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Opened in 1890 as an unofficial state guesthouse, the country’s first Western-style property built for the aristocracy to welcome an increasing number of foreigners, the Imperial Hotel has had a momentous history. Ravaged by a fire in 1922, it was rebuilt in 1923 by Frank Lloyd Wright in Maya-Revival style, though it fell into disrepair over the decades and was demolished in 1967. The blocky current version comprises a main building and a tower that together house 931 rooms, but the interiors stick to the property’s past with leather headboards and velvet-covered furnishings. The hotel boasts the largest executive center in Japan, but more leisurely activities await in the 20th-floor swimming pool and sauna, in the fully equipped music room (complete with Steinway piano), and in 11 restaurants that range from upscale French and traditional Japanese cuisines to snack-worthy sushi and confections.

This oval-shaped atoll in the Tuamotu island group strung across the South Pacific Ocean some 300 kilometers from Tahiti is covered in pink and China white sand and surrounded by a jaw-droppingly beautiful turquoise, jade, and cerulean hued lagoon and is considered to have the best beaches in all of French Polynesia. Most are empty – it has a Robinson Crusoe vibe and still remains mostly undeveloped.

Beyond the sand you’ll find excellent snorkeling and even surfing in spots where the reef breaks. For scuba you’ll want to head to the magnificent Tuheiva Pass, where you’ll likely encounter sharks and manta rays. Lagoon excursions are also popular, and allow you to snorkel in the out-of-this world hued waters.

The Tikehau Pearl Beach Resort is the most exclusive place to sleep on the island, but there are also a number of excellent small family-run guesthouses right on the beach for those wanting to experience its “paradise lost” ambiance at more affordable rates.

Air Tahiti flies to Tikehau from Tahiti daily.

Tucked away in Cartagena’s Old Town, Casa de Indias combines colonial architecture with vibrant eclecticism. Though the villa dates to 1693, when it was owned by the then-governor of Cartagena, its purchase in 1979 by the family of famed Colombian figurative artist and sculptor Fernando Botero set the tone for its current iteration. His interior designer daughter Lina Botero redecorated the guesthouse and opened it to travelers in 2013, keeping old-world features like terra cotta–hued stucco walls and black-and-white marble tile floors while adding colorful textiles and pottery, rough-hewn wood furniture, and works by her father to create an artsy lived-in feel. Individually decorated rooms are likewise warm and distinctive, some showcasing original brick walls and all offering iPod docks and flat-screen TVs. The 16-guest maximum capacity helps ensure a quiet atmosphere where you’re free to roam between palm-shaded patios, lounge around the outdoor pool, or take in panoramic city views from the rooftop terrace and hot tub.

Follow the twinkling sconces down a path framed with pink bougainvillea and gnarled olive trees into the complex of stone dwellings that is Kapsaliana Village Hotel. Once an 18th-century village tucked quietly in the hills above Rethymno, the site was abandoned and left to crumble before being renovated by architect-owner Myron Toupoyannis into a low-key resort with 19 luxe yet understated guesthouses in 2008. Surrounded by one of Crete’s largest olive groves, the property is arranged around a turquoise pool that stretches toward the Aegean, providing beautiful backdrops at every turn. Nearby, couples gather on the restaurant terrace with a glass of rosé or licorice-scented raki. Pitharia, or large clay storage vessels, are sprinked throughout the public spaces, while accommodations display historical elements like arched doorways, exposed timber beams, and stone walls. For a real trip back in time, stay in the 1763 olive mill suite, where a breakfast of homemade bread and local eggs and honey is served in front of the fireplace, then visit the village’s 17th-century church and sit in on olive-oil tastings.

Hundreds of years ago, at the height of Florence’s Renaissance heyday, visitors to this cultural capital wouldn’t have stayed in the kinds of luxury hotels that now line its picturesque streets. Rather, the well-heeled would have come at the behest of friends, lodging in private homes whose unassuming facades in the best neighborhoods belied their sumptuous interiors and private gardens, outfitted with art and artifacts collected from around the world.

A guesthouse to its core, Casa Howard continues this Florentine tradition; there is neither lobby nor restaurant, and the owner Massimiliano Leonardi di Casalino lives in his own apartment here while in town (note, it can be rented when he’s away). Jennifer Howard Forneris, one of the design-conscious proprietors who has since passed away, was the daughter of renowned textile designer Luciano Forneris. She gave each room its own look, with finds from her and Leonardi di Casalino’s world travels. A media room is the sole common area, and a hammam steam room and an on-site concierge service are the only nods toward traditional hotel services. Insider recommendations are personalized according to guests’ preferences, and the honor bar feels more like a friend’s (well-stocked) fridge.

Dutchman Dirk de Graaff left a demanding consulting position in Hong Kong to become a hotelier in Siem Reap, falling for Cambodia’s natural beauty, smiling residents, and laid-back way of life. He ran the first gay-friendly guesthouse in town before opening two hotels, a boutique hotel and the more upscale Rambutan Resort, a 16-room property, where he’s successfully re-created the traits that led him to the country in the first place. The simple but stylish rooms employ local, natural materials, with custom-made, chocolate-brown and white-flecked sugar-palm beds (of eco-friendly wood), brightly hued silk lamps, and private outdoor terrazzo soaking tubs. Modern Asian art—including comical pieces by Chinese artist Yue Minjun—adorns the walls. A lovely slate-and-stone tiled, tree-shaded pool anchors the property, its cascading water feature lending a meditative quality.

And though Rambutan’s flair is more than enough reason to stay, it’s the exceedingly personable staff that makes it a true standout. Guests are welcomed like old friends (many are on return visits); the affable check-in crew and servers artfully walk the line between doing their jobs and making time for a chat. De Graaff invests in his team—providing scholarships to further their careers in hospitality, for instance—and their mutual affection for the place shows.

