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  • Harbour St, Sydney NSW 2000, Australia
    The largest and most storied of the Sydney Harbour islands, Cockatoo was once an Aboriginal fishing ground, a naval shipyard, a girls’ reform school, and a gruesome prison. Today, it offers fascinating walking tours, a casual café, and a number of events such as the Biennale of Sydney. When most visitors line up in the evening to catch the ferry home, those staying on the island are just setting off on a leisurely sunset stroll. They can watch the city light up from what feels like another world and then retreat to their campsite, canvas “glamping” tent, heritage home, or modern apartment until they wake up to birds and boats the next morning.
  • 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.
  • 76 Orange St, Gardens, Cape Town, 8001, South Africa
    Cape Town’s Mount Nelson Hotel is a city icon. And who better to preside over the entrance than another icon? Mahatma Gandhi, who had a strong connection to South Africa (he worked in the country as a young man, and developed his political views and thoughts on social injustice and civil rights here), is immortalized in a statue at the hotel. Say hello as you visit the Mount Nelson — affectionately known as the Pink Lady, for its rosy hue — for its celebrated high tea.
  • 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.
  • 101 N Museum Dr, Palm Springs, CA 92262, USA
    It’s a sign of the Palm Springs boom that what started as a modest local museum is now a premier destination for art and design aficionados. Today, the establishment, first opened in 1938, celebrates performing arts, modern art, and architecture in three locations. The main building, a designated historic site designed by architect E. Stewart Williams, is the most trafficked, with works by Henry Moore, Ed Ruscha, Dale Chihuly, and other marquee names. The Palm Springs Art Museum in the Palm Desert location features a rotating selection of exhibits by contemporary artists, as well as a sculpture garden where you can have a contemplative afternoon picnic. The Architecture and Design Center, in a structure originally designed by Williams, hosts exhibitions on architecture and design that change twice a year, rounding out an extensive permanent collection that includes works by Julius Shulman, Alexander Calder, David Hockney, and Marc Chagall. Pro tip: The museum buzzes with energy, particularly on free Thursday evenings, but for a more tailored experience focused on a particular theme, take one of the tours led by passionate and knowledgeable docents.
  • 20 Bermudiana Road, Hamilton HM 11, Bermuda
    Owner Cesare Maranza managed to bring a little bit of Italy to the middle of the Atlantic more than 35 years ago, when he opened Portofino, named after his hometown. Just a short walk from Front Street in Hamilton, you’ll feel like you’ve arrived in a northern Italian taverna. “It’s a lively and rustic restaurant,” Rebecca says, “and a great place for groups for a fun night out.” While they serve a number of hot and cold appetizers—calamari, prosciutto and melon, grilled vegetables—as well as soups and salads, Rebecca recommends that you order a pie instead. “To get better Neapolitan pizza, you’d have to keep traveling east to Naples!”
  • Via S. Giovanni Vecchio, 89, 75100 Matera MT, Italy
    I’m not one to skip breakfast, especially in Italy, where thoughts of cappuccino, pastries, and local ham tend to rouse me early from slumber. But on my first morning at the Hotel Sant’Angelo, in the old quarter of Matera, I was having a hard time dragging myself from the creature comforts of my cave. Staying in a cave, it turns out, can be surprisingly pleasant. There was just one small window high overhead, but the room and adjoining bath were in no way dank—a testament to the natural ventilation that keeps the caves cool and comfortable. The wavy contours of the white tufa-rock walls conjured a feeling of being enveloped in some primordial womb. Yet there were modern amenities: luxurious linens, Internet service, a telephone. Fred Flintstone never had it this good. I might have snoozed until noon, were it not for an impatient mate eager to see the sights. We had arrived in the village the previous night after a long drive across the treeless plains of the Basilicata region, located at the instep of Italy’s boot. Matera is an enchanted world of Stone Age splendor. Known as the sassi (Italian for stones), the bisque-colored hilltop cave homes comprise one of the oldest