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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.

For a huge selection of fruits and vegetables, artwork and handmade clothes and accessories, visit Puerto Vallarta’s Old Town Farmers Market and Tianguis Cultural. Participating vendors must live or work within 50 kilometers of the markets, so all goods are local. If you’re traveling with kids, be sure to visit the market’s “Children’s Arts and Crafts Area,” where your kids can have their faces painted or participate in an art project. The market is held every Saturday from 9:30am-2:00pm.

Restaurateur Brooks Reitz built his name with this chicken-and-oyster joint that feels old-school despite its carefully crafted ambiance. On a first visit, it’s sinful not to order the perfectly salted, crispy/juicy fried chicken amalgam shellacked with a glaze of Old Bay and cayenne suspended in melted lard. That necessitates a second visit to gorge on the poached char-grilled lobster and sausage, or the Leon’s Fish Fry, a platter of shrimp, oysters and catfish. Leon’s was the first to open way-Upper King, now the restaurant hotbed, and it’s held onto its cool status thanks to its thoughtful buildout in a restored auto body shop, retaining the exposed rafters and a rollup garage door that opens to a patio out front.

There are few more picturesque destinations than southern Italy’s Sorrentine peninsula. Stretching from the Bay of Naples to the Gulf of Salerno, the dramatic coastline is dotted with cliff-side towns that overlook brilliant blue waters and are favored by the jetset for their pebbled beaches and terraced gardens, dreamy lemon groves and villa retreats—think Amalfi, Ravello, Positano. Want your own piece of la dolce vita? Here are the hotels and resorts where you’ll find it.

Meander the cobblestone alleyways and streets of this beautiful town.

This sprawling badi on the left side of the lake bears the distinct honor of being the only one in town with a sandy beach. Other draws include a 5-meter tall diving tower, barbecue areas, an expansive green lawn and phenomenal mountain views. While it’s a slight jaunt from the tourist attractions of the Old Town, it’s well situated for other pursuits; the Rietberg Museum and Belvoir Park are just a short stroll away.

One of Cape Town’s most picturesque corners, this small fishing harbor sees boats sail in daily with their catches (often trailed by hungry seals waiting for tidbits). Recently, however, the area has also become known for its antique stores, restaurants, and shops—one of the best collections of African curios, materials, and artwork for sale can be found at Artvark, on the edge of town. Expect to see everyone from hipsters to surfers to an old couple who’s lived here for 50 years. A seaside promenade connects Kalk Bay to the colorful beach cottages of St. James and to Surfers Corner in Muizenberg, another gem of an old-world suburb that is becoming a second Kalk Bay. Don’t miss Cucina Labia, a restaurant housed in a mansion built by an Italian who wanted to create a little Venice here.

An oasis from the manic bustle of the medina, Riad Alya feels like a secret hideaway, one that teems with the icons of Moroccan architecture—think zellige mosaics, arabesques, and stately arches. The jewel box–like central courtyard continues the theme with intricate plaster and wood carvings, a babbling fountain, and wrought iron screens on the windows; fragrant orange trees sprout from the tilework and mingle with the scent of the mint tea that appears on a constant rotation throughout the day. It’s a tranquil place to while away the time before hitting the labyrinthine alleys outside, as is the rooftop terrace, which offers commanding views of the city and distant mountains. If the streets seem more chaotic than comforting, guests can recreate local flavors by way of a two-hour cooking class in the former residence’s kitchen.

An old Bohemian artist hangout, a place to eat Norwegian reindeer sausage, and a European-style food market... These eateries offer an extra special touch.

Baden Powell Drive is the road running between Muizenberg and Gordon’s Bay along the False Bay shoreline. This route can be a nice alternative to the N2 highway when traveling East. To one side, you’ll marvel at the beautiful blue waters of False Bay. To the other, a view which will make your heart skip a beat as you catch a glimpse of the full extent of the vast population living in townships surrounding Cape Town. This route is safe during daylight hours and often has less traffic than the highway, but it’s not well lit and should not be taken at night.

Intramuros plays an important part to our country’s history and it is one of the popular destinations for a visitor to our hometown. It is the oldest district and is called the Walled City. Historically, it is the seat of the Spanish government when they colonized the Philippines. You will still see the original wall structure and gates. If you wondered why our local language and other local dialects include words that sound like Spanish, you will understand it after getting a short overview of our history. Visit the Walled City, and find the popular old churches, Manila Cathedral and San Agustin. The other area in Intramuros to visit is Fort Santiago where you will find the old fort and Rizal Shrine, a small museum which features the life and works of Jose Rizal, our national hero. Along the way, you’ll find a lot more smaller attractions like museums, plazas, and old buildings. In fact, walking along the streets of Intramuros, you’ll feel like you are back in time, as you find yourself in the midst of old historical structures which are still in place.

Housed in a converted elementary school dating back to 1915, this sprawling hotel complex has long drawn out-of-towners and local Portlanders alike with its bars, restaurants, miniature movie theater, and even a heated soaking pool that’s open to the public for a small fee. While these amenities—along with the hotel’s sprawling school grounds and proximity to the popular Alberta Arts District—are enough to make it one of the most attractive spots to stay in town, its real cred shines through in the 57 guest rooms, many of which are actually converted classrooms (and still have some of the original scholastic features, such as chalkboards, integrated into the room design). Don’t leave without sampling some of the McMenamins signature brews in the Boiler Room Bar, housed in what was once the school’s boiler room.

Loosen your belt buckle as you roll into this beloved Yellowstone gateway town, and enjoy a taste of Montana (and a craft beer or two) before your road trip continues.

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.

The old, the new, and the scarcely imagined sit side by side in Mexico City, and no one blinks an eye. The more you can be curious about that balance—and the more you can achieve it yourself—the better you’ll understand and enjoy this magical city.