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Anguilla is blessed with numerous talented artists, but Cheddie Richardson has long been a standout on the island for his carvings. A craftsman since his childhood days and with no formal training, he grew famous over the years—both locally and internationally—for his unique pieces depicting various types of Anguillan flora and fauna, including birds, fish, and turtles. His studio is filled with them, fashioned from driftwood, mahogany, walnut, coral, or stone; there are a few bronze pieces as well. In 1994, one of Cheddie’s carvings was given to Queen Elizabeth II during her official visit to Anguilla, and it now sits in the Royal Collection.

Finding a table with a view, friendly service, and menu prices that don’t make you gasp is a rare thing in Capri. Ristorante Villa Margherita offers all three. Sit under the pergola at lunchtime, and take in the blues and greens of Marina Piccola down below. After dark, the space twinkles with soft lights and candles. Island classics such as insalata caprese and spaghetti alla Nerano, made with zucchini and provolone, are featured on the menu. Finish on a cool refreshing note with paper-thin slices of pineapple carpaccio marinated in ginger.

Forever on the verge of being the next big target of gentrification, the district known as Santa María la Ribera—northwest of downtown—retains its neighborhoody, down-at-the-heels charms. Its streets are home to a mix of old-school cantinas (all perfectly visitor-friendly) and mom-and-pop restaurants, alongside some neglected architectural gems, hipster coffeehouses, and standard-issue, sometimes grimy local businesses—in short, it’s still real. The district’s centerpiece is its central plaza, known as the Alameda, and its exuberant Moorish-style gazebo (it started life as the Mexico Pavilion at a long-forgotten world’s fair). Recently restored and awash in color, the kiosk is a gem—and the proud emblem of the barrio. Note some amazing old mansions and the spooky Institute of Geology lining the plaza. The nearby Museo Universitario del Chopo—housed in a glass-and-cast-iron former natural-history museum—is a renowned center for avant-garde art that leaves no viewer less than provoked.

If you’ve developed a taste for the flavors of the Caribbean during your cruise, stop at this small spice shop to take some home with you. It’s hard to miss, since it’s located upstairs from the ferry dock. The owners hand-mix most of their signature spice blends. The top seller, Cruz Bay Grill Rub, is a potent dry rub that combines nutmeg, cinnamon, fennel and other spices. The shop also sells island-made candles, rum balls and hot sauces—but watch out for the one made with searing Scotch bonnet chili peppers, a favorite in the Caribbean.

Drive along the main road from Sea Cows Bay to Road Town and you’ll come across numerous roadside tents selling everything from fresh fish to local fruits. The best stands are located close to Carrot Bay, where you can find steaming pockets of fish cooked in foil and fresh-squeezed mango or guava juice.

Walk through the foyer of Ojai’s Beacon Coffee and into this light and airy crafter’s paradise. When you emerge, you may have a new project or two in your hands. Beautifully curated by husband-wife team Kirk and Anna Nozaki (who have a background in fashion and graphic design, respectively) Cattywampus Crafts is filled with all-natural products that seem made for an Instagram or Pinterest feed. The store brings texture to life: inventory includes luxurious fabrics, books, plant dyes, ceramics, jewelry, and clothing. As you look, you’ll realize that they’re more than things to buy—they’re also ideas to inspire your own creativity. Go it alone with a book and materials, or choose an in-house craft class from a wealth of offerings that cover knitting, crocheting, macramé, weaving, stitchery, mending, and dyeing. Pro tip: Cattywampus sells objects by local artists. Don’t miss Margins’ beautiful moon calendars that are available in a variety of colors.

Cobá holds what remains of a large pre-Colombian Maya civilization located on the Riviera Maya. Lesser known than Tulum, the name Cobá means turbid (cloudy) waters—probably having to do with the five cenotes (underground rivers) in the region, which played an important role in agriculture during the development of this region. At one time the city is believed to have had 50,000 inhabitants. Much of the area is still unexcavated, although recent excavations unearthed a stele, which is unique to the Maya world, as it is covered in hieroglyphics. A restored ball court confirms that the popular ball game was practiced here. Bloodletting rituals traditionally followed Maya ball games at Cobá and slaves were forced to participate. This differs from what was practiced at the later site of Chichen Itza, where the captain of the winning team was beheaded after the game.

