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  • Gallon Jug Estate, Orange Walk District, Belize
    Though Belize is replete with Maya sites, including some spectacular archaeological examples that are open to the public, Chan Chich may well be the only hotel in the country that can claim to sit atop a known former Maya site. In the late 1980s, owner Barry Bowen sought and received permission from the country’s Department of Archaeology to build on the site, whose plaza was beyond repair. No doubt guests are surrounded by the spirits of ancient Maya as well as actual artifacts that remain hidden in the soil around the lodge. Accommodations are individual casitas and cabanas decorated with local art, fresh tropical flowers, and simple but sturdy furnishings. The hotel is part of the historic 130,000-acre Gallon Jug Estate, which is, among other things, a private nature preserve. Guests enjoy wildlife spotting on the property, whose staff has kept a running list of the bird species seen here: the current count tops 350 types.
  • 604 Brazos St, Austin, TX 78701, USA
    Austin’s very own grand dame, this landmark hotel opened in 1886 as the city’s first iconic hotel, both a testament to and display of the success of cattle baron Jesse Driskill, who wanted to build his beloved frontier town a palace to rival those in New York, Chicago, and San Francisco. The city fared better than Mr. Driskill did; financial troubles forced him to sell the hotel just two years after opening, and he died of a stroke just another two years later. After some initial ups and downs, his hotel ultimately flourished, housing a rotating cast of Texas elite and hosting important political events in Austin—in particular, gubernatorial inaugural balls—in the 20th century. President Lyndon Johnson had an especially close relationship with the hotel, from his first date with his wife to awaiting presidential re-election results in one of the suites.

    Multimillion-dollar renovations in 2008 restored the hotel to its original grandeur, maintaining its historic charm alongside all the amenities of a modern luxury hotel. Brave guests might request a room on the reportedly haunted fifth floor. And, no stay at the Driskill is complete without a cocktail in the elegant Driskill Bar, where cattle, oil, or railroad barons would still fit in.
  • Brook St, Mayfair London W1K 4HR, UK
    It says a lot about the values of Claridge’s that the hotel once refused Katharine Hepburn entry because she was wearing trousers (strictly not allowed for women at that time). Instead, one of the world’s greatest actresses was asked, politely, if she would enter through the back door. Though this outdated tradition no longer stands, there is much about the historic Mayfair hotel that remains timeless. The downstairs Art Deco lobby looks as elegant as the day it was built in 1931, thanks to a renovation at the turn of this century. And the staff, who got their moment in the spotlight when the BBC aired its Inside Claridge’s documentary in 2012, continue to busy themselves, discreetly meeting the wants and whims of every guest. Upstairs, the story is slightly different, with the hallways and corridors starting to show their age. But the hotel’s willingness to work with a trove of contemporary designers—Diane von Furstenberg, India Mahdavi, and David Linley among them—has ensured the rooms, and the hotel, have not been left to languish entirely in the past.
  • Pont d'Avignon, Boulevard de la Ligne, 84000 Avignon, France
    The Pont St-Bénézet is so famous it even has its own song, “Sur Le Pont d’Avignon” (as the bridge is more commonly known). The last crossing on the Rhône between Lyon and the Mediterranean Sea, the 3,000-foot bridge was built between 1177 and 1185, using similar engineering to the Pont du Gard (one of the world’s most famous Roman aqueducts, just up the road). As legend has it, the process began when a young shepherd named Bénézet heard voices telling him to build the bridge, then carried a boulder down from the mountains and threw it into the water to lay the foundation. The bridge was later destroyed during a siege in 1226 and rebuilt in 1234 with 22 stone arches. Due to flooding, all that remains of it today are four arches, but it’s worth a visit for historical purposes. You can purchase one ticket for entry to both this UNESCO World Heritage site and the adjacent Palais des Papes.
  • 25 Evans Way, Boston, MA 02115, USA
    Rembrandt, Vermeer, and Degas, where art thou? That’s a question the staff has been asking at the Isabella Stewart Gardner Museum since 1990, when thieves made off with 13 of the museum’s most valuable pieces, worth an estimated half a billion dollars. Rather than sulk, however, museum officials left empty frames on display both to educate visitors and to serve as hopeful placeholders awaiting the artworks’ eventual return. Meanwhile, you can visit the museum’s lovely courtyard and vast collection of historic and contemporary art at Fenway Court, built to resemble a Venetian palazzo and packed with paintings, sculpture, furniture, and textiles gathered by Gardner, an avid art collector and philanthropist, during her lifetime. Pro tip: Wear a Red Sox hat or shirt to get a $2 discount on admission—as stipulated by Gardner after her beloved Sox won the 1912 World Series (also, you get in free if your name is Isabella).