continuously inhabited places on earth, according to UNESCO. The caves have provided shelter for more than 7,000 years. A millennium ago, shepherds inhabited them and carved churches into the rock; during the Renaissance, the area prospered and elaborate buildings were carved out, the excess tufa sculpted into ornate facades. By the early 1900s, the sassi had fallen into neglect. Families and their animals crowded into the caves for warmth, and disease was rampant. When writer Carlo Levi brought this tragic state of affairs to light with his 1945 book Christ Stopped At Eboli, the Italian authorities moved residents en masse to modern housing—leaving the sassi abandoned, save for the occasional crew brought by film makers (Pier Paolo Pasolini and Mel Gibson among them) in search of a biblical-looking backdrop. It was only in the 1990s that the Italian government encouraged people to move back. Residents revamped the cave dwellings as homes, restaurants, and inns. When the Sant’Angelo opened in 2004, it was the area’s first luxury hotel. The 19 cave rooms are sparsely but tastefully appointed with rustic wooden furniture. Some carved decorations—crosses, hearts, an owl—date back hundreds of years. Fossilized shells embedded in the walls reveal that the region once lay underwater. Eventually, my fiancé and I did emerge from our cave to wander the town’s ancient alleys. A local guide named Dora Cappiello took us into some of the 150 chiese rupestri (rock churches), where she pointed out wine troughs and frescoes of San Nicola, the patron saint of local shepherds. We also visited a cave dwelling that had been restored to resemble its state when the caves were equal parts manger and living space.
    Simple, delicious meals punctuated our explorations. The curvy walls of Baccanti, a cave restaurant, created a private nook where we feasted on silky pappardelle pasta with a cinghiale (wild boar) ragu, accompanied by a dry, fruity red aglianico from the nearby Vulture wine region. Tired and sated after a full day, we headed back to our cave—on moonless nights, a flashlight or trail of bread crumbs is advised for the stumble back to the hotel—where the promise of a deep, sound night’s sleep awaited. —Amy Cortese Hotel Sant’Angelo, 39/0835-314010, from $211 for a double. This appeared in the March/April 2010 issue.
  • Flüela Pass, 7260 Zernez, Switzerland
    The Grand Tour of Switzerland includes thrilling bends and scenic views at every turn, and five of its famous alpine passes stand out—literally—among the rest of the route. They are engineering wonders that often overlook natural wonders as well. The Flüela Pass, which connects Davos and Susch, reaches a height of 7,818 feet. Your ascent through alpine forests delivers views of the valley below on a route that Avis ranked number 4 on its list of the “world’s best roads.” The Julier Pass is lined with picturesque lakes and ends at the village of Tiefencastel, with its historic, and equally picturesque, Church of St. Stefan. The San Bernardino Pass in southern Switzerland follows a route used since the 15th century and sits on the border between the country’s German and Italian regions. With its serpentine twisting path, the Tremola Pass in Gotthard is a wonder of 19th-century road design. After navigating its many twists and turns, enjoy one of the famous sausages sold from a hut at its summit. Finally, if the Furka Pass looks familiar, it’s likely from its big-screen appearance in Goldfinger. Fortunately as you drive to the highest point on the Grand Tour, at 7,969 feet, you’ll be able to simply enjoy the scenery without any villain in pursuit.
  • Sheikh Rashid Bin Saeed Street, 5th Street, Abu Dhabi, United Arab Emirates
    No matter where you are staying in the UAE, you can’t leave without visiting the Sheikh Zayed Grand Mosque in Abu Dhabi. The mosque, the third-largest in the world, is the final resting place of Sheikh Zayed, the nation’s founder. Even on the hottest summer day, the white marble floors—inlaid with mosaic flowers and vines—remain cool underfoot, and the scale of the space will impress even the most casual observer: The main hall can hold about 7,000 people. Take a tour and learn about the iconography of the intricate tiles and mosaics. Marvel at the huge rug that covers the floor in the main worship space; it’s the largest handmade rug in the world. If you happen to be visiting during Ramadan, you could consider joining one of the community iftar dinners, which sometimes serve as many as a thousand people in an evening.
