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The Villa Grimaldi Memorial and Park for Peace occupies the site of a former interrogation and extermination center operated under Chile’s 1970s and ’80s-era military dictatorship. A wall lists the names of the prisoners who died here, and there’s a garden with a rosebush for each woman executed or “disappeared” that was inspired by survivors’ stories of being able to smell the roses outside their cells. Willows convey sadness engendered by the unspeakable crimes committed on the property. (Only the foundations of the original estate remain, but a model can be viewed.) A focal point of the garden is a gigantic tree that was burned down but somehow survived and grew back to its present-day height of more than 50 feet, a symbol of the indomitable human spirit.

The famed German naturalist and explorer Alexander von Humboldt was the first to document the ocean current that explains why the adorable, nattily plumed penguins favor this part of the Chilean and Peruvian coasts—the water brings oodles of anchovies, sardines, and crustaceans along with it. (Both the current and the penguins were eventually named for Humboldt.) The reserve includes three islands—Damas, Choros, and Chañaral. From the boats bound for Punta de Choros, visitors can catch glimpses of dolphins, whales (including humpbacks and blue whales, especially in January and February), and frolicking sea lions.

In 1989, Chilean winemakers Augustin and Valeria Huneeus happened upon a 280-acre parcel of land in the heart of Rutherford that had never been planted with vines. The couple jumped and bought it. The result is Quintessa, one of the most spectacular estates in the Napa Valley. Today there are three different ways to experience Quintessa—all visits are privately hosted and tailored specifically for each guest. The Estate Tasting includes a walk to a scenic viewpoint, followed by a seated sampling session in the main winery building. The “Quintessential Quintessa” includes a scenic drive to a private tasting pavilion atop Dragon’s Hill, which offers unrivaled vistas of the entire valley and revolves around narratives about the property, the terroir, and how winemaker Rebekah Wineburg plies her craft. Finally, the third—and most exclusive—option, dubbed the “Collectors Experience,” offers at least three wines from the Huneeus family cellar, poured alongside the most current release. Time the visit right and Augustin Huneeus himself might come out in his signature cowboy hat to say hello and regale your group with stories of his life in South America before he emigrated to the United States.

Just 14 kilometers (less than nine miles) from La Serena, the white-sand La Herradura Beach is ideal for swimming and relaxing, as the water is warm and nearly as placid as an outdoor pool. On-site lockers mean you don’t have to worry about keeping an eye on your stuff when you want to take a dip.

Opened by local restaurateur Lisa Wong in 1992, Rosario’s started as a neighborhood café, where San Antonio residents came to satisfy their Tex-Mex cravings. Today, it’s a city institution, known for its south-of-the-border specialties and house favorites. Don’t miss the tantalizing albondigas con arroz (Mexican meatballs braised in a spicy broth and served with rice and queso fresco), or the flavorful enchiladas Mexicanas (three queso-filled enchiladas smothered in a fragrant chile-infused sauce). And be sure to wash it all down with a perfectly crafted margarita.

The largely French-inspired menu at Republique has more than a few surprises on it, like the generous selection of oysters and kanpachi crudo in Thai green curry and peanuts. The high ceilings, walls of windows, and loads of natural light make the atmosphere ideal, as the omnipresent line outside suggests. The grilled octopus salad—made with cabbage, Santa Barbara pistachios, chile, citrus, and lime—is a must. Brunch, however, is the real draw. The brioche French toast is doused in Vermont maple syrup; pupusas come with Oaxacan cheese, avocado, a fried egg, and roasted poblano; and the kimchi fried rice is dished up with beef short ribs and eggs.

Hidden Pond blends Maine cottage living with its own quirky, Instagram-worthy take on luxury. The enclave of 14 colorful one- and two-bedroom clapboard bungalows is spread over 60 acres of birch groves and balsam fir, just a 10-minute drive from downtown Kennebunkport. Each private house comes with a full kitchen that practically begs to be used, with first-rate cooking equipment and serving pieces and, for guests staying in the two-bedroom cottages, the option to send along a grocery list prior to arrival. However, dining at Hidden Pond’s farm-to-table Earth restaurant, with its awe-inspiring chandelier made from a preserved apple tree, shouldn’t be missed. For an even more memorable experience, guests can supper in one of two private garden sheds, which are outfitted with a sole table surrounded by hurricane lanterns, pitchforks, and potted plants, and situated steps from a chef’s garden that supplies ingredients for every meal. The Tree Spa is aptly named: Treatment rooms are nestled in the treetops eight feet above ground and are reached via wooden footbridges.

