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One of the oldest restaurants in Park City, the “Double E,” as locals call it, opened in 1972. When I first lived in town in the mid-1980s, they’d have $1.95 breakfast specials of eggs and bacon. Can’t beat that. They serve breakfast, lunch, and dinner, but the stick-to-the-ribs breakfasts are what they’re really famous for. Try the signature Miner’s Dawn, seasoned potatoes with melted cheddar cheese, topped with basted eggs and served in a skillet with wheat toast.

The Cape Florida Lighthouse, in Bill Baggs Cape Florida State Park on the tip of Key Biscayne, is the oldest lighthouse in the state. The newly restored 95-foot white-brick tower, which sits on sand and rocks, attracts plenty of visitors, who enjoy climbing up to the top for the view of downtown Miami and the Atlantic Ocean. The park also includes a replica of the lighthouse keeper’s 1825 cottage.

Despite its location in Chueca, to say nothing of its name, Bar Cock is not a gay bar. Rather, it is one of Madrid‘s oldest--and coolest--gin joints. Opened in 1921 by legendary barman Perico Chicote, it managed to stay open during the Civil War, and was a late-night hangout for Pedro Almodóvar and other creative young rebels during the 1970s movida. Today, there’s no better place in town for a classic cocktail and a little ambiance.

While wandering around Jaffa, one of the oldest settlements in the world and now connected to Tel Aviv, I stumbled upon a restaurant called Dr. Shakshuka. The specialty is--wait for it--shakshuka, a concoction of poached eggs, tomato, onion, cumin, and chili peppers. And the man who makes it actually calls himself Dr. Shakshuka (pictured). The Doctor., a Libyan Jew, stands on a raised platform, several burners in front of him, like a DJ performing for the dining room. Diagnosis: Delicious.

There are a number of old neighborhoods in Xi’an that are lovely to explore on foot, especially between the Bell Tower and the Great Mosque, and west of the South Gate. Wandering around, you’ll see old houses and stumble upon amazing stonework and doorways—such as this one we found that leads into a temple.

Located in Ueno Park, the Tokyo National Museum is Japan‘s oldest museum, featuring an impressive collection of national treasures and important cultural properties. Aside from the permanent collection, there are special exhibitions with themes such as the tea ceremony, Japanese swords, and overseas treasures. Allow time to enjoy the expansive park, which blossoms in the spring and has gorgeous fall colors.

This colonial artifact overlooks the turquoise Indian Ocean and the Coast Line train that runs along it. Sights from the ocean-view rooms stretch to the city of Colombo, 20 minutes away. Trainspotters should request a room at the hotel’s north end to score a balcony with views of the ocean and the tracks. From $105, 94/(0) 11-271-1711, mountlaviniahotel.lk

I think the most appealing aspect of Old San Juan is the architecture and design of the city. Residential apartment buildings have been converted to designer boutiques or little B&Bs, and interior courtyards invite hungry guests to relax and unwind in the shade.... I’ve been to this area multiple times and still I manage to find a street I’ve never wandered down. Some are more popular than others, in particular Calle San Sebastian, which hosts eateries, bars, and shops, and Calle San Francisco. At the corner of this street is my particular favorite, Franky’s antiques. It’s in a four-story building, loaded with vintage goodies. There’s so much to see, one trip is not enough. If you want to shop, consider wandering all morning and into the early afternoon. You’ll be delighted by all the unique shops. Then, take a break at my favorite restaurant, Triana, for Spanish-style tapas and their famous sangria. It’s a must-stop place any time I’m in the old city. You don’t need a car to get around. Just park at one of the garages and explore by foot. There’s lots to see and do in Old San Juan.

Both Tokyo‘s largest and oldest Buddhist temple, Senso-ji is one of the city’s must see sights. The streets leading to Senso-ji are filled with souvenir shops where you can find tapestries, kimonos, kitschy key chains, and finger foods. Surrounding the temple you’ll also find yatai (food stalls) selling Japanese favorites like yakisoba (fried buckwheat noodles) and okonomiyaki (savory pancakes with a mix of ingredients including eggs, noodles, beef, octopus, squid, and green onion). Inside Senso-ji receive your omikuji (fortune) and if it’s not to your liking leave it behind on the wall of bad fortunes. Take your time exploring the grounds around Senso-ji, which are rich in pristine Japanese landscape design.

Muntri Mews in Penang is my kind of hotel. Formerly an old mews house, its owners have fitted it out with clean, comfortable rooms that retain the charm of their days as stables (think romantic mosquito nets and wooden beam architectural details). The hotel is small and the service is personal and friendly. Breakfast on the hotel’s patio in the heart of historic Georgetown is the perfect way to start a day of meandering through the back streets of this historic, character-filled foodie heaven.

The province of Quebec is notorious for its quaint, picturesque villages. The compact forests and the thousands of lakes in the Laurentides region certainly make for the picture-perfect Canadian postcard, including the beautiful lakeside chapel in Saint-Alphonse or the wholesome locals of Old-Town Saint-Sauveur. On the other hand, the rolling hills of the Eastern Townships are as bucolic as it gets: villages like Hudson, with its gourmet market, microbrewery and century-old houses have a slight England feel, as does nearby Sutton. However, the ultimate wintery escape from Montreal surely is Quebec City, with the snow-capped Château Frontenac, 400+ year old historic center and festive winter Carnival every February.

One of Dubai’s oldest and busiest traditional souks, Naif Souk is a great spot for buying souvenirs and trinkets that will tell the world “I just came back from Dubai!” Offering fabrics, cosmetics, street food, and much more, Naif Souk is frequented by a variety of the city’s residents, from South Asian laborers to Arab women. Everyone is trying to score good deals and outsmart the merchants, so practice your bargaining skills. Characteristic of souks of olden times, Naif Souk exudes a lively ambience. If you love a good deal—and who doesn’t?—Naif Souk deserves a spot on your itinerary.

Set on Bayreuth’s market square inside one of the oldest buildings in town, this charming tavern dates back an impressive 600 years. Run by two families, Wenk and Bauernfeind, since 1999, it features a purely Franconian ambience of regional food, beer, and wine, all presented with a warm welcome and friendly service. Dishes like grilled beef, roast pork, and local trout are cooked to perfection, portions are big, and waiters are dressed in typical Bavarian attire. There’s also a streetside terrace that’s great for people-watching.

The Galeries Royales Saint-Hubert is one of the oldest covered shopping arcades in Europe. This upscale shopping mall is located just opposite the Grand Place and is a beautiful place to window shop. Inside you will find jewellery, handbags, a hat-maker, a glove shop, restaurants and a variety of Belgium’s best chocolate-makers. Don’t miss the stunning Art Nouveau stained-glass ceiling of the Corné Porte Royal chocolate shop. The galleries are particularly beautiful at Christmas when the shop fronts are decked out for the season.

The Rácz Hotel and Thermal Spa has its own hot spring, which supplies the extensive spa. The complex includes a 16th-century Turkish bath with a domed roof, saunas, steam rooms, and five pools. The oldest parts of the spa have no electricity, so guests are given waterproof lanterns to light their way. Rooms in the hotel offer some of the best views of the city.