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The most popular historic home in Minnesota, the 27,000-square-foot Glensheen Mansion features 39 rooms, beautiful 20th-century craftsmanship, and 12 acres of gardens—but that’s not why people visit. People come to see where Elisabeth Congdon, the heiress to her family’s large mining fortune, was murdered along with her nurse in 1977. Congdon’s son-in-law ultimately confessed as part of a plea deal, then committed suicide 12 years after he was released from prison.

While the lengthy court battle was under way, Glensheen was donated to the University of Minnesota and opened as a historic house museum in 1979. Guests can tour the property to see intact details like Chester Congdon’s top hat in a closet, his wife Clara’s letters in a desk drawer, and bedsheets organized in a linen closet by the Congdons’ second-floor maid nearly 100 years ago. Tours, which cover everything from the attic and third floor to previously restricted areas and the newly opened servants’ wing, respectfully leave out the murder scene, but guides are willing to share details afterward. For something a little spookier, choose the 21+ Flashlight tour, when all the lights are turned off and guests can walk the mansion with a flashlight and alcoholic beverage.

For a taste of Miami by way of St. Lucia, look no further than Sugar Beach. Set on a white-sand crescent between the Piton mountains—within a 100-acre former sugar plantation studded with shady palm trees—the resort’s white-on-white cottages have all the amenities worthy of a five-star retreat, from sumptuous Egyptian cotton linens to butler service and access to a private chef. (No wonder Gwyneth Paltrow and Matt Damon have stayed here.) But don’t linger too long in your room. The coral reefs in the bay are home to triggerfish, turtles, and exotic sponges that can be viewed on an instructor-led dive or snorkel trip, and whale-watching, waterfall hikes through the rain forest, and adventure tours on ATVs await. If you have more leisurely pursuits in mind, the tree-house spa offers treatments using locally sourced ingredients for the ultimate in relaxation.

On crisp, clear days, the eagle’s-eye views from the trilevel, glass-curtained Penobscot Narrows Observatory range from Mount Desert Island, home to Acadia National Park, to Mount Katahdin, Maine’s tallest peak. The observatory caps a 447-foot-tall bridge tower rising out of Fort Knox, a state historic site named for George Washington’s first Secretary of War. Construction on the sprawling granite fort, built to protect the upper Penobscot River from attack, began in 1844. Although it was neither finished nor utilized in battle, it’s a beauty. Among its prizes are two complete Rodman cannons and eye-candy vistas over Bucksport’s waterfront and Verona Island. Bring a flashlight and waterproof footwear to explore the underground passageways.

Tempt fate at the Monkey Paw’s Book-O-Matic machine, where for the price of a toonie you’ll be delivered an archaic tome in the vein of Elementary Arabic, Vol. 3. I’ll let you know how my studying gets on. The Monkey’s Paw is an eclectic vintage bookstore on Dundas with a collection of unique books, vintage maps, and bugs preserved in Lucite.

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.

A hotel with the words “gallery” and “art” in its name would be remiss not to include at least a nod to the art world in its decor (though more than a few establishments have been known to throw up a wall-sized painting by a well-known artist and declare themselves art hotels). As Florence’s pioneering design hotel, the Gallery Hotel Art doesn’t skimp. Virtually the entire ground floor, from the lobby through to the lounge and trendy Japanese-Mediterranean-Peruvian fusion restaurant, is one giant gallery, its sleek white decor acting as the calming, understated counterpart to the contemporary art and photography not often found in this city.

Indeed, don’t underestimate the groundbreaking nature of this hotel. Design hotels may be a dime a dozen these days, but when the Ferragamo family’s Lungarno hotel collection launched with this modern getaway designed by Michele Bönan, its clean-lined furnishings and chrome, white, and natural wood hues were a challenge to a city outfitted in rich brocades and dark wood antiques. As such, the Gallery Hotel Art isn’t the flashiest stay, but it is the kind of place you can relax and unwind and feel like you aren’t living in the Renaissance days.

A 1920s townhouse in Brussels’ well-heeled Châtelain neighborhood, the intimate, Fellini-inspired Odette en Ville might as well be your fashionable Belgian friends’ pied-à-terre in the European capital. Its older sibling, Chez Odette, a landmark restaurant and inn, is hidden away in the tiny village of Williers, on the French-Belgian border, and when the Brussels iteration opened, it dressed up with all the panache of a newer arrival: a little bit flashier, a little bit sleeker, a little bit more urbane. Its marble bathrooms, dark walls, and chrome accents all feel very grown-up, but roll-top tubs, fireplaces, and vintage decor reveal those homey country roots, as does the fresh, unpretentious cuisine, including the homemade jam at breakfast. With just eight rooms, the hotel feels intimate and private, an atmosphere only enhanced by the private library, a cozy lounge (notably, adjacent to the bar) with overstuffed leather Chesterfields, vintage chess sets, shelves of art books, and a working fireplace.

