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  • Tokara Wine Estate, off R310 Helshoogte Road, Banhoek Valley, Stellenbosch, 7600, South Africa
    A winery with an enviable view, Tokara is considered one of the best in the region for its cabernets, sauvignon blancs, and premium olive oils. As compelling as the wines are, though, people flock to Tokara for its restaurant, led by chef Carolize Coetzee. Here, in a stunning building made of glass, steel, and stone, diners enjoy contemporary cuisine, award-winning wines, and dramatic views over Stellenbosch and False Bay. Before sitting down for your meal, enjoy a drink at the bar, which offers views of the kitchen as well as the sun setting through a picture window. Then dig into creative dishes like roasted beef with lemon-glazed shimeji mushrooms, and pork belly with carrot-ginger sauce. The menu changes seasonally, but guests can always expect a life-changing meal.
  • Shop L43, Nelson Mandela Square, Cnr 5th Street and, Maude St, Sandown, Sandton, 2146, South Africa
    The VIP Room comes with proper clubbing experience as a backing, with previous ventures like Taboo and Cocoon Lounge before it, this venue offers only the cream of the crop to it’s patrons. In the heart of the Sandton business district at the Michelangelo Towers, the club is conveniently located near top hotels like The Michelangelo, The Davinci, The Sandton Sun, etc, and restaurants in the square should you want to grab a bite before heading out for the night,
  • B102, The Woodstock Exchange, 66 Albert Rd, Woodstock, Cape Town, 7915, South Africa
    Woodstock is the creative heart of Cape Town, filled with galleries, studios, street art, and artsy types galore. The Woodstock Exchange is a hub for the design set, home to a rotating legion of furniture shops, coffee shops, and furniture shops combined with coffee shops. Because, why not? Right when you enter the space, you’ll be greeted by this mammoth sculpture of a sleeping dog. Proceed with caution: this doesn’t look like the kind of guy you’d want to wake up.
  • La Rochelle, Johannesburg South, 2190, South Africa
    This statue of Apartheid fighters, Walter Sisulu and his wife Albertina by Marina Walsh, sits watch over their original offices in the background, where Walter was once an estate agent. According to my guide, the statue was designed for people to sit in the laps of the depicted couple and to have photos taken. So if you ever happen upon the statue, be sure to sit on Walter or Albertina’s lap and have a photo with them!
  • Boschendal Estate, Pniel St, Groot, Franschhoek, 7680, South Africa
    At Boschendal, guests can slow down and savor “Le Pique Nique,” a pre-packed picnic basket that you can order in advance of your visit to the vineyard. When you arrive, collect your wicker basket filled with sweet and savory treats, pick up a bottle of wine to pair with your snacks, and find a spot under the pine trees to sit for the afternoon, relaxing and enjoying the sunshine.

