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During three years of living in Washington, D.C., I made it my mission to visit as many museums as I could, and the National Museum of the American Indian quickly won me over. I was greeted by a live dance performance and welcomed into a circular space reminiscent of New York’s Guggenheim Museum. The exhibits are educational, informative and engaging, and the space itself is a captivating exercise in design. It may often be overlooked, but it’s one of the best D.C. museums with a notable food court featuring Native American-inspired dishes.

The Maiden’s Tower, which seemingly floats in the Bosphorus off Asia, is one of the more popular symbols of the city. Once a Byzantine tollbooth and later an Ottoman lighthouse, it’s most famous for a legend involving a princess and a prophecy that she would die from a snakebite. Her father exiled her to the tower in the hope of protecting her but, alas, the prophecy could not be avoided—a snake made its way to the island, either in a bouquet of flowers or a basket of grapes (depending on the version of the tale).

When in Kingston, make time for a stop at Devon House, a grand 1891 Georgian mansion that was built for George Stiebel, Jamaica‘s first non-white millionaire. The lovely upright house and its 11 surrounding acres are now protected as a National Heritage Site, but that doesn’t mean that there’s not fun to be had. The sprawling grounds include shops, restaurants, a bakery, and a popular ice-cream shop, I-Scream. House tours can be arranged, but the grounds, landscaped with stately palms and fountains, are the highlight—it’s a great spot to take a stroll, read, shop, or dine. The mansion and its manicured lawns are also used for weddings and lavish events.

Active from the 13th to 15th centuries and considered an influence on the pre-Renaissance movement, the Sienese School of painting is identifiable by its themes—always religious, and usually with a focus on Biblical miracles—and its signature style, a dreamy mix of Roman, Gothic, and Byzantine influences that often feature dazzling gold backgrounds. Opened in 1932, this museum boasts one of the world’s largest collections of Sienese School works, as well as a number of Renaissance and late-medieval pieces from Italian artists. Wander through the impressive building—a combination of two 14th- and 15th-century noblemen’s palazzi—to find works like Duccio’s Madonna and Child, Michelino da Besozzo’s Mystical Marriage of Saint Catherine (celebrating the “calling” of Siena’s native daughter), and Bartolo di Fredi’s expansive Adoration of the Magi. Paired with a visit to Florence’s Uffizi, coming here offers insight into the differences—and longtime rivalry—between the two cities.

Part of the University of British Columbia, this museum houses one of the finest collections of Northwest Coast Aboriginal art, including bentwood boxes, feast dishes, totem poles, and canoes from the Haida and Coast Salish people. Some of these artifacts are displayed in a soaring grand hall with views of the Point Grey cliffs. Visitors can also look forward to a respectable European ceramics collection, with earthenware and stoneware from the 16th to 19th centuries, and a rotunda with works from Haida artist Bill Reid, including the massive Raven and the First Men, made out of laminated yellow cedar.

This leather workshop is hidden away in a former Franciscan monastery next to Santa Croce. The Scuola del Cuoio was originally founded to provide skills and work for some of the city’s orphans after World War II; masters and apprentices still produce wallets, purses, journals, and jackets. Take a quick tour of the beautiful cloisters, frescoed corridors, and workspace, or sign up for a full workshop and try your hand at making something of your own. Everything is crafted on-site using traditional methods. Be sure to get your purchases personalized with a gold-stamped monogram.

Despite its size (10 square miles) and population (fewer than 170 permanent residents), Little Cayman enjoys a worldwide reputation among serious divers. The island is renowned for its exceptional underwater visibility and vertigo-inducing walls, especially north-shore Bloody Bay. Dive boats flock to Three Fathom Wall, where bulbous coral heads teeming with fish rise to within 10 feet of the surface. Snorkelers are likely to encounter schools of blue tang and stoplight parrot fish, as well as hawksbill turtles and nurse sharks.

Step inside the Eye Film Institute to discover an homage to international cinema replete with interactive displays and perched like an ivory spaceship ready for launch on the northern bank of the IJ River. The striking facility, accessible via a free ferry from the main train station, houses four movie-screening rooms, a museum shop, and an exhibit space showcasing the works of masters like Fellini and Kubrick. Topping the contemporary structure is the eye-popping Eye Bar-Restaurant, where you can wash down a plate of bitterballen with beer on tap while musing about cinematography. On sunny days, a spacious terrace beckons.

