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  • Groot Constantia Rd, Constantia, Cape Town, 7806, South Africa
    The oldest winery in South Africa, Groot Constantia has a long history of producing some of the best wines in the world. Groot Constantia is also a rarity in its proximity to Cape Town itself. In the 19th century the European heads of state included wines from Groot Constantia in their cellars. Today the wine makers at this famous winery are still making their excellent wines and guests can visit for a full tasting. It’s also a great spot for a picnic, as long as you watch out for baboons. This is South Africa after all.
  • Calle Cabañas 8, Las Fresas, San Juan de Dios, 44360 Guadalajara, Jal., Mexico
    This 19th-century complex, originally built as a hospital for the disadvantaged, is host to an impressive display of modern art, most notably a series of frescoes by famous Mexican muralist Jose Clemente Orozco. The collection includes one of his most well-known murals, El Hombre de Fuego, which earned its building the nickname “the Sistine Chapel of the Americas.” A UNESCO World Heritage Site, Hospicio Cabañas is a perfect example of Guadalajara’s ability to embrace its history and its future, combining 1790s architecture, 1930s murals, and, finally, a space for rotating exhibitions of contemporary art.

    Having functioned as an orphanage, an insane asylum, and a military barracks in the past, Hospicio Cabañas also has a spooky side. There are several ghost stories about the space, including a legend about a clock that stopped whenever a child died in the orphanage.
  • Sultanahmet, Cankurtaran, Tevkifhane Sk. No:1, 34122 Fatih/İstanbul, Turkey
    Once Istanbul’s notorious prison, a lavish conversion in 1996 transformed this site, set amid the squiggle of lanes behind the colossal competing domes of the Hagia Sophia and Blue Mosque, into the city’s landmark Four Seasons Sultanahmet. Built in 1918, the hotel’s ornate neoclassical architecture has been finely restored, while the enclosed exercise yard is now a courtyard garden where guests can escape the hustle of the historic quarter. Classically designed rooms are awash with light blue and green hues and subtly scattered Turkish textiles and motifs.

    On a hot summer’s day, cool off with cocktails overlooking the old city’s minarets on the rooftop A’Ya Lounge. Eagle-eyed history fans can hunt for the 1938 graffiti left by a former inmate on a pillar near the courtyard. Being neighbors with the Hagia Sophia has extra benefits. The Four Seasons’ Extraordinary Experiences service offers a privileged chance to explore Emperor Justinian’s greatest achievement without the crowds, on an after-dark tour of the Hagia Sophia.
  • Isle of Iona PA76 6SQ, UK
    After arriving on the tiny island of Iona near Mull in 563, Irish pilgrim Saint Columba proceeded to establish a Christian church and monastery, creating a vibrant religious community that lives on to this day. The monastery survived until the 12th century despite repeated Viking raids, and around 1200, the sons of Somerled founded a Benedictine abbey on the site. Though monastic life ended on Iona with the Protestant Reformation of 1560, pilgrimages to St Columba’s Shrine continued for many years. Today, it’s believed that the Book of Kells, along with several other great works of art, was created here.

    Visit this most sacred of Scottish sights to see the four iconic high crosses, then tour the abbey church, with its 13th- to 16th-century architecture. You can also stop by St Columba’s Shrine, the longest-standing structure in the abbey, dating to the 9th or 10th century; climb Tòrr an Aba, a hill above the abbey where Saint Columba is said to have had a writing hut; or walk through Reilig Odhráin, the graveyard where ancient Scottish kings were laid to rest. While you’re exploring, keep an eye out for the vallum—a boundary ditch and bank of earth that serves as the only evidence of Columba’s original monastery.
  • 1 Kensington St, Chippendale NSW 2008, Australia
    The cornerstone of the Kensington Street Precinct, at the heart of the funky Chippendale neighborhood, the Old Clare is the storied pub she used to be and so much more. Tonkin Zulaikha Greer Architects built a glass-and-steel walkway between the former Clare Hotel and the neighboring Carlton United Brewery building, both dating to the early 20th century, to create a 62-room boutique hotel that simultaneously feels historic and edgy. Original wood panels and brick walls blend seamlessly into spotted gum floors and nude-colored walls, exemplifying the creative reuse that pervades the Chippendale suburb, an inner-city district of galleries and cafés situated at the crossroads of Glebe, Redfern, Surry Hills, Chinatown, and the Central Business District. The design echoes other landmark Sydney restorations by Tonkin Zulaikha Greer such as the Paddington Reservoir Gardens and Carriageworks, an arts complex located just down the road. The Old Clare also brings two more standout restaurants to Chippendale, including the first Australian venture by Michelin-starred British chef Jason Atherton. Whether guests soak in the egg-shaped tub in their loft room, take a sunrise yoga class on the rooftop pool deck, or sip a “Ginny Hendricks,” a watermelon-dill concoction with bitters and Hendrick’s gin, at the midcentury-modern bar, they’ll have a story to tell. The Old Clare is a tale that keeps getting better.
  • Acceso a la Piramide del Sol por puerta 4
    While it’s not in Mexico City proper, the sacred pre-Hispanic city of Teotihuacan is close enough–about 30 miles– for an easy day trip if you’re interested in architecture, archaeology, and indigenous history. The site’s primary structures, the Temple of Quetzalcoatl and the Pyramids of the Sun and the Moon, have been designated by UNESCO as World Heritage Sites, and it is possible to explore the pyramids–and even climb them–either independently or with a guide. After ascending nearly 250 steps on the Pyramid of the Sun, you’ll have a greater appreciation for these ancient structures and the civilization responsible for having built them. In addition to the pyramids, an on-site museum documents the history of the so-called “City of the Gods,” and displays archaeological finds, including pottery, bones, and other important objects.
  • 526 Market St, Philadelphia, PA 19106, USA
    The Liberty Bell, long associated with the American Revolution, actually predates the conflict. It arrived in Philadelphia in 1752 at Independence Hall, then known as the Pennsylvania State House. The bell was inscribed with a Bible verse: “Proclaim Liberty Throughout All the Land Unto All the Inhabitants thereof.” An initial crack in the bell was attributed to a test ring that occurred right after it came to the city. But popular legend has it that the bell was still rung in 1776 to officially proclaim American independence. In 1846, the Liberty Bell was cracked for good after being repaired so it could be sounded on George Washington’s birthday; it hasn’t rung since. No tickets are required to view the bell, but visitors must pass through a security screening. Photo tip: For a classic shot, snap a photo of the icon with Independence Hall in the background.
  • 46, 31 de Agosto Kalea, 20003 Donostia, Gipuzkoa, Spain
    Santa María del Coro is San Sebastián‘s token beautiful European church. It has the quiet, sunlit beauty that one comes to expect in European churches. It also is the site of several of the city’s unique celebrations, organ concerts, and the iconic San Sebastián, pierced with the famed arrows.
  • Stora Amundön, 436 58 Hovås, Sweden
    Take the bus south to Stora Amundön, a nature reserve with meadows, horse paddocks, and paths that lead to bare cliffs and the sea. There you’ll find an underwater snorkeling path where you can explore the wildlife of the ocean. Just follow the trail to the 13 different stations. Remember to bring your own food and drink—and snorkeling equipment, of course.
  • Race Course, Oracabessa, Jamaica
    Goldeneye, to be clear, is not an easy place to leave. The land—the former home of Ian Fleming, where he wrote each of the 14 James Bond thrillers that would cement his place in literary and cinematic history—sits next to the tiny town of Oracabessa, on the northern coast. A warm, blue-green lagoon curls from the ocean around a small island and then lets out into a bay. You can look one direction and see a jungle, then turn around and see pristine white sand.

