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  • Djurgårdsslätten 49-51, 115 21 Stockholm, Sweden
    A brief description of Skansen—a 75-acre open-air museum with historic buildings and a zoo—doesn’t convey just how much fun it is. You can easily spend a happy half-day here, looking at wolves, reindeer, moose, seals, and other Nordic creatures, then popping into old buildings that have been brought here from all over Scandinavia and reassembled. In some you can talk to people in costume who are playing the roles of the original inhabitants. Elsewhere you can watch glassblowers at work and visit old-fashioned stores. Open since 1891, it remains one of Sweden’s top tourist draws.
  • 4 Universitätsring, 1010 Wien, Austria
    How can you pass up ordering an Apfelstrudel in one of Dr. Freud’s favorite coffeehouses? Open since 1873 at the bottom of a neobaroque structure with a wedding-cake facade, Café Landtmann is perhaps the oldest establishment along the Ringstrasse, meaning that it even predates the glorious Burgtheater next to it. The Gustavs—Mahler and Klimt—and Marlene Dietrich were just some of the many luminaries who frequented the establishment over its near century of existence. In recent years, the Landtmann added a glassed-in patio out front for even better Ringstrasse views.
  • Kontxa Pasealekua, 12, 20007 Donostia, Gipuzkoa, Spain
    Bataplan is San Sebastián‘s best example of the classic, European, sweaty, house-music-filled disco. It is the iconic disco of the city, the one that you can bet every single San Sebastiánite has passed through at least once in their life. Bouncers do their best of keeping the crowd decently good looking. And in summer, the above ground terrace is open. It’s a great place to drink at sunset, meet people, and the crowd tends to skew a little older (think 30s and above).
  • Wilhelminastraat 64, Oranjestad, Aruba
    Located in a historic mansion on one of the oldest streets in Oranjestad, Bistro de Suikertuin is hard to miss. The building is painted a bright hue of yellow, reminiscent of the tropical birds that visit its namesake sugar garden, and the front porch features a blackboard with the daily menu. Tables are scattered inside and out, but the pretty garden is the preferred spot for savoring your morning coffee and Aruba’s traditional pancakes. Come lunch, the restaurant is all about salads, wraps, and broodjes (Dutch-style sandwiches with meat and/or cheese on baguettes). Note: Reservations are recommended for afternoon tea service.
  • 139 Murray St, Pyrmont NSW 2009, Australia
    Formerly the 1888 Hotel.
    What used to be a wool shed in the middle of a sheep farming area is now a youthful hotel that celebrates the Pyrmont district’s heritage while featuring the full suite of modern amenities. Opened in 2013, the hotel is an extravaganza of wool, which is found in the felted black lampshades attached to old pulleys in the lobby, in the lower wall panels in the hallways, and as carpeting throughout the building. The old Wool Brokers Arms is visible across the street from the heritage rooms on the west side of the hotel. Modern and cheeky touches also abound at this boutique property, known as the world’s first Instagram hotel. There’s an empty “Selfie Frame” hanging amid mismatched furniture in the lobby, and guests with at least 10,000 Instagram followers are offered a free night’s stay. (Mere Instagram mortals have a chance to win, too, by using the hashtag #1888hotel to be entered into a monthly photo contest.) 1888 is also a leader in sustainability; the hotel preserved the building’s original ironbark beams and built desks from recycled floorboards. The minibar is more conscious than usual, too, stocked with Alter Eco chocolates, Charlie’s juices, coconut water, and fresh milk. The best things about 1888 are the little surprises. Even the hotel’s name has a double meaning: 1888 was the year the building was constructed but was also the year that the Kodak camera debuted.
  • 2800 Main Street
    Krug is an important winery for a couple of reasons: Founded in 1872, it is one of the oldest wineries in Napa Valley and it is here that Robert and Peter Mondavi had their infamous disagreement that led to Robert leaving and starting his eponymous winery. Peter and Robert’s parents, Rosa and Cesare Mondavi, originally made their money shipping zinfandel grapes to other Italian immigrants on the East Coast during Prohibition. In 1943, with the money they made, they purchased Krug. The Mondavi family recently renovated the original redwood cellar—lining the walls with staves from the original redwood casks. Now one of the oldest family-owned wine companies in Napa Valley, Krug and its line of C. Mondavi wines is a must visit.
  • 1500 Reynolds St, Key West, FL 33040, USA
    Key West doesn’t have many swimmable beaches, but this elegant 1920 oceanfront resort sits on the largest private one in town—an 1,100-square-foot strand punctuated with tall palms. While the shoreline itself is on a rocky shelf, a long dock extends out to the shallows for laps and snorkeling. Just off the beach, two large pools are set into green lawns and lush landscaping in front of the Spanish-style main building, which is on the National Register of Historic Places. The hotel’s wooden coffered ceilings, arched entryways, red-tile roofs, and other key architectural details recall the hotel’s glamorous heyday, while the clean, refreshed rooms are entirely modern, with sleek wood-framed beds, white linens and curtains, and ocean views. Children under 16 stay for free and babysitting is available for adults who want to take a break at the Spa al Mare, which has an open-air cabana right on the sand for al fresco massages and treatments.
