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  • 1450 1st St, Napa, CA 94559, USA
    With dark walls, natural wood accents, and red curtains in front of the elevators, the trend-setting Andaz hotel feels like more of a scene than any other property in downtown Napa. In the center of downtown Napa, the hotel is mere steps from restaurants, shops, and arguably Napa’s best pub: the Norman Rose Tavern.

    On check-in, all guests over 21 receive a complimentary glass of red or white wine. The swanky vibe continues into the 141 guest rooms, where hardwood hickory floors complement white marble bathrooms and midcentury modern furniture. The most convivial space in the hotel is the Mercantile Terrace, a second-story roof deck with a full bar menu and fire pits, a favorite of couples and business travelers alike.

    The lounge is operated by Mercantile Social, the restaurant in the lobby that serves small-plate food items and cocktails; it also books live acoustic music sets a few nights a week. (And Mercantile Social sponsors free wine tastings daily.) If you haven’t had enough wine, fear not—on site are two tasting rooms from the wine empire built by Napa native John Anthony Truchard: John Anthony and JaM Cellars.

    When the hip Andaz hotel chain opened in downtown Napa in 2012 it brought a youthful energy to wine country. In addition to its affordable rooms and excellent locavore-minded small plates restaurant, Farmer’s Table, the Andaz also gives guests a dose of culture. The brand’s Andaz Salon program introduces art, photography, music, and readings throughout its different properties.
  • 151 Calle del Cristo, San Juan, 00902, Puerto Rico
    Old San Juan offers historically and culturally significant experiences including a walk through 500-year-old forts, visits to UNESCO sites, historic churches, museums, the second oldest cathedral in the Americas and Ponce de Leon’s mansion. Cobblestone streets and pastel buildings are perfect for exploration during the day and variety of restaurants and shops make for a complementary evening.
  • Passeig de Gràcia, 92, 08008 Barcelona, Spain
    The mysterious rooftop of Casa Mila both charms and haunts visitors. The glorious October sky above frames the organic forms, each sculpted face watching as I creep up and down the rolling ramps. Children can’t resist playing here, and fortunately there are now fences all around. In my mind, I erase all of those pesky safety features to envision the smooth sculptures growing towards the sky from a scrolling sandy field. Once a site for a scene from Star Wars, the rooftop is now a destination for lovers of Barcelona and Antoni Guadi’s “Modernisma” style. When you visit, you’ll learn the secret behind those long vertical faces rising up above the mystical rooftop.
  • Calle Gral. Antonio León 82, San Miguel Chapultepec I Secc, Miguel Hidalgo, 11850 Ciudad de México, CDMX, Mexico
    Mexico City is full of architectural masterpieces, but there is nothing like the experience of being inside a Barragán-designed home. Very few are still in good shape and open to the public, including Casa Luis Barragán (the architect’s former home and studio that’s the only private residency to be named a UNESCO World Heritage site). Once you’ve visited this more famous house, get in touch with the owners of Casa Gilardi and ask for a tour. The last project Barragán completed before he died, Casa Gilardi is known for the huge jacaranda tree decorating its interior courtyard, and for a striking hallway with vertical apertures that bounce sunlight against brightly painted yellow walls and out into an electric blue room with an indoor pool. The artist James Turrell spent a month living in the house, taking black and white photos to study Barragán’s use of light.
  • Calle Saphy 554, Cusco 08000, Peru
    One thing you’ll likely notice when walking the streets of Cuzco is how many places advertise pizza. If you’re dying for a slice, there’s no better spot than La Cantina. Primarily a wine bar—bottles of all-Italian vintages line the walls—this place also happens to serve the best pizza in town, with a delicately thin crust topped with ingredients like authentic salami, prosciutto, arugula, olives, a variety of cheeses, and more. You’ll also find imported meat and cheese plates, lasagna, bruschetta, and salads. If you’re lucky, there’s tiramisu at the meal’s end, plus artisanal limoncello. Go for the wine, but be sure to try the food while you’re there.