    Blackwell bought the property in 1976 as a vacation home and a space to entertain family and friends but later he decided to transform it. In 2016, Goldeneye debuted a jumble of new huts, arranged around a small cove, a short walk from Fleming’s house and the resort’s original villas. The huts vary in height, designed to capture cooling breezes and allow guests to forgo air conditioning. And, crucially, they’re much cheaper to book than the Villas. Which is key because, up until this point, if you wanted to plan a visit to Goldeneye, you needed to either know Blackwell personally or have the excess capital to shell out potentially five figures on a vacation. (Part of the resort’s enduring gravitational pull is that many of the celebrity guests check both boxes.) With the beach huts, Blackwell has expanded, once again, the ambition of his famous resort.
  • Calle de Santa Isabel, 52, 28012 Madrid, Spain
    Life reflects art? The Reina Sofia museum in Madrid is home to Picasso’s famous Guernica, and many works by other Spanish artists, including Miro and Dali. A fabulous place to discover the art, artists, and ideas of the 20th century.
  • Sandwick, Stromness KW16 3LR, UK
    On the principal Orkney island, some 30 miles from the north coast of mainland Scotland, sits the best-preserved Neolithic settlement in Western Europe. From 3000 to 2400 B.C.E.—long before Stonehenge or even the Egyptian pyramids—Skara Brae was a thriving village, full of farmers, hunters, and fishermen. It was rediscovered in 1850 after a particularly strong storm and now serves as a fascinating tourist attraction, complete with nine surviving Neolithic houses. Outfitted with stone furniture made 5,000 years ago, the dwellings are linked by low corridors, roofed with what are believed to be original slabs of boulder. When you’re done exploring the village, head to the visitor center to view additional artifacts like gaming dice, tools, and jewelry.
  • Calle de Tacuba 28, Centro Histórico, Centro, 06010 Ciudad de México, CDMX, Mexico
    A modest entryway opens onto a bright, colonial Mexico fantasia, complete with blue tiles, crisp white linen, colorful pottery, and would-be-viceregal artworks. Since 1912, Café de Tacuba has opened early and stayed up late to serve classic Mexican fare like enchiladas and chalupitas, excellent tamales, hearty breakfasts, a wide variety of soups, and even more-ambitious entrees, attracting an amenable congress of families, foreigners, work groups, and confidence-exchanging senoras. Order the café con leche for a smart jolt of showmanship; Spanish troubadours serenade the proceedings most nights and weekends. Maybe it’s your grandmother’s Mexico, but the old girl knew a thing or two.
  • Gateway Arch Trail, St. Louis, MO 63102, USA
    The unofficial symbol of St. Louis, the Gateway Arch is the tallest man-made monument in the United States, rising 630 feet into the air. It sits at the center of Gateway Arch National Park, which was established in 1935 to commemorate Thomas Jefferson’s vision of a transcontinental America. In 2018, the park emerged from a five-year, $380 million renovation, which added a grassy pedestrian walkway over the interstate as well as a revamped museum with new exhibits about the construction of the arch and how the expansion of the United States affected Native American communities. Tour the new sites, then take the four-minute, vertigo-inducing tram to the top of the arch, where you can see up to 30 miles east and west on a clear day.
  • Cape Point, Cape Peninsula, Cape Town, South Africa
    While Cape Point is not, in fact, the southernmost tip of Africa—as is often claimed—it is generally accepted that the Indian and Atlantic oceans meet somewhere between here and the real tip, Cape Agulhas. Still, Cape Point is about as dramatic as you can get, with the land falling steeply away on three sides, the wind whipping around the cliffs, and the ocean churning below. The road to the point, at the end of a drive from Cape Town, goes through 20 miles of nature reserve full of baboons and antelopes. For those who don’t want to walk up to the lighthouse, there is a funicular, but to reach the point itself, you’re going to have to hike.