  • 1113 Chartres St, New Orleans, LA 70116, USA
    The Beauregard-Keyes House stands out in a neighborhood—the French Quarter—already filled with standout buildings. Built in 1826, it’s a superb example of the then-newly-popular Greek Revival style, with its bossy pediment and sweeping granite stairs, which displaced the more austere Creole style. It’s been home to an illustrious roster of residents, including legendary 19th-century chess player Paul Morphy (born here in 1837 and world champion before he turned 20) and Confederate General P.G.T. Beauregard after the Civil War. Next door and visible even if you don’t take the guided tour is a small, walled parterre garden, restored to the formal style of the middle 19th century.
  • Lion's Head, Signal Hill, Cape Town, 8001, South Africa
    The hike up Lion’s Head affords incredible views. Since the trail winds around the mountain, you’ll have the unique opportunity to see every side of Cape Town from above. When you start, the ever-stunning Table Mountain will be just to the left, but soon enough, you’ll be facing Robben Island in the distance, with all of Cape Town below. The Lion’s Head hiking trail is eight miles round-trip and takes about three to four hours to complete, depending on your pace. If you happen to be in town during the full moon, be sure to start hiking mid-afternoon and bring your headlamp and a picnic dinner. Along the way, you’ll meet many a local honoring their monthly tradition of hiking up, eating dinner during the sunset, and hiking back down in the moonlight glow.
  • Machu Picchu Pueblo (Aguas Calientes), Aguas Calientes, Peru
    Set on 12 lush, cloud-forested acres next to the Urumbamba River, this eco-resort (a member of the National Geographic Unique Lodges of the World) is practically a destination in and of itself. Here, 83 rustic-but-chic, whitewashed adobe casitas are tucked among a sanctuary of terraced hills, stone paths, and waterfalls that are home to 214 bird species and, at 372 cataloged varieties, the largest collection of native orchids in the world. Guests are encouraged to hike around the grounds (the hotel can also arrange for excursions farther afield), visit the resort’s Ecocenter, or relax in a naturally heated spring-water pool while listening to birdsong.

    The superior casitas are the simplest accommodations, but still come with plush robes, hand-crafted Andean slippers, and a separate dining area. Superior deluxe rooms feature fireplaces, while suites offer terraces with garden views. The most lavish option, the Villa Inkaterra includes an open-air shower, plunge pool, and 24-hour butler service. When not luxuriating in your room, visit the glass-walled restaurant, which has stunning views of the river, or head into Agua Calientes, which is just a few minutes away and offers several other dining options.
  • New Zealand’s native bush is the kitchen for Maori master chef Charles Royal. The exclusive culinary tours he leads around Rotorua and Taupo are perfect for adventurous foodies. There’s no mystery as to where your food comes from—it’s all sourced and prepared according to Maori tradition, by you, your classmates and your instructor.
  • 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.
  • 2010 Flora St, Dallas, TX 75201, USA
    As the patriarch of one of the most prominent real estate empires in the country, Trammell Crow’s work took him all over the globe—including on frequent trips to Asia, during which he and his wife, Margaret, developed a passion for Asian art. Over three decades beginning in the 1960’s, the Crows amassed a deep and diverse collection of important works from all over the region, from a six-foot Ming Dynasty-era seated Buddha and stellar examples of 18th-century jade sculptures to intricately-carved panels from Indian temples. For many years, these pieces were scattered between family properties and commercial buildings, until they all came together under one roof in 1998, with the opening of this Arts District museum. Featuring open galleries framed by natural light and greenery, the jewel box museum is a serene space in which to contemplate pieces from the ever-growing permanent collection, which now includes over 1,000 works from a dozen countries, as well as a library of over 12,000 books and journals; along with all the treasures inside, don’t miss the 15 sculptures in the garden, which span from the ancient to the 20th century. Temporary exhibits might highlight specific techniques (like lacquer work or miniature painting), genres (like the art of the Japanese samurai), or the works of contemporary Asian artists and sculptors. Entrance to the collection is always free; additional fees may apply for tours, talks, or events like yoga and meditations sessions. In 2019, the entire museum was donated to The University of Texas at Dallas, which will continue operating this original location, as well as a future outpost slated for the UTD campus.