In a peaceful pocket of the vibrant Chelsea neighborhood, the High Line Hotel is a charming boutique with many stories to tell. There is the tale of the grounds once being home to a 17^th-century apple orchard, or the history of the cloistered seminary inspired by the architecture of Oxford and Cambridge. This Federal Historic Landmark (where “‘Twas the Night Before Christmas” was written) softly transports guests to another era with its gas lamps, Gothic-inspired brick buildings, and original details including fireplaces. This property was thoughtfully created, from its historic preservation to the hand-selected furniture of antique fairs and vintage markets. With hardwood floors, whimsical prints, and tall windows overlooking the Parisian-inspired garden, these rooms feel more exclusive guesthouse than sleek hotel. Kick off your day with a latte from the Intelligentsia lobby bar.

Contemporary art can sometimes be pretentious or obscure, but DHC/ART adds an edgy sense of wit, with exhibitions ranging from the visual puns of Ceal Floyer to the exuberant portraits of John Currin. 451 rue St.-Jean, (514) 849-3742.

In the middle of a metropolitan area of twenty million, Seoul’s historic Bukchon neighborhood has kept a traditional village feel. “Hanok"—traditional courtyard houses, with upswept tile roofs and latticed sliding doors—line the hilly streets. Some of them have been opened as small guesthouses. After a trans-Pacific flight, and then a bus ride into the city (from the new airport, built on reclaimed land in the Yellow Sea), I walked a few blocks up narrow lanes and through a wooden gate. I felt as if I’d stepped back into the Korean countryside of a century ago. A rooster and a rabbit shared the courtyard, filled with hydrangeas and herbs. A persimmon tree towered overhead. My room had sliding papered doors; a simple low bed and table; no TV...but free Wi-Fi! The friendly owner, whose family lives in one wing of the house, showed me the hot water machine where I could make instant ginseng tea and “ko-pi” (coffee). Not all hanok lodgings are so spartan. Behind the main courtyard of this house, a “sarang-chae” is also available—it’s like a mini-house (or casita), with its own private garden: rustic luxury. While staying here, I met an Israeli man and his Japanese wife on their way back to the Middle East, as well as a couple of professors of Indian languages from Seattle on their way to New Delhi. Bukchon is becoming more widely known as one of Asia’s urban gems. (For more information: http://www.seoul110.com/html_en/1.html)

Located along a stretch of coastline that’s sometimes called the birthplace of jerk cuisine, the Boston Bay Jerk Center is hard to miss. Various meats are cook on open pits using a technique that may explain why jerk never tastes so good at home: Uncured pimento logs are placed over a bed of hot coals, and the meat is laid directly on the green logs. The whole operation is then covered up by a sheet of corrugated zinc and cooked until it’s black on the outside and tender underneath. You can place your order by the quarter, half, or full pound. Don’t forget to add jerk sauce, which you can also buy by the bottle as a souvenir.

For a break from Port-of-Spain’s congestion, a 15-minute drive up curvy roads outside the city leads to Mount St. Benedict Monastery, with its fine hilltop views over the plains, the coast and the Northern Range. Just over a century old, the enormous yellow monastery (also known as The Abbey of Our Lady of Exile) sits on a large swath of land whose hikeable woods are filled with birds. The monks sell their popular homemade yogurt while the guesthouse serves traditional afternoon tea.

The most famous and popular beach in Busan, picture-perfect Haeundae Beach boasts a gentle curve of white sand that extends an impressive kilometer and a half (roughly a mile) and is up to 50 meters (165 feet) wide in some places. A shallow bay and clear waters make it ideal for swimming and families, and it has plenty of other attractions besides the sand and sea: You’ll find everything from casual guesthouses to luxurious hotels, plus cultural events, festivals and entertainment throughout the year. There’s also an aquarium nearby, and Dongbaekseom (Dongbaek Island), at the south end of the beach, is a popular fishing area.

Originally laid out during Spanish rule, the Alameda Central was Mexico City’s first municipal park, at one time reserved for the elite. Today it’s a well-manicured garden for all, especially popular with working-class crowds on Sundays. Its willow-lined lanes lead to old-fashioned statuary, fountains, and a gazebo (where something’s always going on), as well as a rotating calendar of contemporary sculpture exhibitions. On the park’s western edge and occupying a beautifully restored art deco structure, the shopping and design center known as Barrio Alameda houses edgy boutiques, a chic guesthouse, and trendy restaurants whose outdoor seating is a people-watcher’s delight. Duck in for a glimpse of how the city center continues along its gentrifying course.

Casa Sol was newest and the best hotel we stayed in during our trip down to Mexico. Everything about it was wonderful. The owners, the staff, and the large beautiful rooms overlooking a private little cove. The simple breakfasts and the Honor Bar kept me happy while I lounged. (I love myself an honor bar). And I even loved the little walk through the woods to the busy end of the beach. The owners, Craig and Jorge also run the Red Tree House in Mexico City, where they have done an incredible job running a top notch guesthouse. Casa Sol is bound to do just as well. Go check it out!

A permit and a guide are required to hike in the Edmund Forest Reserve, in the interior of the island. A permit can easily be obtained through your guesthouse or hotel, and a forest guide can be hired at the reserve. The 18,000-acre park offers various hiking trails: The Edmund Rainforest Trail is a four-hour, seven-mile strenuous hike concluding with a view of Mount Gimie. A less intense hike is the Des Cartier Rainforest Trail, on relatively flat terrain, with plenty of flora along the way. Bird-watchers will love the Millet Bird Sanctuary Trail, a two-mile loop through the habitat of over 30 species, including the St. Lucian parrot and hummingbirds.