Making its debut one the list of the 50 best restaurants in Latin America in 2015, young chef Carolina Bazan, takes the abundance of Chilean markets and sensational produce and delivers them with a creative, slightly French flare to diners. Originally located in downtown Santiago, the restaurant has relocated out to Las Condes to more spacious digs surrounded by their gorgeous garden. Standout dishes on the menu are Wagyu pot roast with creamy blue cheese mashed potatoes and they make a delicious homemade ketchup and Bearnaise sauce. Service can slow so go with patience--and a reservation. Pamplona 78, Las Condes +56 2 217 3075 Photo: Carolina Bazan (Ambrosia)

At three times the size of the Big Island of Hawaii, this is South America’s largest island. Split almost equally between Argentina and Chile, Isla Grande de Tierra del Fuego is divided from the mainland by the legendary Strait of Magellan that saved sailors the long, treacherous route around Cape Horn. The Argentine town of Ushuaia, on the island’s southern coast, is a launching point for journeys that take travelers through the Strait of Magellan and past the glacier-covered 2,438-meter-high (7,999-foot-high) Mount Darwin off of the Beagle Channel.

If the city has you overwhelmed, whether by its chaos or its abundance of choices, and you want to take refuge in the familiarity of a hotel bar, you can’t do much better than St. Regis’s King Cole Bar. Sit inside at the bar or on one of its loungers and enjoy live music with your drink, or—better yet—head out to the terrace, where you can watch traffic zip by on the city’s main avenue, Paseo de la Reforma. You’ll also be looking out upon the Diana the Huntress fountain, a snapshot-worthy landmark in this city that has no shortage of them. In fact, you can also see the Angel of Independence statue and Chapultepec Castle from here. As for drinks, the must-try is the Sangrita Maria, a blend of mezcal, sangrita, and pasilla chile puree. Every St. Regis bar creates a signature cocktail, and this one is definitely representative of Mexico City. If you’re a smoker, ask to see the bar’s cigar selection.

Its massive size, centrality to daily life in the capital, and easy accessibility (a Metro station opens up right onto the plaza) makes the Zócalo an ideal place for large-scale temporary exhibits. The government hosts occasional exhibits and makes entry free for residents and visitors alike. Past exhibits have included Gregory Colbert’s “Ashes and Snow,” a show of large-format photos of animals and people, and Willy Souza’s “Mexico en tus sentidos” (“Mexico in your senses”), lush, vivid photos of people and places around Mexico. To see if a show is planned during the time you’ll be visiting, check the website of the Secretary of Tourism.

The system of canals and chinampas (cultivated artificial islands fashioned from the area’s swampy soils) that has survived in the far-south neighborhood known as Xochilmilco once stretched all the way to the Centro. To this day, the community is known for its plant nurseries and vegetable gardens. These ancient landscapes now contribute to what has become one of the most singular pleasure gardens in the world, where visitors hire “gondoliers” to propel boats known as trajineras as they sail these channels in the company of floating mariachis and food vendors, partying teens, and extended families out for a picnic lunch. Since a tour is usually a four-hour-plus investment (it flies by), ask your oarsman to take you to Xochimilco’s more-rural precincts, where you’ll enjoy marvelous quiet, far from the madding crowd, in the company of cranes, curs, and picturesque cornfields.

In a city built on steep terrain, it is a wonderful thing to have the option to ride up and down the hillsides rather than walk. In 1883, Valparaíso’s first funicular (ascensor), the hydraulic Ascensor Concepción, made it unnecessary for locals to climb hundreds of stairs every day. Today, about 15 of these little vehicles, most using electric power, are in operation; passengers ride for a small fee. The most popular one—and the one with the best views—is the Funicular Cerro Artillería. The Ascensor Concepción Prat is the oldest.

While it’s tough to verify El Fenix’s claim that this was one of the forefathers of Tex-Mex, there’s no denying that the homegrown chain is as much a part of culinary history as it is of Dallas’s. Started in 1916 by Mexican-immigrant Mike Martinez (and renamed El Fenix in 1918, as a nod to the phoenix, a symbol of rebirth), the original café first served standard American fare, then slowly began introducing more “exotic” Mexican flavors, then combination platters that featured both cuisines—thus was born Tex-Mex, El Fenix style. Generations of Dallasites have grown up with signature dishes like the homemade chile con queso dip, cheese or sour cream chicken enchiladas, and legendary tortilla soup, which is loaded up with crispy tortilla strips and chunks of cheese and avocado. As at the beginning, you’ll find American dishes with a Mexican twist, too, like cheeseburgers topped with Monterey Jack cheese, pico de gallo, and guacamole. The combination platters are particularly popular, as are the lunch specials. Though there are now over 20 locations all over the Metroplex, the downtown and North Dallas spots are notable for their long histories and old-school vibe—and for the real feeling you get that many of your fellow diners have been El Fenix regulars their whole lives. You might even spot a famous face among them, as the casual restaurants are a popular stop for visiting celebs, musicians, and pro athletes; Mick Jagger was even known to pop in when he was dating Dallas girl Jerry Hall.

Like nearly every Latin American city, Santiago has at its heart a civic square open to the public and brimming with life (and these squares are often named Plaza de Armas). Santiago’s Plaza de Armas is distinguished by two fine buildings, the Central Post Office and the Metropolitan Cathedral. Both buildings were constructed in the 18th century, although the cathedral was much altered in later years. The square is full of lively activity—an excellent spot for people-watching and getting to know this city’s energy.