The Celts were in Austria long before the Romans were, but it was the latter who left a more lasting imprint. With a population of 30,000 at its peak, the Roman legion camp of Vindobona was considered the edge of the world. As old as the Roman presence in Vienna is, the Römermuseum only dates back to 2008. On the Hoher Markt, one of the oldest squares in the city (and one with a fabulous gilded baroque fountain), the museum lies right over the Roman officers’ compound. Displays on everything from cooking utensils to toys are enhanced with a 3-D film on life at the time. Across the square, the Ankeruhr, an intricate and gorgeous art nouveau mechanical clock, was erected in 1914 on a bridge joining two sections of the Anker insurance building.

Witness the destruction wrought by Mt. Vesuvius nearly 2,000 year ago at the archaeological site of Pompeii. The ancient village was frozen in time beneath a blanket of hot ash during an eruption in 79 C.E. Among the ruins that have been uncovered are buildings that shed light on aspects of ancient life both grand and mundane, from the temples, the coliseum and homes with fine frescoes, to public baths, chariot-rutted streets and grain stores which now hold plaster casts of the people who perished that fateful day.

House in a restored colonial building, Spencer Cameron Gallery, which is helmed by expat painter Rosey Cameron Smith, sells a mix of art work (sculpture, paintings, blown glass), plus reproductions of island charts and maps. For a unique souvenir, take home some of the gorgeous pottery by local artist Carla Astaphan.

The building is also home to a secluded courtyard café that sells coffee, bread, and cookies, as well as a women’s clothing store called NOMAD. The top floor, which dates back to the 1750s, even hosts yoga classes on Saturday mornings if you’re looking for a good stretch before breakfast.

The colonial town of St. Pierre, on Martinique’s west coast, has a colorful past. Rich from the earnings of the sugar and rum trades, it was once considered the Paris of the Caribbean—until 1902, when it was destroyed by the violent eruption of the island’s largest volcano, Mount Pelée. A volcano museum in St. Pierre displays items plucked from the rubble and historic photos of the town before and immediately after the eruption. Today, the fine church with historic displays bears testament to the town’s comeback.

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.

By 1773 the Mozart family had outgrown their residence on bustling Getreidegasse and moved across the river to the more spacious Tanzmeisterhaus, the former home of the court dancing instructor. Mozart lived here until 1781, when he moved to Vienna. His father Leopold remained until his death in 1787. More than half the building was bombed during World War II, but it was restored and opened as a museum in 1996. Inside the house are documents, portraits, and instruments that detail what life was like for the Mozart family during their time here. The Wohnhaus and Mozart’s Birthplace are both worth checking out, particularly if you’ve purchased a Salzburg Card that provides entrance to both; this one, however, is usually less crowded.

Auntie or Teta Smilja, as locals lovingly call her, opened her cozy shop back in 1994. Since then, her sweets—made using traditional and original recipes—have been featured in international magazines and won national awards. Packed to go, her klaštuni (walnut-filled dough) and amareti (almond cookies with lemon and orange) will make your walk around Korčula memorably sweet.

The system of canals and chinampas (cultivated artificial islands fashioned from the area’s swampy soils) that has survived in the far-south neighborhood known as Xochilmilco once stretched all the way to the Centro. To this day, the community is known for its plant nurseries and vegetable gardens. These ancient landscapes now contribute to what has become one of the most singular pleasure gardens in the world, where visitors hire “gondoliers” to propel boats known as trajineras as they sail these channels in the company of floating mariachis and food vendors, partying teens, and extended families out for a picnic lunch. Since a tour is usually a four-hour-plus investment (it flies by), ask your oarsman to take you to Xochimilco’s more-rural precincts, where you’ll enjoy marvelous quiet, far from the madding crowd, in the company of cranes, curs, and picturesque cornfields.