  • Bambike HQ, Plaza San Luis Complex. Real St .cor General Luna St. Intramuros, M, Intramuros, Manila, 1002 Metro Manila, Philippines
    Hop on a lightweight bicycle and learn about the history of the Philippines on a guided bike tour around Manila’s old walled city of Intramuros. The bikes are handmade in the Philippines from bamboo, a natural vibration dampener, and fibers from the abaca plant (similar to a banana); Bambike Revolution Cycles won a Manila FAME Katha Award for Eco-Design in 2015. This is a unique alternative to a walking or bus tour, and takes you inside a walled city that is not normally accessible to bigger groups. Intramuros almost doesn’t feel like Manila: The Spanish influence is evident in the architecture, which includes some of the oldest baroque churches in the Philippines. Fort Santiago still houses underground dungeons as well as a tiny underground chapel, hidden at the end of a tunnel. At the Rizal Shrine you will learn about the life of José Rizal, the country’s national hero who played an instrumental role in the Philippine rebellion against Spanish colonial rule, and follow in the footsteps he made as he took his last walk in the fort from his cell to his execution.
  • Badachro, Gairloch IV21 2AN, UK
    Set in a refurbished Victorian hunting lodge on a 26,000-acre estate, Shieldaig Lodge is the epitome of Highland romance. With everything from breathtaking views of Shieldaig Bay to log fires, cozy lounges, and an extensive whisky and gin collection, the hotel offers Scottish hospitality at its finest, surrounded by stunning scenery. Quietly elegant, the 12 guest rooms come furnished with antiques and luxurious touches like Egyptian cotton sheets, goose-down duvets, and homemade shortbread from the hotel’s kitchen. For utter opulence, book the suite, which features a four-poster bed, separate sitting room, and rolltop tub with views of the bay.

    At the restaurant, rare-breed lamb, Highland cattle, and deer from the hotel’s estate provide the raw ingredients for the sumptuous menu. Also available are crabs, lobster, langoustines, oysters, and scallops caught by hand right in front of the property, and vegetables grown in the on-site walled garden. After dinner, grab a nightcap in the Liberator Bar, which stocks an ever-growing collection of more than 110 gins and 250 whiskies from around the world. The next day, visit the lodge’s falconry (home to eagles, falcons, hawks, and owls), or have the concierge arrange a local activity, from deerstalking and fly-fishing to hiking, boating, and pony trekking.
  • Stirling Castle, Esplanade, Stirling FK8 1EJ, UK
    Stirling Castle is one of Scotland’s most impressive castles, particularly for its role in Scottish history—several kings and queens were crowned here, including Mary Queen of Scots. Tour the Great Hall, the lavish Royal Palace, the elegant Chapel Royal, and the Great Kitchens, then check out Argyll’s Lodging (Scotland’s finest 17th-century town house, built just beyond the castle walls for a great nobleman serving the royal court). Also worth exploring are the peaceful Queen Anne Gardens and the Stirling Heads Gallery, which features 16th-century oak medallions carved with images of royalty, Roman emperors, and characters from the Bible. When you’re done roaming the interiors, head outdoors and walk the ramparts to appreciate the castle’s commanding position above the Royal Burgh of Stirling.
  • Barnes Bay, West End 2640, Anguilla
    Four Seasons might have spruced up the property slightly when it took over management from Viceroy in 2016, but the original clean lines and sharp angles of the midcentury modern architecture coupled with Kelly Wearstler’s playfully eclectic interiors are still unmistakable at this stunning property overlooking Meads and Barnes bays. Epitomizing tropical modern luxury, the property is awash in marble, natural stone, and wood, with dramatic views of the Caribbean Sea from dining rooms and infinity pools that seem to hover from their cliffside perches. Spanning 35 acres, the resort is home to 166 spacious, serene, and stylish accommodations ranging from suites to townhomes and private villas. Indulge at five dining venues, including the aptly named alfresco Sunset Lounge for sushi and the fine-dining Cobà, where fresh seafood is paired with choice cuts of meat and an impressive wine list. With three swimming pools and two distinct beaches to choose from, the most stressful part of the day is deciding where to lounge.
  • Wadi Musa, Jordan
    Petra flourished more than 2,000 years ago, trading with Rome as an equal before being abandoned after a series of earthquakes in the 4th and 6th centuries C.E. It wasn’t until the 19th century, when European explorers “rediscovered” it, that the ancient city returned to the public consciousness. Now, visitors can walk down the narrow canyon of the siq to the city entrance—as dramatic an approach as any to a tourist attraction on the planet. The canyon opens up onto the carved facade of the Treasury, Petra’s most iconic site. From there, you can explore the cliffside tombs with their colorful bands of sandstone, the Street of Facades, and the amphitheater hewn from living rock. The ancient center lies some distance off, along with the splendid old Monastery, which sits at the top of a steep but rewarding climb. Consider buying a three-day ticket and visiting at different times of day to enjoy the changing light—early in the morning is best for the Treasury, while late afternoon is better for the Royal Tombs.
