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Kalk Bay Expresso is just one of several coffee shops in the quaint seaside town of Kalk Bay. The repurposed train car, which dates back to 1914, sets this restaurant apart. The cafe serves both sweet and savory crepes, making this the perfect stop for a mid-morning or afternoon snack en route while driving to see the sights on the rest of the Cape Peninsula.

Chef/owner Aaron Silverman’s farmhouse restaurant, in the heart of Barracks Row, serves creative (and Michelin-starred) cooking inspired by his travels and culinary training in the American South, Mexico, the Mediterranean, and Southeast Asia. Pork sausage and lychee salad is a menu mainstay; most other dishes are rotated out frequently to make way for “new stuff,” anything from grilled cucumber with coconut and anchovy to jumbo lump crab with squash blossom. Groups of six to 12 can make online reservations, all others should be prepared to wait a while. Line up before the 5 p.m. opening time to snag a seat at the counter facing the open kitchen and wood-burning stove.

Situated on a farm a 50-minute drive northwest of Hobart, Two Metre Tall’s brewery is worth the detour. On Fridays and Sundays, the outdoor bar serves experimental beers and ciders made with local apples, hops, and other ingredients. Don’t miss the beer-fed local beef, which visitors can barbecue on-site.

With its outdoor cafés and Technicolor facades, the 17th-century Nyhavn Canal is perhaps one of the most Instagrammed attractions on the planet. The best place to experience it all is 71 Nyhavn, an intimate boutique hotel overlooking the harbor at the end of the canal. Occupying a pair of former seaport warehouses built in 1804, the 130 rooms—many of which are newly renovated—mix original details (wood beams, brick walls) with contemporary comforts (leather headboards, furnishings by Arne Jacobsen and, in the lobby, avant-garde paintings from the owner’s private collection). Downstairs, SEA serves southeast Asian fare by the team behind Michelin-starred restaurant Kiin Kiin—a nod to the once-exotic trade routes that gave the canal purpose.

You haven’t quite experienced the most authentic Reggae concert in Jamaica until you’ve been to Rebel Salute. While Sumfest gets all the press and is more commercialized, Rebel Salute—held every January—is Jamaica’s largest strictly-Reggae all-night show, headlining every single big Reggae music name you can think of. Now held on the north coast, on the picturesque grounds of Grizzly’s Plantation Cove, this well organized, alcohol-free event welcomes everyone from families to couples. Camp out by bringing your lawn chairs and blankets to indulge in the best of Reggae all night long, under the starry nights of the south. Food and soft drink vendors are present, of course, as are souvenir sellers. Tour operators do arrange group round trips to the event—inquire with Clive’s Transport--and hotels near the venue offer deals.

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.

Meaning “a place where one can enjoy the traditions of times past and rest one’s soul,” Rak Ko Jae certainly lives up to its name. Styled after a Chosun Dynasty–era house, the 130-year-old hanok (traditional Korean house) was used by a secret society during the Japanese occupation of Korea before World War II as a place to study and preserve Korean language and culture. In 2003, a master architect, designated by the Korean government as a “Human National Treasure,” renovated the hanok, and now it’s one of the most picturesque places to stay in all of Korea’s capital. Stepping through the gate into the peaceful courtyard feels like going back in time, and the lotus pond, yellow-mud sauna, and traditional Korean cuisine only add to the anachronistic feeling. Guests staying at the small and intimate Rak Ko Jae can take part in many elements of traditional Korean culture such as making kimchi, trying on a hanbok (traditional Korean clothing), or experiencing an afternoon tea ceremony.

Istanbul is a metropolis with a deep, tumultuous history, where you can haggle at centuries-old bazaars, marvel at palace tilework, and brush up on the latest in contemporary art. As you explore, from mosques to museums, make time to wander down charming cobbled side streets, unwind at Turkish baths, and admire the glittering breadth of the Bosphorus. Here are some of the best things to do in Istanbul.

Nanortalik, which means “the place with polar bears,” is the southernmost town in Greenland, located on an island of the same name. Founded in 1797 as a trading depot at the mouth of Tasermiut Fjord, the town is currently home to approximately 1,000 people. Although the island is named for polar bears, the chance of seeing these furry giants is fairly slim. What you will find, however, is a place of majestic beauty and friendly, welcoming residents. From the nearby Tasermiut Fjord, where rocky summits rise above a narrow glacial inlet, to the Qinngua Valley—the only forest in all of Greenland—Nanortalik is surrounded by natural wonders. Culturally there is just as much to experience. For history buffs, the Nanortalik Museum explores native, Old Norse and European colonial history as it shaped Greenland, with nine historic buildings and the world’s oldest umiak (sealskin boat). To appreciate the richness of Greenland’s traditions, be sure to attend a local choral concert where you’ll hear a unique blend of musical disciplines unlike any you’ve heard before.

There are no boats here, where the Han River flows into the Yellow Sea--this is the watery mine-laden western limit of the DMZ. On a trip to Korea in the mid-1990’s, one of my uncles took us to visit Aegibong, a 500-ft.-high hill that presides over the estuary. From the top of the hill we could see across and into North Korea. The first thing that struck me was the lack of trees--the mountainsides are completely deforested, except for the inaccessible fringe of riverbank. As far as we could see on this clear early autumn day, the slopes above the golden rice paddies were denuded of trees. When the wind blew in the right direction, we could hear propaganda from the loudspeakers on the north bank. A few months later, Kim Il Sung would die, and the North Korean famine would intensify; it’s estimated that up to 1 in 10 North Koreans perished during the mid-to-late 1990’s...all of this while Seoul, just to the southeast of the scene in this photo, would continue to grow into one of the most vibrantly capitalistic cities anywhere... South Korea would morph into the most Internet-connected country in the world, while the North would devolve into a place where doctors have to scrounge in the hills for edible weeds...

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.

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.

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.

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.

Nearly hidden behind a tall row of hedges is Delano South Beach, a landmarked hotel built in 1947 and renovated by Ian Schrager and Philippe Starck in 1995. Schrager and Starck wanted Delano to feel like a home; to that end, Starck created a series of discrete “living spaces,” with mismatched furniture, in the hotel’s common areas. Each of the spaces is intended to evoke specific images and experiences from his childhood, such as a wall of nightlights. The Delano’s backyard and pool area are an extension of the lobby’s “living room,” and that’s why a table and two chairs sit in a shallow section of the pool, and why the hotel’s veranda features the kind of comfortable furniture usually found inside a building, rather than outside it. In rooms, guests will find oversized marble bathtubs, said to be a favorite among NBA players because of their seven-foot length, along with Malin + Goetz toiletries.