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There aren’t too many opportunities in the Caribbean to ride on horseback to a cave. In Los Haitises National Park, located three hours west of the resorts of Punta Cana, Fun Fun (pronounced “Foon Foon”) Cave is officially known as the largest cave in the Caribbean. Though the cave itself is in the National Park, access to the land goes across a private ranch and requires a guided tour. While the nearly three-hour drive from the resorts of Punta Cana is a lengthy, bumpy, journey into the interior, the scenes from the window provide an authentic glimpse into rural Dominican life. Sugar cane sways, schoolchildren wave, and mangoes drip from the trees. Upon reaching the ranch where you begin the tour you are shimmied into a jumpsuit and saddled onto your horse. A 45-minute ride through the shaded forest brings you to the edge of the National Park. From here it’s another 30 minute walk through sun-swallowing trees until you reach the entrance of Fun Fun Cave. Sliding into a harness and climbing gear, entering the cave requires a 50 ft. repel into a tiny hole which can barely fit your shoulders. Once at the bottom, it’s a one hour slog through the depths of the darkness before reaching the other exit. Inside the cave, stalactites and stalagmites pepper the areas which fall in the beam of your flashlight, and at some areas you are forced to swim through the soothing, subterranean waters. Here, a lone rope helps guide visitors through the hidden recesses of the cave.

Surrounded by bold artwork inside and magnificent ocean views outside, guests are never quite sure where to direct their gaze when they arrive at Ellerman House. A stay here is a bit like visiting an elegant and attentive friend, starting with the complimentary airport pickup straight through all the thoughtful, personalized touches (guests might find a bottle of their favorite vodka already stocked in their room). The hotel owner is a well-known aficionado of South African art, and his private collection graces the walls of the guestrooms and public spaces. True art fans should be sure to visit the on-site gallery to view masterpieces by Louis Maqhubela, Wayne Barker, and Angus Taylor. If it’s not occupied, also sneak a peek at the breathtaking wine gallery, which features a wall made of soil from the Cape Winelands and a spiral-shaped wine rack modeled after a corkscrew.

Sitting on the edge of a cliff, this luxuriously appointed hotel makes for one of the best spots in Cape Town for a sundowner. Have a cocktail on the terrace while watching the fiery African sun meet the tumultuous Atlantic waves.

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.

The world’s largest indoor amusement park, Lotte World gets more than 7 million visitors annually. Seasonal festivals like the Rio Samba Carnival and the Happy Christmas Party dictate the themes of the daily parades and performances, while tons of rides—both indoors and out—keep guests entertained all day long. Other highlights include mega playgrounds, an ice-skating rink, a monorail, a folk museum, and, of course, lots of shopping. Visit on a weekday when it’s less crowded and lines are shorter, and remember to grab a map at the entrance in order to navigate the multilevel complex.

With its wild, lush wetlands, Thailand is home to numerous species of snakes: pythons, cobras, and kraits, to name just three. While many of the country’s snake farms are not what you would call prime examples of animal rights at work, the Queen Saovabha Memorial Institute is way more ethical than most. Two hundred species of snakes, including king cobras, are on display, and there’s a facility that produces anti-venom as well as an animal toxin clinic for treating people bitten by other poisonous critters. Visitors can also attend snake-handling performances in the outdoor amphitheater and observe the snake milking process at daily public demonstrations.

Thailand is the only country in Southeast Asia—in fact, one of the few in the world—never to have been colonized. But because Phuket was an important 17th-century trading port, its historic center still reflects the influence of European powers and Chinese visitors, seen in the handsome heritage buildings. Today, old mansions and shophouses (buildings with stores on the ground level and living space above) have been turned into modern-day cafés, restaurants and shops.

A compound-like hideaway on a leafy street a block from trendy South Congress Avenue, Hotel Saint Cecilia is a retro-glam love letter to the 1960s and ‘70s rock music scene, named for the patron saint of music and poetry. But that doesn’t mean that rock stars smash guitars and throw ragers here (unless they rent out all 14 rooms, of course); unlike at its nearby sister properties, Hotel San José and Austin Motel, only guests and club members are welcome at the lounge, a laid-back affair with a Parisian-café–style patio, chesterfield sofas and a fireplace indoors, and craft cocktails and gourmet small plates. Between the 1888 Victorian main house—originally inhabited by a descendent of Davy Crockett—and verdant grounds that hide private porches and a serene pool, the hotel feels more like an impossibly stylish artists’ retreat than a celebrity getaway.

Each distinctively decorated room is larger than many an apartment, and seems ripped from the pages of a fashion magazine photoshoot. Every detail has been thought through, from the refreshing Grown Alchemist body care products to the Swedish Hästens mattresses (the hotel is the only one in North America with them in all rooms) to the impressive library of LPs to borrow. Everyone’s a rock star, here.

