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The tram gives Portland visitors stunning views of the city, river, and mountains beyond. Grab the streetcar from downtown out to the waterfront. You’re delivered to the lower terminal for the three-minute ride carrying you 3,300 feet at 20 MPH to the upper terminal at OHSU. Linger for photo ops then head back down to explore. If it’s nice, skip the streetcar and walk back along the river. Daily workout, check. Roundtrip cost: $4. At the lower terminal, the Daily Cafe is an easy find in the atrium of the OHSU Clinical building as you disembark the pill-shaped car, built with precision by the Swiss. Head for the river and stroll along the shore in any weather. Double back along SW Bond Ave and consider lunch at Bambuza Vietnamese Bistro. Check out the pricey high-rise condos on the market in the real estate office windows, then relax in one of the pocket parks to people watch. It snows in Portland. A couple of times a winter, even downtown gets dusted and it’s a huge mess. I’ve dreamed about getting my ski gear on, grabbing my boards and heading for the PDX Tram at the South Waterfront. I’d casually climb aboard with the patients and medical folks heading up to “Pill Hill” and blow their minds.

Key West’s most famous literary resident, Ernest Hemingway, lived in this two-story Spanish-colonial villa for nearly a decade and composed several of his best-known works here. His second wife, Pauline, insisted they add a pool to the spacious grounds—the first inground pool in Key West. The cost ballooned to around $20,000, a fortune in the 1930s, and was said to have contributed to the breakup of their marriage. It’s just one of the fascinating stories guides will share on the half-hour tour of the home and gardens (included in the price of admission). And yes, you’re guaranteed to see plenty of six-toed cats, descendants of Hemingway’s original six-toed cat, Snow White.

Taking a nighttime stroll through Brooklyn, retracing George Washington’s footsteps as he was engaging British forces in Brooklyn and Long Island who went on to invade New York City in the summer of 1776 during the American Revolution (I love a good dose of American history). I paused for a moment to admire the ingenuity and design of the Brooklyn Bridge as well as the Manhattan skyline. Then I found myself humming Alicia Keys’ “Empire State of Mind.”

D.C.'s most recognized landmark—and the world’s tallest freemasonry structure—transports visitors on a 70-second-long elevator ascent to its 500-foot observation deck. A National Park Service Ranger accompanies you and shares the history of this obelisk dedicated to the President and General who was regarded as “First in war, first in peace, and first in the hearts of his countrymen.” Consider that at completion in 1884, only men were allowed to use the then-steam powered elevator because it was deemed to dangerous for women whose only option was to climb 897 steps to get to the top. Timed tickets are now required to enter and are available on a first come, first serve basis at the monument lodge located along 15th Street NW. Tip: although the ticket window opens at 8:30am, it’s best to line up 1-2 hours early as tickets are usually gone by late morning.

Note: The monument is closed for renovations until early 2019.

The Grand Tour of Switzerland includes thrilling bends and scenic views at every turn, and five of its famous alpine passes stand out—literally—among the rest of the route. They are engineering wonders that often overlook natural wonders as well. The Flüela Pass, which connects Davos and Susch, reaches a height of 7,818 feet. Your ascent through alpine forests delivers views of the valley below on a route that Avis ranked number 4 on its list of the “world’s best roads.” The Julier Pass is lined with picturesque lakes and ends at the village of Tiefencastel, with its historic, and equally picturesque, Church of St. Stefan. The San Bernardino Pass in southern Switzerland follows a route used since the 15th century and sits on the border between the country’s German and Italian regions. With its serpentine twisting path, the Tremola Pass in Gotthard is a wonder of 19th-century road design. After navigating its many twists and turns, enjoy one of the famous sausages sold from a hut at its summit. Finally, if the Furka Pass looks familiar, it’s likely from its big-screen appearance in Goldfinger. Fortunately as you drive to the highest point on the Grand Tour, at 7,969 feet, you’ll be able to simply enjoy the scenery without any villain in pursuit.

This collection of 5,000-plus bags, purses, and accessories—the largest in the world—spans more than 500 years, from a practical 16th-century goatskin money pouch to a whimsical shoe-shaped purse by contemporary Dutch footwear designer Jan Jansen. Displayed beautifully throughout a grand 17th-century canal house and arranged by time period, the collection includes rare French silk bridal bags from the 1800s, delicate art deco beaded purses, chic 1970s Lucite clutches, and contemporary handbags by luxury brands like Louis Vuitton, Mulberry, Gucci, and Prada. Items owned by the rich and famous are here as well: a Versace evening bag Madonna carried at the Evita premiere; the cat-shaped “Socks” clutch that Judith Leiber designed for Hillary Clinton; and Margaret Thatcher’s iconic gray Asprey handbag, which she referred to as her “weapon.” Don’t miss the café’s renowned afternoon tea, with sweet and savory bites served in the museum’s period rooms.

