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  • Cape Point, Cape Peninsula, Cape Town, South Africa
    While Cape Point is not, in fact, the southernmost tip of Africa—as is often claimed—it is generally accepted that the Indian and Atlantic oceans meet somewhere between here and the real tip, Cape Agulhas. Still, Cape Point is about as dramatic as you can get, with the land falling steeply away on three sides, the wind whipping around the cliffs, and the ocean churning below. The road to the point, at the end of a drive from Cape Town, goes through 20 miles of nature reserve full of baboons and antelopes. For those who don’t want to walk up to the lighthouse, there is a funicular, but to reach the point itself, you’re going to have to hike.
  • 112 Academy Dr, Austin, TX 78704, USA
    A compound-like hideaway on a leafy street a block from trendy South Congress Avenue, Hotel Saint Cecilia is a retro-glam love letter to the 1960s and ‘70s rock music scene, named for the patron saint of music and poetry. But that doesn’t mean that rock stars smash guitars and throw ragers here (unless they rent out all 14 rooms, of course); unlike at its nearby sister properties, Hotel San José and Austin Motel, only guests and club members are welcome at the lounge, a laid-back affair with a Parisian-café–style patio, chesterfield sofas and a fireplace indoors, and craft cocktails and gourmet small plates. Between the 1888 Victorian main house—originally inhabited by a descendent of Davy Crockett—and verdant grounds that hide private porches and a serene pool, the hotel feels more like an impossibly stylish artists’ retreat than a celebrity getaway.

    Each distinctively decorated room is larger than many an apartment, and seems ripped from the pages of a fashion magazine photoshoot. Every detail has been thought through, from the refreshing Grown Alchemist body care products to the Swedish Hästens mattresses (the hotel is the only one in North America with them in all rooms) to the impressive library of LPs to borrow. Everyone’s a rock star, here.
  • 70 Juta St
    Located in the trendy 70 Juta Street complex, Parooz Fashions is stocked and run by an awesome young lady named Roxy. Frequented by top local celebs, the store has a wide range for all tastes, so as a visitor you should walk in and ‘Parooz’ the store, then grab something stylish that catches your eye and kit yourself out from head to toe in some awesome threads!
  • 1222 16th St, Miami Beach, FL 33139, USA
    If you want to travel back to the 1980s à la Stranger Things but still be able to order a drink, Ricky’s South Beach is the place to go. With air hockey, board games, and arcade games like the Terminator and Dance Dance Revolution, you can relive the unplugged past, or relive college days at the beer pong tables. The impressive whiskey collection is very adult, however, and bands and comedians perform on the large stage. Ricky’s also serves the no-frills bar food of your dreams: waffle mac ’n’ cheese, Korean frog’s legs, stacked chicken nachos, and funnel cakes.
  • 76 Pitts Bay Rd, HM 08, Bermuda
    Known for generations as the Pink Princess, this legend opened its doors in 1885 and remains one of the largest and most celebrated hotels in Bermuda. Fresh off a $100 million renovation in 2016, the 170 rooms and suites are now what you’d expect from a Fairmont-managed property—clean, modern, and comfortably luxurious, all with water views—while public spaces have been elevated by an exceptional collection of modern art (Andy Warhol, Damien Hirst, and Ai Weiwei are just some of the luminaries who grace the walls). The new infinity pool has gorgeous views over the harbor, the spa offers treatments and fitness classes in partnership with noted brand exhale, and the marina’s water-sports team can organize everything from kayak and Jet ski rentals to paragliding lessons. Guests also have exclusive access to a private beach club on Sinky Bay—just 20 minutes away from the hotel via complimentary shuttle—which features water hammocks and snorkeling-friendly waters. Back at the resort, dining options include the buzzing Marcus, serving signature dishes from celebrated chef Marcus Samuelsson, and more casual options highlighting fresh seafood and local rum.
  • Teahupo'o, French Polynesia
    Tahiti Iti, Tahiti‘s smaller sister island that’s connected to the main island at the southeast coast, is home to one of the most famous surfing waves in the Pacific, Teahupoo. This powerful reef break most certainly should not be attempted by anyone but the best surfers—a fall means being dragged by the current across the sharp coral right below the surface. That edge of drama makes for a tense but enjoyable afternoon of observation (from the beach). The left break is best between April and October. The Billabong Pro competition is held here August.
  • Tasmania, Australia
    This J-shaped peninsula southeast of Hobart is home to natural, historic, and man-made surprises. The Three Capes Track is an awe-inspiring way to take in the landscape, home to Australia’s tallest sea cliffs; Shipstern Bluff (“Shippy’s” and “Devil’s Point” to locals), known for giant waves and shark encounters; and the Totem Pole and the Candlestick, two dolerite sea stacks popular among crazy rock climbers and rappellers. Port Arthur is Tasmania’s most famous convict site, and a variety of tours—including a lantern-lit ghost tour—are designed for families. Before you leave, toast the trip of a lifetime at McHenry Distillery, one of the world’s most southern distilleries, with a sloe gin made from locally foraged berries.
  • Port Antonio, Jamaica
    For those who aspire to travel as trendsetters in Jamaica, it helps to know that Port Antonio, way out on the eastern end of the island, is the destination to head for. And the address to shelter at is the Trident Hotel, whose 13 waterfront villas would not look out of place on South Beach. Nor would the crowd that hangs around its infinity pool or in its restaurant, Mike’s Supper Club, where local musicians and the occasional celeb sit down to knock out tunes on the 1917 Ferrari-red grand piano. The Trident Castle, a kind of fantasy annex, is a former private residence whose grand rooms, sea-view terraces, and dollhouse-size chapel make it ideal for destination weddings. A hard road to get there? Not for guests who avail themselves of the helicopter pad.