  • 555 Jewell St, Rosedale, AB T0J 2V0, Canada
    The Rosedeer Hotel is one of the first buildings you see in Wayne, sitting squat on a narrow piece of land between the railroad tracks and the hills behind. It looks like a movie set, and has been. Running Brave, Shanghai Noon, and In Cold Blood were shot here along with numerous commercials and music videos. A ten-gallon hat riddled with bullet holes wouldn’t look out of place. Don’t expect fancy cuisine—burgers are the norm, and if you want a steak, you’ll be delivered the meat and instructions on how to use the BBQ out back. But people don’t come for the food. Wayne is an authentic Western outpost, built before the road and at one time a thriving town, thanks to the nearby Rosedeer Coal Mine. People come in now for photo ops, for a chance to see one of the few remaining holdouts of the Wild West, and because the 100-year-old hotel and adjacent saloon are said to be haunted. But owner Fred Dayman, who was born and raised in the hotel, won’t talk about it. Book a room, if you dare, and find out for yourself.
  • Crocus Hill 2640, Anguilla
    Many Caribbean islands (Anguilla included) are made primarily of limestone. Over many thousands of years, caves often form in this type of rock speckling the islands with tons of little caves to explore. On Anguilla there are plenty to explore, but the hike to the Iguana Cave is particularly pleasant. It starts on the quiet and isolated sands of Katouche Bay Beach just past the Masara Resort. It’s pretty much due West of the capital of The Valley and very easy to find. The only awkward part is the very steep road that descends the last mile toward the shore. There you should find a gap in the sea grape trees. Staying on this path will take you past a salt pond, through a forest crawling with hermit crabs, up an old stone staircase, through a grove of cactus, past the occasional red-footed tortoise, and finally to the cave. Going at an easy pace, the hike clocks in at around 45 minutes up and 45 minutes back. For the most part, it’s pleasant and I highly recommend it as a way to break up a bounty of beautiful beach days.
  • 3927 Rue Saint-Denis, Montréal, QC H2W 2M4, Canada
    L’Express, on rue St-Denis in the Plateau Mont-Royal neighborhood, opened in 1980 and has about it the air of a beloved institution. Indeed, with its timeless style, it feels even older than it is. This popular spot serves classic renditions of bistro fare—steak tartare, bone marrow, onion soup—into the early morning hours (2 a.m. except for Sundays, when it closes at 1 a.m.). When the kitchen ventures into new territory, the results are impressive. The spaghetti with mushrooms is unconventional in its presentation (topped with a healthy serving of arugula)—one of those dishes you try on the road and then want to re-create at home. Reservations recommended.
  • 51 Rue Montorgueil, 75002 Paris, France
    While the rum-soaked baba au rhum cake originated at Stohrer pâtisserie and is a classic, it’s the éclair au chocolat and the seasonal flavors (this winter’s include both salted caramel and chestnut cream) that deserve special attention. So do the majestic frescoes by artist Paul Baudry (famed for his décor in the Palais Garnier opera house) that adorn the shop’s walls and ceiling.

    It also happens to be one of the oldest patisseries in Paris, and is absolutely worth dropping by on your next trip to the city for one of their delicious sweets.
  • 5900 Lower Honoapiilani Rd, Lahaina, HI 96761, USA
    When eating at the Sea House Restaurant, it’s hard to decide what is actually better: the view of Molokaʽi across the water, or the Molokaʽi sweet potatoes used in the frittata. Either way, both combine for a memorable breakfast on the island’s northwestern corner. Opened in 1963 when tourists were just discovering Maui, the Sea House restaurant celebrated its 50th anniversary in 2013—thereby making it one of the oldest restaurants in West Maui. Even with the history, fame, and ocean views, it’s one of the island’s most affordable restaurants. Most items on the breakfast menu will cost you $12 or less, and when you’re done with your meal, you can splash in the waters of protected Napili Bay. The Sea House sources many of their ingredients from local Hawaiian farmers (such as the Molokaʽi sweet potatoes), and they also follow traditional fishing calendars when choosing their fish for the menu. This is a great option for beginning the day on the island’s northwestern coastline and is a filling starting point for later adventures toward Honolua Bay and beyond. Or, just relax on the sands of Napili beneath the shade of a rustling palm. After all, there are only three hours between the end of breakfast and the start of the Sea House happy hour—an affordable menu that starts at 2 p.m. and has been voted one of the best on Maui.
  • 25 Grant St, Buffalo, NY 14213, USA
    For authentic souvenirs from all over the world, head to the West Side Bazaar. The incubator on the Grant Street Corridor supports refugees, immigrants, and low-income entrepreneurs on their path to becoming successful business owners, providing them space to pursue their dreams. Start in the stalls, where you’ll find everything from Rwandan peace baskets and Burmese puppets to Sudanese jewelry and macramé art by an Iraqi woman named Nadeen Yousef. Afterward, refuel with your choice of Mexican cuisine, Asian snacks, Ethiopian fare, halal food, and more.
  • 1862 A, Chandni Chowk, Chandni Chowk, New Delhi, Delhi 110006, India
    Ghantewala Halwai is an icon not only in Delhi, but all over India. Established in 1790, it is considered one of the oldest sweet shops in the country. Ghantewala has served Mughal Emperors, dignitaries, and of course the locals and tourists who scramble to sample the Pista Barfi. The Sohan Halwa, or traditional Persian sweet, is so good that folklore claims it stopped impending battles in the capital. Make sweets, not war.
  • Karl-Marx-Allee
    Formerly considered East Berlin, Karl Marx Allee is one of the best places to get a glimpse of socialist history, architecture, and local life in Berlin from the past. The famous street is 89 meters wide and 2 km long and still houses some of the “wedding cake” architecture that East Germany was known for. You don’t need a guide. Save your money and simply check out the numerous (30+) plaques along the way (on both sides of the street) which provide you with history, stories, and old photos of the famous street. I suggest that you start at the Alexanderplatz U-Bahn station and walk along the north side of the street, then return along the south side—to get the full scope of the ultra-wide street.