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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.

The Portland Art Museum has been a fixture of the Rose City for longer than you’d expect—it’s the oldest art museum on the West Coast, opened in 1892. The current location, on the South Park Blocks, debuted in 1932 with a design by Pietro Belluschi. Today, the permanent collection includes 42,000 works along with a rotating selection of exhibits. Among the highlights in past years: pieces by Rodin and Andy Warhol, and what is thought to be the largest cat painting in the world. The 2.5-block campus also includes the Northwest Film Center.

Plan on spending the better part of a day at the National World War II Museum, even if you profess limited interest in history. This fine, sprawling museum—formerly the D-Day Museum—is affiliated with the Smithsonian Institution, and was established here because of the role the locally made Higgins landing craft played on D-day. Don’t expect the usual repository of static artifacts, like machine guns and airplanes—although you will find those on display. It’s more about gathering stories, from film and oral histories, and from all sides of the conflict. The museum was the idea of Stephen Ambrose, noted author of books about WWII, who wanted to share with the public the interviews that didn’t make it into his books. It’s grown massively since its humble beginnings, and does a remarkable job of capturing the era through both a microscope and wide-angle lens.

Built of mud and adobe, Chan Chan—the nine-square-mile former capital of the Chimú empire (850–1470)—was the most expansive city of its time. Wander along pathways with a guide to see wall reliefs that depict creatures from the nearby Pacific. You’ll learn where various community activities, including human sacrifices, took place.

American sommelier Brian Patterson, his wife, Jenn, and their massive Leonberger-Retriever mix, Bear (the Beartender!) are the consummate hosts at Lisbon’s newest, most interesting, and surely smallest wine bar. Located on pretty Praça das Flores in Principe Real, Patterson curates his all-natural wine list with a laser focus on small producers from around Portugal. He sources his finds on reconnaissance drinking missions around the country, including some of Portugal’s more underdog wine regions. His updated-daily chalkboard menu includes a half dozen or so offerings by the glass (€3.50-7) along with two batch cocktails, as well as intriguing bar snacks to accompany (his hummus is destination-worthy in and of itself). The bar doubles as a bottle shop; rightfully so, there is only room at the bar for about 11 provided everyone is sucking in their wine guts. File under: Wine Revelation.

If you associate the phrase all-inclusive with the bracelet-wearing, tropical drink–swilling masses, then Marquis Los Cabos will make you do a double take. The adults-only resort offers unique amenities—open-air yoga classes, a 13,000-square-foot spa, tequila tastings, salsa-dancing lessons—plus an architecturally stunning property with nary a cheesy palm-tree motif in sight. The views begin in the alfresco lobby, where a stone arch draws your attention to the horizon, and continue through two curvaceous infinity pools overlooking the Sea of Cortez. The 235 rooms, outfitted with marble baths and works by Latin American artists, are just as inspiring thanks to private balconies that offer views of whales and dolphins in the distance.

A larger, more luxurious alternative to an inn-style getaway, the ocean-facing Gurney’s Montauk Resort offers gorgeous views, plush accommodations, and top-notch amenities, including a whopping 2,000 feet of private sandy beach. The spa is the star attraction and includes a Finnish sauna, steam room, Roman bath, and saltwater swimming pool, all of which are only open to guests to maintain a quiet, exclusive ambience. Other property highlights include a salon, fitness center, and selection of restaurants, ranging from Scarpetta Beach (which serves Italian cuisine) to Tillies (a more casual bistro with hearty American fare and brunch specialties on weekends). Not surprisingly, the guest rooms and cottages are especially luxe, with lovely wooden floors, walk-in rain showers, and big windows with sweeping sea views.

If you ask anyone who’s visited Atlanta for restaurant recommendations, they’ll almost certainly suggest Mary Mac’s Tea Room. While the spot is a favorite of tourists—and celebrities, for that matter—it’s also a classic American eatery that locals frequent for special occasions. The space itself is sprawling, covering dozens of rooms and feeling much like a teahouse—although the only tea you’ll be drinking here is sweet and cold. The menu has remained relatively unchanged since Mary Mac’s opened in 1945 and includes hearty portions of fried chicken, fried green tomatoes, and Georgia peach cobbler. Go with a group, order several items to share, and don’t be alarmed when goodwill ambassador Jo Carter comes by your table to rub your shoulders. It’s all part of the experience here.