Cane’s chef and owner Paul Yellin grew up on Barbados, and he drew on this experience while putting together this bar and restaurant: the menu is full of Caribbean dishes, and the space is decked out with palms, corrugated metal, and bamboo. Another Barbados-inspired touch? The heavy presence of rum at Cane. The bar houses bottles from across the wold, and the drinks menu serves classic rum-centric cocktails like Zombies and Painkillers alongside more creative concoctions.

Saint Blaise became the town’s patron saint in the 10th century after a vision alerted him to an impending attack by Venice. His statue—the old man holding a model of Dubrovnik in his left hand—sits atop the church’s Baroque facade. Inside the domed interior, near the main altar, a 15th-century gold-plated statue of St. Blaise has miraculously survived several earthquakes and fires. (Note: The church will be closed through early 2016 for restoration and will reopen for St. Blaise festivities on Feb 3, 2016.)

Around for over 10 years, this small “ital” (vegetarian) and vegan spot dishes out flavorful, affordable, and creative lunches in the one-table interior of a green house in Soufrière’s downtown. Favorites include the house pizza, a pie with whole-wheat crust topped with lentils, cabbage, pumpkin, and cheese. Other options include salads, veggie burgers, empanadas, smoothies, fresh juices, and a special cocoa tea. The atmosphere is about as casual as it gets, with a TV loudly blasting as locals stop by for a bite and to hang out.

If shopping is on your agenda, be sure to stop at Mongoose Junction, at the north end of Cruz Bay where North Shore Road heads out of town. The open-air mall is small but attractive, made of local stone and mahogany and landscaped with tropical plants. Mongoose Junction is packed with art galleries, restaurants and boutiques selling locally made clothing and jewelry. Before you leave, check out St. John Scoops, which makes almost 100 flavors of ice cream and sorbet (like mango, passion fruit and salted caramel) and serves them up in hand-rolled waffle cones. Delicious superfood smoothies are on the menu, too.

The bars along 5th Avenue start hopping as early as sunset, but Calle 12 doesn’t pick up until well after dark. Pronounced kah-yeh doh-say, the lane is Ground Zero for Playa del Carmen’s wilder nightlife, with nightclubs and bars on both sides of the street between 10th and 1st avenues. The hottest venue depends on when you go—which night, week, or even season—but the most popular spots include Coco Bongo, La Vaquita, Coco Maya Beach Bar, and Mandala. (Note: Things don’t start till 11 p.m. at the earliest on Friday and Saturday nights.)

From the luxury Oetker Collection, Le Bristol is one of the first hotels in France to obtain Palace distinction. Occupying nearly an entire block on Rue du Faubourg Saint-Honoré near the Élysée presidential palace, this soulful property has been a gathering place for Parisians since 1925. The 190 guest rooms, which feel like private apartments, are decorated with precious fabrics, paintings, and 18th-century antiques. The on-site attractions include a spa by Le Prairie, a teak-lined pool resembling a yacht, and a courtyard garden fragrant with jasmine. For more than a decade, chef Eric Frechon has held three Michelin stars at Epicure, where menu fixtures include the macaroni stuffed with black truffle and foie gras. Frechon’s culinary dominions are a portal into French gastronomy itself: The hotel has its own chocolate factory, cheese cellar, flour mill, and boulangerie.

The heart of Robert the Bruce, King of the Scots, is buried somewhere here, amid the magnificent ruins of Scotland’s first Cistercian monastery. Scholars believe Melrose Abbey dates back to the 7th century, though most of what remains today is about 500 to 600 years old. Being close to the border, it suffered at English hands during the Middle Ages. It was rebuilt in the 1380s, however, and used as an abbey until the Protestant Reformation of 1590. Today, visitors can admire the graceful architecture, take in the charming sculptures (look out for the famous bagpipe-playing Melrose pig); step inside the chapter house, where Robert the Bruce’s heart is supposedly buried; and tour the Commendator’s House Museum in the abbey cloister, which houses a rich collection of medieval objects.

Founded as a priory by Queen Margaret in the 11th century, Dunfermline was turned into an abbey by David I and later became a royal mausoleum. It’s believed that Robert the Bruce is buried here, along with seven other Scottish kings. Following the Protestant Reformation of 1560, Queen Anna of Denmark built an imposing palace on the site, with the abbey complex at its center. It was here that Charles I—the last Scottish-born British king—was delivered in 1600.

Today, visitors can explore the abbey remains, admiring the impressive nave and towering monks’ refectory. You can also wander through the palace, checking out the refectory floor and kitchen area, before heading outside to admire the breathtaking views across the glen.

This local joint lives up to its playful name: multicolored stools, round picnic tables, an open-air setting covered by a leafy roof, and its lively bar patrons and pool-playing crowd. A chalkboard menu lists the daily specials, which include creole dishes, grilled pork, and barbecue chicken as well as local vegetables like callaloo. Arrive on the earlier side of noon—sometimes the food runs out, and sometimes there’s a long wait. The cold beer makes this a popular place with the locals, and it can help soothe impatience while you wait.