day, and the fastest route from Bakersfield to Morro Bay. The route that didn’t involve freeways. {We like that.} So we headed west on Highway 58, through the otherworldly power stations and desolate cotton fields of Rosedale and then up and up and up til we could gaze out over the cold green hills. The winter-dry grass waved in a bitter wind, snow dusted across distant mountain tops. We danced in place, to keep from freezing. A remote and winding road, this one reminds you that even central California has hidden pockets, little spaces where you might, maybe, just vanish.

Philadelphia locals who love the outdoors are particularly fond of walking, jogging or biking the scenic 8.5-mile riverfront “Loop”. The Loop is what we call the recreational path that runs from near the Art Museum to the west side of the Schuylkill River on Martin Luther King Drive, then crosses the Falls Bridge in East Falls, and continues along Kelly Drive back to Boathouse Row, Lloyd Hall and the Art Museum. (Or it can be done in the reverse.) One of the best things about this route for cycling or jogging is that Martin Luther King Drive is closed to vehicular traffic from 6 am to 5 pm on Saturdays and Sundays from April through October. (A small portion of the road from Eakins Oval to Sweetbriar Drive re-opens to traffic at 12 noon.) Bike rentals are available from Wheel Fun at Lloyd Hall. The view of Boathouse Row above is just one of many scenic views from Martin Luther King, Jr. Drive (formerly known as West River Drive) on the west banks of the Schuylkill.

Zurich West’s answer to Bahnhofstrasse is lined with boutiques of its own, the most popular of which are Einzigart for design-minded goods like Kristian Vedel’s handcrafted birds and Little Black Dress for chic, edgy takes on the style classic. The restaurant Josef has long served as the neighborhood’s unofficial canteen with its imaginative tapas-sized dishes and buzzing bar scene. Photo © Gian Marco Castelberg/The Brander

When you’re ready to call it a day on the slopes, take Park City Mountain Resort’s Quittin’ Time run down to High West, the world’s only ski-in gastro-distillery. Tour the space, then try the 36th Vote Barreled Manhattan, made from a pre-Prohibition cocktail recipe that calls for aging the drink for 90 days in white oak barrels. The food goes down pretty easily, too: A bowl of elk chili will warm you right down to the toes of your ski socks. For lighter fare, the popcorn tossed with bacon, caramel, and cashews is sweet, salty, and a nice counterpoint to a glass of double rye.

A real Western experience is easy to come by at the Yellowstone Valley Lodge. The Lodge includes a number of beautiful cabins and a restaurant situated along the Yellowstone River in Montana‘s spectacular Paradise Valley. The lodge is known for the bespoke touches found throughout the property, from the food in the kitchen to the design of the cabins. This is one of the finest Yellowstone National Park bases you’ll ever find, and perhaps the only one you’ll ever return to after a night or two of falling asleep along the river.

The city’s most famous snowbird, architect Frank Lloyd Wright, spent winters at his home and architecture school in the Sonoran Desert. Taliesin West brings the horizontal lines and organic materials of Prairie School design to the desert landscape in low, skylighted buildings. Behind-the-scenes tours visit the pop-up structures that students have designed as living spaces amid the barrel cactus and paloverde trees.

Right on Key West’s famous Sunset Pier and next to Mallory Square, Ocean Key is at the center of the action, proven by the flocks of tourists who descend on the pier every evening at sundown. Inside the resort, the contemporary rooms are decorated in tropical colors like bright lime and turquoise, and have bathrooms with rainfall showers and whirlpool tubs and private balconies with views of the Gulf of Mexico or buzzy Duval Street. The angular pool is surrounded by cabanas and day beds; grab a ringside seat for the daily fashion show at Liquid, the kicking poolside bar. Prefer a quieter experience? The spa has a full range of treatments and packages that lean heavily on Asian traditions and ingredients, from Balinese massage to a Javanese rice-and-turmeric body scrub.

IndexG B&B was an art gallery before the owners renovated the second floor into a four-bedroom bed and breakfast. Housed on a sleepier stretch of Gladstone Avenue but close to the action of both the West Queen West and Parkdale neighborhoods, this family-run B&B offers affordable rooms and minimal amenities. Art is displayed throughout the hotel, and it is all available for purchase. With much to do in the area, this is a well-located hub from which to discover the best of Toronto.

Telluride’s literary mecca, this beloved store is stacked with more than 10,000 books at any given time. The expertly curated regional books section is a fount of the Wild West’s writing prowess, with illustrative tomes on the town’s lurid backstory (you’ll want to peruse Tomboy Bride: A Woman’s Personal Account of Life in Mining Camps of the West). When your eyelids get heavy, head to the tiny coffee bar—squirreled away at the back of the shop—for a caffeine jolt to bolster an afternoon of reading.