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If eating huge plates of pork, deciphering local slang, and snowshoeing through the woods of Québec can’t bring two siblings together, what can?

Few places in North America are anchored in a heritage like the Pueblo of Taos. This is the longest inhabited living arrangement in the US. The Pueblo still has ten families of around 150 native people working to maintain the culture and the adobe architecture for generations to come. A living artifact, the past and present form a delicate harmony to produce a unique travel experience. The environment says a lot about the sustainability of this community. Tucked up against the Sangre de Cristo Mountains, with the Rio flowing through the center of the Pueblo, the inhabitants have maintained their lifestyle through wars, disease, cultural genocide and environmental impact to survive. From the efficiency of their adobe walls to provide comfort against extreme heat and cold, to the guiding wisdom of elders to keep the Pueblo vibrant, the way of life preserved within these walls is a testament to the strength and vision of native people, connected to this land with over a thousand years of tradition.

It’s hard to believe you’re in the middle of the Costa Rican rainforest at Amor Loco, part fine dining restaurant and part swanky lounge at Nayara Springs, a resort located near Arenal Volcano National Park. Moody lighting, velvet chairs and an onyx-topped bar set the stage for such diches as pumpkin puree soup or a perfectly cooked steak. Ask for bartender Carla to whip you up a cocktail on the spot (just let her know what your favorite tipple is).

North of Georgetown, nestled on 5.5 acres of woods and gardens, this obscure museum is the former mansion of Geico Insurance executive and avid art collector David Lloyd Kreeger and his wife, Carmen. Designed and built by renowned architect Philip Johnson, the International Style masterpiece displays the couple’s collection of 19th- and 20th-century European and American art, and traditional African and Asian art, with an outdoor sculpture garden to boot. Highlights include paintings and sculptures by Picasso (their favorite artist), Renoir, Monet, Van Gogh, Cézanne, Rodin, Chagall, Mondrian, and local talents. The museum also functions as a venue for after-hours classical and jazz concerts.

You can find a number of small craft boutiques in Rincon, but none as eclectic as The Mango Beach Shop. Owned by a longtime resident of Rincon, one of the first non Puerto Ricans to call the west coast home, it’s a local legacy and favorite. Whenever I want to bring home a piece of local flare to friends and family, this is always my first stop. They have custom-made T-shirts, sarongs, jewelry, paintings, and more. Tell Milena that Chelsea sent you!

With its waterfront location across from the San Francisco Ferry Building on the edge of downtown, the 1 Hotel is an ideal launchpad to explore San Francisco. Rooms have expansive views of the Bay or the city, and travelers can step out onto the Embarcadero for a morning run, to browse at one of three weekly farmers’ markets at the Ferry Building.

The luxury hotel upholds a commitment to environmentalism, using local and reclaimed materials for the biophilic interior design, sustainability sourced bedding, and providing filtered water taps instead of single use water bottles. Rooms are equipped with soft cotton robes, slippers, and yoga mats to help turn a stay into a relaxing, wellness-minded retreat.

On the first floor, the bar and restaurant, Terrene is a lovely place to swing by for a drink or meal—whether you’re a guest or not. If the weather is nice, don’t miss the chance to enjoy a cocktail on their expansive outdoor patio (complete with space heaters) with great views of the Bay Bridge. If you’re looking for something more substantial, they have an excellent selection of fresh, Mediterranean-inspired dishes, like roasted carrots with a feta dip and refreshing tuna tartare.

Pets are welcome and there’s also a rooftop spa on site, complete with stone tubs and scenic views.

On the non-descript, busy corner of Bucareli and Morelos streets in Mexico City is a café with a famous history: Fidel Castro and Che Guevarra met here at Café La Habana several times, chain smoking and drinking strong coffee, to plan the Cuban Revolution. Nowadays, you can still get excellent coffee—and pretty good food—while you plan something a little less dramatic (but more enjoyable), like your vacation itinerary. Old journalists and businessmen congregate here for hours on end while salt-of-the-earth, slightly surly waitresses take your order and bring you your food and drink. Come for breakfast and order their chilaquiles, motuleños, or molletes, and wash it down with an espresso or café americano.

Frank Altamura took his time renovating the old Italian grocery store — where he remembers shopping as a child — at the north end of Yountville. His dream was to turn the partly dilapidated building into a casual restaurant with great pizza and Napa Valley wine where locals would love to eat. His dream came to fruition when Ciccio opened its doors in 2013. The menu is simple, straightforward and ever-changing based on what Altamura is bringing in from his Napa ranch, where he also grows Cabernet Sauvignon, Nebbiolo, Sangiovese and Negroamaro for his eponymous wine. Chef Polly Lappetito (former Executive Chef at The Culinary Institute of America) traveled far and wide in search of the perfect pizza crust, but her’s is in a category all its own — prepared in a hand-tiled, wood-burning pizza oven imported from Italy.