  • 148 Calle San Sebastián, San Juan, 00901, Puerto Rico
    Feel instantly cool when you slip through the unmarked wooden doors and enter La Factoria. Garden lights hang from the graffiti-covered walls (designed to look artsy-shabby with a stylish restraint), seductive music plays, and the liquor bottles behind the bar are lit from beneath to add to the glow. The flattering amber light in this neighborhood bar invites whispered conversations and lingering glances. La Factoria, which introduced San Juan to the craft cocktail when it opened in 2013, encourages experimentation. Take your time enjoying your drink of choice, but be sure to wander a bit further into the sprawling building where you’ll come upon separate spaces with different moods: a wine bar, a speakeasy, a dance floor.
  • PGCW+GP9, Soi Sribumphen 34, Thung Maha Mek, Sathon, Bangkok 10120, Thailand
    The undisputed king of Bangkok dive bars, Wong’s Place has a character of its own. It’s hard to describe exactly why you should go to this hole-in-the-wall institution near Lumpini Park. The furniture has seen better days, the toilets are nobody’s idea of a treat, and the service ranges from eccentric to downright surly. The fact that it is now one of the few venues in the city that remains open until the wee hours might explain its popularity. But really, it’s the fact that—for all its faults—the bar retains an unpretentious “up-for-it” vibe that is largely missing from more refined places. On quiet nights, there’s not a lot to recommend it, but visit on weekends and there’s a good chance you’ll fall under its beguiling spell.
  • Katherine NT 0850, Australia
    Cicada Lodge is run by the native Jawoyn people and is the only luxury accommodation in Australia’s awe-inspiring Nitmiluk National Park, roughly four and a half hours from Darwin. The word Nitmiluk (pronounced nit-me-look) means “cicada place” and refers to an Aboriginal creation myth where a Jawoyn man hears the sound of cicadas from deep within a gorge. That’s only the beginning of the indigenous influence here. Aboriginal dot paintings hang on bedroom walls; unheard-of ingredients flavor the foods; and indigenous stories and traditions enliven tours that local guides lead throughout the park’s 13 gorges. The wood-paneled restaurant and pool deck, connected by glass doors, form the centerpiece of the lodge. They serve as the communal gathering place for meals, sunset drinks, and leisurely downtime. In 2014, the lodge won the prestigious Gold Plate award for its modern twist on “bush tucker” (indigenous food).
  • 658 Wharf St, Lahaina, HI 96761, USA
    Lahaina, with its many Victorian flourishes, may look picturesque today, but the port town teemed with sailors, gamblers, and prostitutes in the 19th century. The Pioneer Inn changed all that when it opened for business in 1901, foreshadowing the tourist industry that would ultimately replace whaling, sugar, and pineapples. Step through the swinging doors of this vintage bar, which now bizarrely anchors the courtyard of a Best Western, and you’ll be transported back in time. Oars, harpoons, and a ship’s figurehead still adorn the space, looking down on platters of coconut shrimp, Parmesan-crusted fish over coconut rice, and margaritas made with POG (a mix of passion fruit, orange, and guava juices). Come during happy hour, which runs daily from 3 p.m. to 6 p.m., for discounted beers and cocktails.
  • Behrenstraße 37 10117 Berlin, Germany
    Set in the former headquarters of a 19th-century bank, Hotel de Rome forms a major part of Bebelplatz, the historic square best known as the site of the Nazis’ infamous book burning in 1933. Across from the stately Opera House and the equally handsome Humboldt University, the hotel has retained the bank’s neoclassical exterior. Parts of the interior are original, too, most notably an elegant staircase that winds up to the fourth floor (the first three floors are also original), and the former bank vault, which has been transformed into a spa that is accessed via the vault’s original steel door. The high-ceilinged guestrooms and suites are suitably sumptuous, with marble in the bathroom and furnishings of mahogany; the color palettes, however, were devised by designers Olga Polizzi and Tommaso Ziffer and are ultra-contemporary. The hotel also has a swanky restaurant, a popular cocktail bar, and a rooftop patio with splendid views of Bebelplatz and the city beyond.