Put on your comfortable shoes and head to the many trails of Cayman Brac to see wildlife, as well as scenic and geological sights. There is a path for all skill sets. Listen to the mating calls of the parrots flying above at the National Trust Parrot Reserve Hiking Loop, or descend carefully into Peter’s Cave and move through the various layers to discover a truly breathtaking natural wonder. Most hotels have a brochure of all the hiking trails; this includes images, difficulty, and a brief description of each trail.

There’s a carefree summer camp spirit at Ruschmeyer’s, a boutique retreat in Montauk where a central garden full of hammocks and picnic tables creates a relaxing backdrop. First built in 1952 in a shaded stretch of lakeside woodlands in Montauk, the hotel now features recently renovated rooms inspired by camp cabins with cedar-plank walls, a hammock, and some with an outdoor charcoal grill. Ruschmeyer’s has an appetite for culture, seen in a rotating series of music performances, guest DJs, and artists-in-residence. This is a place to play, and the hotel happily arranges paddle boarding, fishing, and yoga. Start your stay on the central lawn, called the Magic Garden, with a game of ping-pong before drinking and dancing the night away at the hotel’s bar, the Electric Eel.

A staple among Upper East Side hotels since it opened in 1963, the sophisticated Loews Regency boasts a Park Avenue address and location convenient to Central Park and Manhattan’s best museums. Following an extensive renovation, it reopened as a fresh and chic retreat in early 2014. The bones of the hotel remain classic, but the approach is modern, with touches that today’s traveler will appreciate, such as free Wi-Fi. Its elegant lobby—with a striking art installation from Brooklyn artist Nina Helm—impresses with its 24-foot ceilings and the on-site salon and spa, from acclaimed hair stylist Julien Farel, is a neighborhood destination for visitors and locals alike. No classic New York hotel would be complete without a standout watering hole; you’ll want to order a cocktail at the low-lit Regency Bar.

Italy’s No.1 chef Massimo Bottura described Nottingham Forest as a blend of “Hemingway and the TV show C.S.I.” for its eclectic vibe. But for its cocktails, Bottura and many others feel Nottingham Forest is Milan‘s main innovator. Mixologist Dario Comini just happens to be considered one of Italy‘s best bartenders, thanks to a great mix of creativity and risk.

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.

At one time venturing away from major cities into unguarded countryside terrain would have been a risk not worth taking. Nowadays though improvements in security has opened up many natural reserves—Rio Claro being one of the finest. A three hour drive from Medellin will take you to this secluded canyon where extreme sports are the definite highlight. As well as hiking and zip lining, visitors can tackle the gushing waters in a raft or kayak. One activity not to miss is venturing through the eerie, animal laden depths of the caves. Tours require people to have good stamina and swimming abilities and certain parts will be navigated by the aid of a flashlight. Those wanting to stay overnight can snuggle up in the wooden rooms overlooking the crystal-clear river.

The only bad thing about Club Allard is that you could walk right by it without noticing. This clandestine restaurant is not one of the flashiest from the outside, but prepare to be blown away before the end of the night. Everything about the restaurant is wrapped up in the details, and they are surprises best left for you to experience yourself. Trust me, if you’re only going to splash out for one place in Madrid, make it El Club Allard. Not to be too cryptic, but you also must visit the restroom before leaving... Lastly, enjoy! Image courtesy of Club Allard.

Eating raw herring is a right of passage for many who visit Amsterdam. Order yours from the friendly Dutch matrons in blue and white-striped aprons at Stubbe’s Haaring, a herring stand with a view on the bridge over Singel Canal, just off Haarlemerstraat. For decades, this local institution has satisfied the fish cravings of Dutchies and visitors with lightly brined herring, smoked eel and other delicacies from the North Sea. Unless you want bragging rights, there’s no need to eat your buttery snack Dutch style, grabbing it by the tail, throwing your head back and lowering the fish whole into your gaping mouth. Most locals eat it in a less flashy way: cut up into small pieces, covered with onions and sweet pickles, topped with a Dutch flag. It’s served on a waxed paper plate, sans bread or cutlery. Use the flag-festooned toothpick to stab the soft, mild-flavored morsels and bring them to your mouth. For a more filling meal, order a broodje haring (herring sandwich) on a soft, white bun, filled with fish, pickles and onions. Eet smakelijk!