Set in an 18th-century palazzo, once a former bank, the Park Hyatt Milan boasts interiors designed by American-born, Paris-based architect Edward Tuttle. It aims to wow from the outset. Guests are greeted by a lobby decorated with sophisticated materials such as warm travertine stone and alabaster, and topped with a 30-foot glass-domed cupola. There’s a discernibly modern aesthetic throughout the rest of the hotel, though, from the vibrant modern art scattered throughout the public areas to the contemporary color palettes (creams, beiges, and gentle grays). Rooms are correspondingly elegant, with high ceilings, expensive dark woods, rich wool carpets, and hand-selected furnishings (Murano light fixtures, Bang & Olufsen TVs). The bathrooms are especially impressive, not only because of their generous size and marbled interiors, but also thanks to the mirrored walls, double sinks, octagonal stone and glass showers, and Lauro Tonatto bath products.

While in the Algarve last Summer, we decided to look for unusual beaches. We got a good map in Lagos where we were staying. The map listed beaches on the wild western coast of Portugal. We decided to go to Praia do Amado ( Amado Beach). There were not many Americans in this area so we considered these beaches as new tourist sites for us. This is another of those rocky beaches with immense cliffs. Amado Beach is a long curved beach with huge rollers that the surfers from many countries enjoy. Hikers love the long path to the beach and cliffs. Many of us scrambled along the path and onto the rocks with cameras taking all kinds of photos. On the road before the beach, there is a really good restaurant. This is such a breathtaking spot. I hope we return.

Albertha Grant never set out to win a James Beard Foundation award and win the adoration of international magazines and patrons—she simply cooked good food and served it to people in her North Charleston neighborhood. But amidst the last decade’s gold rush around Charleston cuisine, Bertha’s shines in both its authenticity and flavor. It’s a classic soul food joint, with daily meat-and-three specials like fall-off-the-bone fried chicken, sumptuous pork chops, and collard greens that perfectly balance savory and sweet (there’s plenty sweet in the ice tea for everyone). The neighborhood is predominately African-American, and locals still line up here for lunch along with out-of-towners and Peninsula-based workers seeking Southern food done right. The late namesake’s daughters and granddaughters run the counter-service place now, efficiently taking orders to keep the line moving on busy weekdays.

Rugged Monhegan, aka the Artists’ Island, lies about a dozen miles out to sea, and is reachable only by passenger ferries. About 60 hardy souls live here year-round, most making a living from the sea. If you get a sense of déjà vu when visiting Monhegan, it’s likely because so many of the island’s icons and vistas have been painted by American masters, including Robert Henri, Rockwell Kent, Jamie Wyeth, George Bellows, Edward Hopper, James Fitzgerald, Andrew Wyeth, Alice Kent Stoddard, Reuben Tam, and William Kienbusch. Artists and art lovers come in summer; bird-watchers flock here in spring and fall. Hiking trails access remote rocky beaches and craggy headlands. Go for the experience, the art, and the hiking, and don’t miss the museum at the lighthouse.

As with most structures and sites in Mexico City, the Estadio Olímpico, or Olympic Stadium, located on the grounds of the university (UNAM), has played an important role in several historic episodes. First is its role in mid-20th-century Mexican architecture. Built in 1952, it is a marvel- designed to resemble a volcano in structure. It also has some important historic design elements, namely the decorative Mexican symbolism added by Diego Rivera. Second is its role in the 1968 Olympic Games. Even the spectators and viewers at home who had not paid much attention to the Games knew that the stadium was the site where American athletes Tommie Smith and John Carlos gave the Black Power salute during a medal ceremony. The image of the athletes standing next to Australian silver medalist Peter Norman (who wore a badge in support of Smith and Carlos), is an iconic image of the Games. Today the stadium is the home of the Pumas soccer team, and during home games, the stadium often fills to capacity.