The ancient art of wax-resist dyeing reaches a whole new level at Caribelle Batik, located on Romney Manor. At the factory, you can watch artists as they boil hues, apply wax, and dye fabrics, creating the brightly colored, intricately patterned clothing that’s typical of St. Kitts. After taking in the process, browse the wide selection of wraps, dresses, men’s shirts, bandanas, bags, wall hangings, and more, which are among the most desired products in the Caribbean.

Lanikai Beach is no secret to the locals, or to tourists, as it is consistently ranked among the best beaches in the world, and it’s arguably the best beach on the island of Oahu. Chances are that if you’re visiting Hawaii then you’re probably on vacation which should make it easier to visit Lanikai during the week. This will increase your chances of finding a secluded spot to lounge in privacy. In fact this amazing beach is usually empty during the week (I would recommend avoiding this beach during peak tourist season or on the weekends). There is no parking, no public bathrooms, and no vendors of any kind within proximity to the beach so come prepared. Pack your sunblock, snacks, and drinks and lounge on this secluded, white-sand beach for the day. Enjoy doing nothing at all or read a book. Or you can fall in love like we did!

Just a 10-minute walk to the village from the Samedan train station will bring you to one of the best soaks in Switzerland: the Mineralbad & Spa Samedan, a day spa designed in 2010 by husband-and-wife architects Miller & Maranta, who built this compact yet incredibly spacious spa into the village’s tiny 12th-century plaza. Inside, a maze of watery caverns and tiled tunnels flicker with light while two relaxation rooms paneled with a fragrant, endemic pine tree prized for its calming properties, allow guests to take a snooze between soaks. The open-air rooftop bath is discreetly nestled under the 400-year-old Reformed Church clock tower—so close that the glockenspiel bells cause ripples in the water when they chime. The steamy 100-degree pool is an ideal place from which to watch glints of gold flash on the spines of the Rhaetian Alps when the sun sets.

A colorful working-class neighborhood near downtown that had fallen on hard times, Woodstock has been revitalized with a mix of galleries, artists’ studios, boutiques, and restaurants. Much of the area’s original vibe remains, however, thanks to the long rows of colonnaded shops that edge Albert and Victoria roads. Among the nearby storefronts that are open throughout the week are Espresso Lab Microroasters and Luke Dale-Roberts’s award-winning restaurant, the Test Kitchen. Continuing down Albert Road, you’ll find spots like the Woodstock Co-op and the very trendy Woodstock Exchange, with a great array of places to eat and stores selling local goods. At the end of Albert Road, there’s a concentration of galleries, including the Stevenson, Goodman, and SMAC. On Saturdays, Woodstock draws crowds to the Neighbourgoods Market, a prepared foods extravaganza in the Old Biscuit Mill.

Santa Monica has plenty of posh spots, but the best-known might be the Bungalow, a beach-bar-style lounge right across the street from the ocean. There’s a high-ceilinged main bar inside, but the real action happens on the front patio and in the back garden, where patrons can take full advantage of the pleasant L.A. weather. Patio seating is coveted space, but if you can snag one of the funky couches and wooden tables—especially if it’s by a fire pit—you can comfortably spend the rest of the night chatting over cocktails under twinkling lanterns, a cool ocean breeze at your back. A second location in Huntington Beach has vintage interiors and ocean views right on the Pacific Coast Highway.

Bangkok is well known for being a party town, but not everyone is aware of how nuanced its nightlife scene actually is. The city’s naughty reputation is alive and well in notorious red-light districts such as Patpong, Soi Cowboy and Nana Plaza, but there’s a whole lot of life beyond the go-go bars. Well-heeled Thais and expats alike flock to the Thong Lor area where high-concept bars such as the fairytale-themed Iron Fairies rub shoulders with state-of-the-art techno clubs such as Demo. For James Bond-meets-Shanghai bordello flamboyance, try Maggie Choos in Silom, one of the city’s new buzz bars. Another nightlife favorite is RCA, a long strip of nightspots, which encompasses everything from cavernous clubs to intimate, grungy venues such as Cosmic Café.

The Golden Gate Bridge is probably the most photographed site in California, but this vantage point never gets old. Explore the hollowed out fort, learn some history, and marvel at the view from the top floor.

Not every celebrity who visits Harbour Island stays at the Pink Sands Hotel. Bill Gates, for instance, has his own home on the island. But Keith Richards has checked in here, as have Martha Stewart and Kate Moss. Since its opening in the 1950s, the 25-room hotel, like the island itself, has been a low-key enclave of the rich and famous, drawn not just by the like-attracts-like vibe (one of the previous owners was Island Records founder and Bob Marley “discoverer” Chris Blackwell), but by its location on Pink Sands Beach, widely considered one of the world’s prettiest. Accommodations are in plush one- and two-room cottages that have king beds and ocean or garden views; some have outdoor showers. Reserve a table at the British-colonial–inspired Malcolm 51 for island-style bouillabaisse and charred octopus salad, but don’t get too carried away with the sundowners. All manner of aquatic activities (snorkeling the nearby coral reef, bonefishing in the shallows, or merely swimming in the heated freshwater pool) await in the morning.