  • 1 Melrose St, Melrose, Johannesburg, 2196, South Africa
    It’s a sad fact that many swaths of Johannesburg aren’t exactly walkable, but that’s not the case at Melrose Arch, a trendy complex filled with some of the city’s hottest restaurants, galleries, and shops. Guests are in the heart of the action if they book a stay at the African Pride Melrose Arch Hotel, a slick property with 118 stylish, contemporary rooms adorned with modern African art. And now that the hotel falls under the Marriott family umbrella, guests can expect all sorts of perks and upgrades associated with the brand.
  • 276 Fox St, City and Suburban, Johannesburg, 2094, South Africa
    Sunday is the day to go when food vendors from nearby sell their eats in one place. Maboneng is the arts district of Joburg. Arts on Main hosts several galleries, shops and vendors to enjoy. Many of the galleries feature young and emerging artists of Joburg who are very talented. The picture shown features some of these artists’ works. Jozi’s art scene is rapidly growing and on the same level as New York and other big art cities in the world. We stayed at the 12 Decades Hotel for a few nights and explored Soweto (for history) and Parkhurst for drinks/eats. I also heard from a local that Rosebank has a great market for crafts.
  • 2201 N Stemmons Fwy, Dallas, TX 75207, USA
    For evidence of the “everything is bigger in Texas” trope, look no further than this urban resort, which—with 1,606 Asian-accented guest rooms and suites spread out over 45 acres—is one of the largest in the south. Its location in the Design District, not far from the Dallas Convention Center and the office towers of downtown, makes it popular with the business-meeting crowd (as does the 600,000 square feet of on-site event space), but there’s plenty to tempt leisure travelers, too. Paired with an outdoor sculpture garden, more than 1,000 international works displayed throughout the property make up one of the biggest hotel art collections in the world. Guests can dine on everything from steak and seafood to pizzas, salads, and grab-and-go snacks at the eight restaurants and bars, or make a night of it with specialty cocktails and fine wines. They can also relax with treatments at the VSpa, or work off indulgences at the whopping 80,000-square-foot Verandah Club & Fitness, equipped with indoor and outdoor pools; basketball, squash, and racquetball courts; a cross-training and boxing gym; and more. In the summer, the sprawling Jadewaters pool complex—with lazy river, swim-up bar, 180-foot water slide, and kids’ activities—is as close as you can get to a water park in the heart of the city.
  • Woodstock, Cape Town, South Africa
    A colorful working-class neighborhood near downtown that had fallen on hard times, Woodstock has been revitalized with a mix of galleries, artists’ studios, boutiques, and restaurants. Much of the area’s original vibe remains, however, thanks to the long rows of colonnaded shops that edge Albert and Victoria roads. Among the nearby storefronts that are open throughout the week are Espresso Lab Microroasters and Luke Dale-Roberts’s award-winning restaurant, the Test Kitchen. Continuing down Albert Road, you’ll find spots like the Woodstock Co-op and the very trendy Woodstock Exchange, with a great array of places to eat and stores selling local goods. At the end of Albert Road, there’s a concentration of galleries, including the Stevenson, Goodman, and SMAC. On Saturdays, Woodstock draws crowds to the Neighbourgoods Market, a prepared foods extravaganza in the Old Biscuit Mill.
  • Bankside, London SE1 9TG, UK
    It’s impossible to ignore the hulking 1950s architecture of the Tate Modern, slap-bang in the middle of the most-walked part of the South Bank. A visionary refurb of this former power station has resulted in an artistic behemoth with multiple gallery spaces (containing both free exhibitions and ticketed exhibitions), including the fantastic Turbine Hall for oversize installations. Outside, the Millennium Bridge leads over the Thames to the City and the great domed St. Paul’s Cathedral.
  • 225 7th St SE, Washington, DC 20003, USA
    The Eastern Market, now a National Historic Landmark, opened in 1873 to serve the Capitol Hill neighborhood (an 1805 version, located down by the Navy Yard, was a casualty of the War of 1812). The brick market hall, packed with butchers, bakers, vegetable markets, cheese vendors, flower kiosks, and a lunch counter, is bright and charming. Under the shed roof outside, additional local produce is displayed and sold. On weekends, booths selling vintage goods and handmade jewelry, housewares, and clothing do a brisk business down the center of 7th Street. Crowds spill out of the cafés, taco joints, and bagel shops occupying the first floors of the row houses along the block, adding to the lively mix at the market.
  • Guadalupe, Baja California
    Just inland from Ensenada, Baja California exists a wonderland of fine wine, haciendas and Provencal restaurants. There is an energy here that is worth dawning the bullet proof vest and heading a couple hours south of the Mexican boarder to check out the excitement and culinary innovation. In the Valle de Guadalupe wineries and restaurants are redefining where fine wine comes from and what Mexican cuisine can be. The Valle de Guadalupe sits in a valley that warms through the day and is cooled every evening by the onshore flow off the ocean, allowing perfect conditions for grape growing; which has been going on here for over a hundred years. Additionally, the valley is a source of fine olive oil, locally grown herbs and produce, local farms and seafood from the nearby ocean. The best way to experience this culinary movement is to stay at a winery like Adobe Guadalupe or Vinedos Malagon in the heart of the valley. These wineries offer more than just wine tasting and luxury, they offer activities, ranging from horseback riding to cooking classes, deep sea fishing or dirt biking. The best part of it all is you can still fill up on classic Mexican tacos and mariscos when the fine dining and wine becomes too much.