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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.

From a members-only beach club in the 1960s, The Dunmore has evolved into a 16-room boutique stay whose spirit and decor evoke that era. Local interior designer Amanda Lindroth oversaw a major renovation when the hotel’s current owners bought the property in 2010. Wicker and rattan furniture, patterned prints, and spaces that are as much outdoors as indoors create a look that is somewhere between late British colonial and timeless Bahamian. Although the landmark sits on Harbour Island’s Pink Sands Beach, a pool with an airy pavilion adds to The Dunmore’s reputation as a place of amiable gathering. After a day of sunfilled fun, head to the on-site restaurant, where chef Cindy Hutson, one of the region’s rising culinary stars, prepares modern twists on island delicacies—think grouper curry with lychee and grilled pineapple and banana fritters with rum caramel.

Stroll inside the Errol Flynn Marina, located right in Port Antonio town, for a waterfront respite along manicured lawns and sailboats. Enjoy an afternoon “I-Scream” cone from the on-site Devon House, a household name in Jamaica. There are public benches by the water, as well as bars and restaurants. If you can, stay long enough to enjoy the sunset.

This newly opened store, a pared-down collection of Scott Corey’s large Santa Fe Vintage (on the outskirts of town), is “the” place to shop for amazing vintage pieces like flannels, jean jackets, gold-rimmed aviators and African indigo Mali cloth pieces. The shop showcases both vintage jewelry and gorgeous pieces by co-owner Julienne Barth.

In Old Town, locals often frequent the inviting, friendly Monica’s El Portal, a 36-year-old institution, housed in an unassuming building. There’s a range of traditional homemade dishes like blue corn chicken and a hearty green-chile stew. The carne adovada (New Mexican pulled pork) chimichanga is immensely satisfying. Arrive hungry and leave full.

Situated on the left bank of the Limmat River in the Old Town, this is the badi to go to if you want to swim with a postcard-worthy backdrop (Grossmünster Church is diagonally across). In the daytime, it’s women-only in the Art Deco bathhouse; come evening, it transforms into the beautifully lit Barfussbar, which welcomes a mixed crowd.

This is the neighborhood spot for the entire town of San Sebastián under the age of 40. Whether it’s an 8 o’clock shot of espresso, a mid-morning toast with tomato and olive oil, or a beer at 7pm, this place is always hopping with people. It’s the perfect place for conversation, people-watching, and Wi-Fi. Their toast and their homemade cakes are outstanding.

North Adams has many galleries, shops selling vintage items and plenty of restaurants. The street art popping up around every corner reminds you that many artists are at work in the warehouses that make up much of the city. The efforts to preserve this former mill town are evident on the brick walls of buildings where an international collection of artists have taken their brushes to the streets.

H&M’s first stand-alone brand debuted in Europe in 2007, selling minimalist, architectural basics that evoke the aesthetic of luxury house Céline—albeit with a few zeroes knocked off the price tag. There are plans to bring the chain to the United States, but until then, Paris, with five shops sprinkled throughout town, is one of the best places to sample the goods. This appeared in the October 2013 issue.

The Henderson Patty’s Closet, a franchise of the popular Vegas-born boutique, is filled with colorful dresses, tops, shoes, pants, and purses. Founder Patty Barba is a local celebrity around town, known for her fun style and loyal relationships. Her motto: six of every style, and once it’s gone, it’s gone! The result? Affordable fashion you won’t see on everyone else.

Spend a day strolling the medieval streets of Cefalù, an idyllic coastal resort town about an hour’s drive east of Palermo. The Norman-era Cefalù Cathedral towers above honey-colored stone houses; a rocky promontory known as La Rocca forms a dramatic backdrop to it all. Step inside the cathedral to see its beautiful mosaics, then get in some souvenir shopping or relax at a café and just people-watch.

Athens is an incredible city to visit but can feel busy and overwhelming, especially during peak tourist season. Escape the hustle and bustle with a visit to the resort town of Vouliagmeni on the Attica coast. I took this photo from a café right on the beach. We spent an entire afternoon drinking coffee, eating fresh seafood, and watching surfers in the sea.

A pleasant way to spend an evening in Milan is to stroll along the Naviglio Grande, a 12th century canal in the south of town. The warehouses along the towpath are now home to lively restaurants and bars. I recommend El Brellin. The second floor restaurant offers refined modern Italian fare with ambiance to match and the bar below gets busy on the weekends.

This has to be the most colorful thing I’ve ever seen in a cemetery. In the town of Dolores Hidalgo in central Mexico, singer José Alfredo Jiménez (1926-1973), “El Rey,” is memorialized by this sombrero-and-serape tomb. The names of some of his many hit songs are inlaid in the mosaic bands. Death be not proud...

The Summer Restaurant in the Hotel Stary offers top quality food with a bird’s eye view over the market square (just be sure to ask for a table with an OId Town view).