A tour of St. Nicholas Abbey is a chance to explore one of the finest so-called great houses of Barbados. Not an actual abbey, the well-preserved Jacobean plantation mansion in the northern parish of St. Peter dates from the mid-17th century and is filled with antiques. On the mahogany tree–dotted manicured grounds, visitors can also see the old steam mill and rum distillery that are still in operation; the output from the latter, and other local products, are sold in the gift shop.

A colorful working-class neighborhood near downtown that had fallen on hard times, Woodstock has been revitalized with a mix of galleries, artists’ studios, boutiques, and restaurants. Much of the area’s original vibe remains, however, thanks to the long rows of colonnaded shops that edge Albert and Victoria roads. Among the nearby storefronts that are open throughout the week are Espresso Lab Microroasters and Luke Dale-Roberts’s award-winning restaurant, the Test Kitchen. Continuing down Albert Road, you’ll find spots like the Woodstock Co-op and the very trendy Woodstock Exchange, with a great array of places to eat and stores selling local goods. At the end of Albert Road, there’s a concentration of galleries, including the Stevenson, Goodman, and SMAC. On Saturdays, Woodstock draws crowds to the Neighbourgoods Market, a prepared foods extravaganza in the Old Biscuit Mill.

Being in Santorini was like a dream come true. The breathtaking views were like none other I had ever seen. The white buildings against the beautiful blue sea. I spotted these two dogs and thought to myself, “Wow! What a life. What I wouldn’t give to be able to live here and enjoy this view on a daily basis.” They looked so relaxed sitting in the warm sunlight. Every time I look at this picture it takes me back to that moment. I was literally speechless. Just soaking in my beautiful surroundings. We were on a tour, headed to a wine tasting, and we stopped for pictures. I had never seen anything so beautiful in my life. This was an unforgettable trip, better than I could have ever imagined.

The great macaron debate may forever wage on, but from the first time I tucked into a small box of Pierre Hermé’s diminutive cookies, perfectly crisp on the outside and melt-in-your-mouth soft on the inside, I knew I’d remain loyal to his interpretation. Perhaps best known for his unique flavors—foie gras and chocolate, lemon and fennel, vanilla and basil, among many others—it’s his Ispahan croissant, with rose almond paste and crushed raspberry flakes, that really keeps me going back.

It’s impossible to ignore the hulking 1950s architecture of the Tate Modern, slap-bang in the middle of the most-walked part of the South Bank. A visionary refurb of this former power station has resulted in an artistic behemoth with multiple gallery spaces (containing both free exhibitions and ticketed exhibitions), including the fantastic Turbine Hall for oversize installations. Outside, the Millennium Bridge leads over the Thames to the City and the great domed St. Paul’s Cathedral.

The Old Town’s main street, Stradun, also known as Placa, can’t be missed—it’s the biggest and widest of all the thoroughfares, and you will probably walk it several times during your stay here. It’s especially nice in the late afternoon, when the angle of the sun makes the pavement shine and the swallows soar overhead. Continue down to the old port and along the waterfront to the far end. Porporela Pier, built courtesy of the Austrian administration’s rule in Dubrovnik during the 19th century, is today somewhat of a lovers’ rendezvous. After your stroll, the benches along the pier provide a simple relaxing moment to take in the views of Lokrum island and Cavtat in the distance.

Located in the small river town of Hannibal, the Mark Twain Boyhood Home & Museum is actually a cluster of eight buildings that pay homage to one of America’s most celebrated authors. Visitors can tour Mark Twain’s Boyhood Home & Garden—a designated National Historic Landmark—to see where Samuel Langhorne Clemens grew up and the real adventures of Tom Sawyer took place, then pop into the Interpretive Center to view a timeline of his life and several interactive exhibits. Also worth checking out are the Huckleberry Finn House (where Tom Blankenship grew up), the Becky Thatcher House (featuring a museum dedicated to Laura Hawkins and childhood in the mid-1800s), the J.M. Clemens Justice of the Peace Office (where Twain’s father held court), and the Museum Gallery (home to 15 Norman Rockwell paintings and treasured Clemens family artifacts). Before heading out, be sure to pose for a family photo in front of the Tom & Huck Statue, which sits at the foot of Cardiff Hill.