If you haven’t before seen 1.5 million bats flying out for their nightly feeding at once, now’s your chance. The largest urban bat colony in North America, Austin‘s Congress Avenue Bridge is the home to hundreds of thousands of Mexican free-tail bats from mid-March to mid-October. Every night around sunset, the colony emerges like a black cloud from the crevices underneath the bridge, heading out to feed on millions of bugs around Austin. A beloved tourist attraction since the bats made their home in the bridge during the 1980 renovations, crowds pack the east-facing sidewalk and the park to the south side of the river to watch the nightly exodus. Want more details? Call the Bat Hotline at 416-5700, extension 3636, for exact exodus times. Christian Bale may or may not answer.

Built from 1892 to 1894, this uniquely intact Victorian mansion was the home of German-American philanthropist and beer magnate Christian Heurich. Considered the world’s oldest brewmaster, he ran the Christian Heurich Brewery on the site where the Kennedy Center now stands—until his death in 1945 at the age of 102. At this museum, visitors can learn the story of one of D.C.'s most successful entrepreneurs and his family, his influence on America’s brewing industry, and the construction of his 31-room mansion. As D.C.'s first fireproof home (he had a fear of fire), it is replete with hand-carved wood, 15 fireplaces with individually carved mantles, hand-painted ceiling canvases, luxurious furnished rooms, original Heurich family heirlooms, a bierstube (“beer room”), elevator shaft, and gas and electric lighting fixtures.

Just a few hours north of Lima, you can visit the sacred city of Caral-Supe, an ancient archaeological site that marks the earliest known instance of complex civilization in the Americas. The ruins at this UNESCO World Heritage Site date to approximately 3,000 B.C., and they are remarkably well-preserved for their age. Caral was almost certainly developed by a highly religious society, as evidenced by the stone monuments and pyramids, the the sunken circular courts, and the remnants of homes that likely belonged to the city’s elite. The physical setting is as striking as the cultural setting: the 626-hectare city is perched on a dry desert terrace overlooking the lush Supe River Valley, framed by mountains, close to the sky. You can hire a tour or take a car to visit this site on a day trip from Lima.

When people think of southern Arizona and its border with Mexico, cactus and sun-baked sand may come to mind — but a mountain canyon with fall foliage, homestead cabins, and deer? Go high enough, and you’ll find this and more. The Huachuca Mountains climb to over 9000 feet just north of the border in Cochise County, about an hour and a half from Tucson. Toward the southern edge of the town of Sierra Vista, the Nature Conservancy has set up the Ramsey Canyon Preserve, which is ideal for hiking and birdwatching. The deer are tame, wild turkeys are common, and fourteen species of hummingbirds have been spotted among the 150+ species of birds that find refuge in this “sky island” — a mountain range that rises high enough above the surrounding desert to provide a cooler and wetter ecosystem. By late fall, the cottonwoods, maples, and sycamores transform the canyon into a landscape that would be reminiscent of New England if it weren’t for the omnipresent agave plants. Watch your step, and stay alert for the occasional black bear, javelina, or mountain lion. Chimneys, log cabins, and apple trees remain from early homesteaders who found refuge from the desert in these mountains, which were originally named “Huachuca"—meaning ‘thunder'—by the Apaches.

Under the eave, a monkey supports the weight of a temple roof on Ganghwa Island, in the Han river estuary, northwest of Seoul, a stone’s throw from North Korea... On one of my teen-age visits to Korea, an uncle took us to spend the day here, an island dotted with prehistoric dolmens, Buddhist temples, and 19th-century fortresses that kept out the French and the Americans in the last days before the ‘Hermit Kingdom’ finally opened up to the West. Jeondeung-sa temple, where I took this photo, has been a Buddhist sanctuary since the late 7th century. And here, I first tasted ‘dol-sot-bi-bim-bap,’ the quintessential Korean hot-pot rice dish, served sizzling in a stone bowl.

Who hasn’t daydreamed about being an astronaut at least once? Thankfully, Space Center Houston makes it easy to learn about the great beyond. It’s the area’s No. 1 attraction for international visitors and the first Smithsonian Affiliate in the greater Houston area. The center features more than 400 space artifacts and several exhibits related to the past, present, and future of America’s human spaceflight program. It’s also home to the world’s largest collection of moon rocks and lunar samples for public view, and offers guests the opportunity to go behind the scenes to see NASA’s Johnson Space Center.

Casa Morada’s dressed-down modern coastal style reflects a love of the ocean, island plant life, and luxurious comforts. The 16-suite boutique hotel—once a 1950s roadside motel—underwent an extensive renovation in the early 2000s that transformed it into one of the Key’s sexiest spots. The Raymond Jungles–designed gardens are lush, the outdoors showers and jacuzzis are impossibly romantic, and the resort’s private island features a freshwater pool. If you can rouse yourself for anything other than relaxing by the water, try your hand at a game of bocce, snorkle around the only living coral reef in North America, go on a sunset sail, or charter a boat tour with local resident Captain Bill to visit the Mangrove Islands or Three Sisters Bird Rookery. Pro Tip: Morning yoga classes are offered every Wednesday, Saturday, and Sunday at 9, but guests can book a private session anytime.