  • 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.
  • Banana Bay, South East Peninsula, Parish of St. George, St. Kitts, St Kitts & Nevis
    Island chic meets urban cool at the Caribbean’s first Park Hyatt, a welcome addition to Banana Bay’s powdery shores. With floor-to-ceiling windows, Scandi-mod furnishings, and freestanding tubs (that come with trendy Le Labo toiletries), the 126 luxe rooms and suites are hard to leave. However, you won’t want to miss the adults-only infinity pool or the on-site Miraval spa, which incorporates local flora into treatments like the soothing aloe-and-lavender body wrap. Also on offer are kid-friendly activities like rock climbing and storytelling with a local historian, making the Park Hyatt perfect for couples and families alike.
  • Minneapolis, MN, USA
    This riverfront Main St. strip is scattered with historic buildings from the 1850s and while a bit sleepy has points of interest like the movie theater and the beginning of the Stone Arch Bridge. Start your crossing from here to get the full effect of walking from the quaint past into the modernized Minneapolis skyline.
  • 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.
  • 37 Rutledge St, Nashville, TN 37210, USA
    With his high-concept McCrady’s and his more rustic Husk—both in Charleston—chef Sean Brock transformed perceptions of Southern cooking from heavy, simple fare to a culinary tradition that is rich, complex, and filled with history. He worked with experts to resuscitate countless heirloom vegetables and grains lost to the agriculture industry, many of which reflect the region’s deep immigration roots (rice varieties from China; spices from Africa). He also changed the game with this simple rule: No ingredient north of the Mason-Dixon may enter the kitchen. Husk Nashville, which Brock opened in 2013, applies the same philosophy, but this time the menu is a nod to the bounty of inland Tennessee. In a 19th-century former residence in downtown Nashville, the James Beard Award–winning chef serves up his modern spin on classics such as pimento cheese, paired here with benne wafers, pickled jalapeños, and chipped beef. The Tennessee-raised pork prime rib, paired with cabbage, pecan butter, and molasses vinegar, is impossibly tender. Leave room for the vegetable plate, which highlights the best of the season’s produce.
  • Via Privata Sartirana, 1, 20144 Milano MI, Italy
    Start your day at Deus Ex Machina, a motorcycle store in an alley full of them, whose café is the perfect spot for a cappuccino and soft scrambled eggs while you ogle the Ducatis.
  • 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.
  • 835 Avenue Wilfrid-Laurier, Québec, QC G1R 2L3, Canada
    Just south of the historic center of Québec City, the Battlefields Park is one of the most important historic sites in Canada. Here, the dream of New France—a more than 200-year-long project by the French to colonize North America—was dealt a fatal blow. In 1759, during the Seven Years’ War, British forces under General Wolfe defeated the French troops led by General Montcalm. The battle on the Plains of Abraham lasted roughly 30 minutes. (The very biblical sounding name, by the way, comes from the fact that the land where the two armies clashed was owned by a farmer, Abraham Martin.) After defeating Montcalm (who died in the battle), the British took control of Québec City. By 1760, all of France’s territory in North America had fallen to the British, and in 1763, the French officially ceded their claims. History buffs make a beeline to this national historic site, but Québec residents mostly consider it a lovely urban oasis of 255 acres alongside the St. Lawrence River. In the summer, it’s the setting of outdoor concerts; in the winter, there’s an ice-skating rink (free of charge, and skates are available for rent) from mid-December to mid-March.
  • Na Kampě 508/15, 118 00 Praha-Malá Strana, Czechia
    On most days in Prague, it feels like every tourist in town has gathered on the Charles Bridge. And for good reason — this 14th-century cobblestone span crosses the Vltava River, connecting the Old Town with the Lesser Town (Mala Strana) and providing picturesque views of both sides of the river, medieval churches, towers, and Prague Castle on the hill. King Charles IV commissioned the bridge in 1357. The bridge has 16 arches and protected by towers on either end: the Old Town Bridge Tower in Old Town and the Judith Tower and Lesser Town Bridge Tower on the Mala Strana side. The bridge is lined with 30 large statues of religious figures and luminaries, dating from the Baroque era to the present day The best time to go is at dawn, sunset or after dark after the crowds have thinned and romance is in the air.
  • 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.