    Boschendal is right on the edge of Stellenbosch, about an hour’s drive from Cape Town through the beautiful hills and valleys of the winelands. The owners transformed several farm laborers’ cottages into luxury accommodations, should you wish to spend the night after a day of vineyard tours, winetastings, and dining at the estate’s several restaurants.
  • South Africa
    The Cederberg Mountains are where Capetonians go to hike and camp in the Western Cape. After a very bumpy (7km or so) ride deep into the hills and valleys of the Cederbergs, you’ll arrive at Gecko Creek Lodge. Each evening, watch the sun fall snugly between the mountains from your tent, pictured here. You can bring your own tent or opt to use Gecko’s, which was setup with two twin beds and included linens. Gecko also offers wood cabins with hammocks on a small front patio. With a swimming pool, hiking trails to wander, a nearby river, plus a lapa and boma (dining/cooking area) for mingling with the other guests, there was no shortage of activities to partake in.
  • 17 4th Ave, Houghton Estate, Johannesburg, 2198, South Africa
    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.
  • Gogo Falls Road, Nairobi, Kenya
    Families would be hard-pressed to find a more memorable place to stay than Giraffe Manor. Located in the leafy suburb of Langata, about a 30-minute drive from central Nairobi, the 1932 family home of a former candy baron was modeled on a Scottish hunting lodge before becoming a sanctuary for endangered Rothschild’s giraffes, for which the boutique hotel gets its name. The ivy-clad brick mansion features 12 light-filled guest rooms, many with gauzy canopy beds and understated furnishings, but the real draw is the airy breakfast room, where you can feed the exceedingly friendly animals as they crane their necks through windows and doors in search of snacks. Afterward, complimentary chauffeured vehicles are on hand to take you to the area’s most popular attractions: at the David Sheldrick Wildlife Trust, the residents being fed are orphaned baby elephants.
  • Corner Adderley Street and, Wale St, Cape Town City Centre, Cape Town, 8000, South Africa
    History buffs and those who are curious about the slave trade and its impact on South African development (specifically the Western Cape colony) will find a visit to the Slave Lodge very insightful. The theme of the museum is “from human wrongs to human rights.” Through posters and historic artifacts in the exhibits, you’ll gain an understanding of the history of the slave trade, as well as of human rights violations that persist in the world today. Plan on giving this museum at least an hour to walk through. (Iziko operates 10 other museums in South Africa, including the planetarium.)
  • Nahmani St 25, Tel Aviv-Yafo, Israel
    This beloved boutique hotel in the center of Tel Aviv is named after Norman Lourie, the South African-born renaissance man who became not only a “one-man film industry” in Israel, according to a 1948 issue of Variety, but also the nation’s first luxury hotelier. It comes courtesy of Lourie’s son, who bought two adjacent buildings off King Albert Square—both designed in the 1920s Eclectic style—and had them painstakingly transformed into a modern urban retreat. Guests of the hotel can look forward to a rooftop infinity pool, a Japanese tapas restaurant with gorgeous views, a lengthy menu of unique excursions, and, of course, the Norman Series—a monthly event at the Library Bar, during which you can catch various leaders (think diplomats, economists, artists, and scientists) in conversation. Rooms here are equally singular; no two are alike, though all feature Frette linens, beautiful bouquets, and homemade treats at turndown.
  • 94, Kikenni Dr, Nairobi, Kenya
    A stay at OneFortyEight, in Nairobi’s Langata suburb, feels like hunkering down at your most stylish friend’s home. The former private residence has eight eclectic rooms that blend regional artwork, custom furnishings (by local fashion designer Anna Trzebinski), gothic touches, and feminine finishes and come in a variety of layouts to satisfy every kind of traveler, from two-storey apartments to a three-bed loft perfect for children. A large, welcoming fireplace sits in the middle of the living area to greet guests, dinners take place around a giant wooden table, and a covered lounge overlooks gardens filled with grazing warthogs and tree-leaping monkeys. Days are spent visiting nearby sights—dropping in on the giraffes at the African Fund for Endangered Wildlife Center, adopting a baby elephant at the David Sheldrick Wildlife Trust, or walking in the footsteps of Karen Blixen. Of course, no one could blame you for holing up for the night: each room has access to Wi-Fi and Netflix.
  • Tafelberg Rd, Cape Town, 8000, South Africa
    Cape Town’s Table Mountain National Park, which hugs the perimeter of the city, is so popular that the line for the cable car to the top can be longer than a queue for a Disneyland ride. But why stand in line when you can put your feet to use? There are several routes that lead to the top of the 3,562-foot, flat-topped mountain, including the two-mile Platteklip Gorge trail. Yes, it’s steep, but startling views of the city and the Atlantic await. Trek, get hungry, then picnic on local provisions—crackers, Dutch-style Gouda, and biltong, the thick-sliced South African jerky—before riding the cable car back down.

  • 107 Bree St, Cape Town City Centre, Cape Town, 8001, South Africa
    A once quiet downtown thoroughfare, Bree Street now has so many eateries that it is a sort of restaurant row. The feeding starts with breakfast and goes through lunch, afternoon snacks, drinks, and dinner at places like Bacon on Bree, Folk Coffee, the Culture Cheese Club, Café Frank (a must for breakfast or lunch), Clarke’s Bar & Dining Room (very popular for weekend brunches), Chefs Warehouse and Canteen (where it is essential to arrive early because the kitchen closes at around 8 p.m.), and the always packed (especially for drinks) La Parada. Just off Bree Street are many other options, such as the Hungry Herbivore and the House of Machines, whose customers often overflow onto the narrow side street.
  • Helshoogte Rd, Stellenbosch, South Africa
    While most travelers visit the Cape Winelands in the spring or fall, Delaire Graff is a year-round destination. At the estate’s Wine Lounge, guests can enjoy a glass of wine on the outdoor terrace during the summer, or cozy up by the crackling fire in winter, enjoying the famous view through floor-to-ceiling windows. The wines here range from elegant reds with soft tannins to white wines that capture the freshness of the harvest.

    Those craving a more complete experience should know that Delaire is also a Relais & Châteaux property with an on-site spa and six separate lodges. Book a massage and you’ll enjoy full use of the pool, steam room, and sauna as well as a tasting in the Wine Lounge post-treatment, or stay overnight in the Owner’s Suite, which features a heated plunge pool and views of Table Mountain.
  • R310 Baden Powell Drive, Stellenbosch, 7603, South Africa
    Around since 1692, Spier is one of the oldest and best-known wineries in Stellenbosch. Not only does this historic estate continue to receive accolades for its wine, it’s also become a hot spot for travelers thanks to its family-friendly atmosphere. Visitors can easily spend anywhere from a couple hours to an entire day enjoying all the activities Spier has to offer, from picnics on the lawn overlooking the Eerste River to self-guided walking tours of the property. There’s also a farm-to-table restaurant on-site, as well as an outdoor playground for children. For something unique, book the “Eagle Encounter” program to learn how the estate rehabilitates wounded birds and uses them for natural pest control, or take an evening Segway tour of the vineyards, followed by a sunset tasting among the vines.