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The hike up Lion’s Head affords incredible views. Since the trail winds around the mountain, you’ll have the unique opportunity to see every side of Cape Town from above. When you start, the ever-stunning Table Mountain will be just to the left, but soon enough, you’ll be facing Robben Island in the distance, with all of Cape Town below. The Lion’s Head hiking trail is eight miles round-trip and takes about three to four hours to complete, depending on your pace. If you happen to be in town during the full moon, be sure to start hiking mid-afternoon and bring your headlamp and a picnic dinner. Along the way, you’ll meet many a local honoring their monthly tradition of hiking up, eating dinner during the sunset, and hiking back down in the moonlight glow.

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.

Just across the Ashley River from the Charleston Peninsula, Charles Towne Landing marks the site of the forerunner to Charleston, Charles Towne. Settlers from Barbados founded the town in 1670, though after ten years—and a series of attacks by French, Spanish, Native Americans and pirates—they wisely decided to move to the easier-to-defend Charleston peninsula and start over. A recreation of a 17th-century trip, the Adventure, and replica of a colonial home provide insights into life in the earliest years of colonial America.

Sometimes Caribbean travel is about more than just a cold drink and a beach. It takes driving as far as possible (only about 40 minutes) from the tourists on the east side of the island in Nassau to find this moving piece of art, appropriately titled, “Sacred Space.” Located only a few hundred yards from the ruins of old slave quarters, and just above where the slave ships used to dock, these faceless carvings silently stare back across the ocean toward Africa. Trees that typically erode the coastline were cut down to create these powerful pillars that are still rooted in the ground.

Starting at the sea gate, pick up a map from the tourism board office to get oriented. Then, wander past innumerable shops and cafés, taking note of Korčula’s fishbone layout, which was intended both to protect the town and make use of local winds. Also be sure to admire Korčula’s signature stonework, best displayed in the Gothic-Renaissance-style St. Mark’s Cathedral.

Like many of the hippest bars in town, Mary’s is intentionally hard to find. As you make your way down King Street, hang a right on Mary Street and look for a bar on the left with no sign and a rocker crowd. Inside the two-story tavern, a chalkboard menu lists enough craft beers (including the house-brewed Slayer Juice), wines, spirits, and cocktails to require a second chalkboard for fried chicken and burgers (known as the best in town). Get your birds by the half, whole, or “Larry style”—two whole birds deep fried with mash and gravy—and your burger with “trashcan bacon.” Mary’s also does a bacon Bloody Mary with American cheese melted over the rim of the glass that’s more than worth a try.

A gloriously eccentric venue, Sketch isn’t a restaurant so much as a collision of ideas, design, food, and frivolity in a large Mayfair townhouse. Its Parlour serves all day breakfast and then evening cocktails in an ambience that’s less Alice in Wonderland and more seriously deranged Hatter. The Gallery is designed by artist and comic genius David Shrigley, meaning that your afternoon tea with one-of-a-kind pastries and cakes come with a side order of wit and a pinch of bitter satire. Upstairs, the Lecture Room and Library delivers a Michelin-starred tasting menu, while there’s breakfast, brunch, and cocktails in the Glade. A trip to the bathroom involves sitting in your own individual egg; try not to be put off by the carpet of red wax oozing down the stairs on your way in.

The crumbling architecture of Stone Town is a UNESCO World Heritage site, and the town’s carved doors are one of its most recognizable features. I spent a lot of time searching for the door of Swahili merchant Tippu Tip, a notorious 19th-century slave and ivory trader who grew fabulously wealthy from his exploits in the interior of Africa. He showcased his wealth by slapping Stone Town’s most elaborately carved door on the front of his mansion in the mysteriously named Suicide Alley. If you can find Suicide Alley (it’s unmarked, near the Shangani Post Office in Stown Town), keep your eyes on the ground: the alternating black-and-white tiles of Tippu Tip’s front stoop might be the first thing you see. The house is now inhabited by several families, so be respectful when taking pictures and exploring the area.

Officially founded in 1865, Salento is one of Colombia’s quaintest, most traditional towns. Its main street, the cobblestoned Calle Real, is lined with handicraft shops and restaurants that serve delicious, locally farmed trout (among many other Andean favorites). The street ends at the foot of a hill with a staircase leading upward, interrupted at regular intervals by representations of the stations of the cross. A short Jeep ride from town leads to the enchanting Valle de Cocora, where you’ll find wax palms up to 195 feet in height (the tallest known palm species), as well as fantastic birdlife, including Andean condors and yellow-eared parrots, plus legions of adorable hummingbirds. Take a hike or horseback ride into the valley to get access to some of Colombia’s most awe-inspiring lookouts.

Ask someone who’s stayed at Number 31, a downtown Dublin house-hotel, what it’s like and he or she likely won’t get past the breakfast: the pears poached in vanilla syrup, Wexford strawberries, eggs scrambled with smoked salmon from the west coast, and slices of zesty cranberry loaf. Such homey food served in a sunlit dining room is part of what makes Number 31 feel less like a hotel and more like the pied-à-terre you’ve always dreamed of. Comfortable rooms and unobtrusive staff add to the urban townhouse vibe; the hotel owners, Noel and Deirdre Comer, manage to be warm and welcoming while also leaving guests to make themselves at home around the peat fire in the sunken lounge.

A wild garden separates the hotel’s two buildings, a Georgian terrace house and the coach house, and the overall modernist-meets-classic design owes to architect Sam Stephenson, who lived in the house as he renovated it in the 1950s. Number 31 is a favorite of Dublin insiders, from artists to architects to the designer John Rocha.

Whatnot and China Town is a hoarders dream. If you can’t stand chaos, maybe it’s best you wait outside. This antique shop is located just up from Main Road in Kalk Bay. Follow the yellow brick road painted on the sidewalk to the front porch, which usually holds the sale items. The first two or three rooms have antiques and the whole right wing of the house is full of porcelain china. Even if you’re not in the shopping mood, it truly is a sight to behold.

When you arrive in Corfu, you may notice it doesn’t look a great deal like the other Greek islands—in fact, it has a distinctly Venetian feel. That’s because, unlike the rest of Greece, Corfu was never ruled by the Ottomans. The Old Town is a perfectly preserved Venetian town and a UNESCO World Heritage site. Renaissance, baroque, and classical touches can be found between every alleyway and square. Some points of interest: the Old Fortress, Spianada (the largest square in the Balkans), and the Liston (an arcaded promenade where wealthy aristocrats used to gather).

Whether you sit on the benches out front and people watch or stroll along Main Road and window shop, exploring the village of Kalk Bay on a summer’s day is so much better with a cone in hand.The Ice Cafe is one of the oldest ice cream parlors in Cape Town. The flavors are robust and all natural, the texture is perfectly creamy (like gelato). Cones are not overpriced like some other newer options in town.

The latest sign that Luang Prabang, the once-undiscovered unesco World Heritage city on the Mekong River, now fully caters to upscale tastes, Villa Maly is in the former residence of Prince Khamtan, grandson of a 19th-century Lao king. The hotel’s 33 rooms, furnished with four-poster mahogany beds, rain showers, and parquet floors, surround the 1938 French colonial–style home in seven comfortable cabanas. During my stay, I fought the heat by spending time on the dark-wood pool deck ringed by tall palms and tropical flowers. It’s a five-minute stroll to the town’s historic center—and a five-minute stroll back to the hotel’s onsite spa for a massage. —This appeared in the December/January 2010 issue.