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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.

For more than twenty years, vendors peddling antiques and collectibles have set up shop along Guadalajara’s Avenida Mexico every Sunday morning as part of the Tianguis Trocadero De Antiguedades. If you have a good eye, you’re sure to spot some gems among the junk, from furniture and china to books, jewelry, and other memorabilia. Haggling over prices is commonplace.

Once a separate town, the leafy colonial neighborhood known as Coyoacán has long been absorbed into the city at large, but retains a separate, old-fashioned air that’s impossible to resist. Restaurants and ice cream parlors (plus some venerable, divey cantinas) cluster around the quarter’s two central plazas that fill daily with strolling families, bootblacks, balloon sellers, and organ grinders. Feeling noshy? Locals swear by the esquites (stewed and seasoned corn kernels) on offer at a street stall next to the Sanborns store, right on Plaza del Centenario. A walk down Calle Francisco Sosa takes you past some of the city’s most valuable (often colonial-era) residences and ends at adorable Plaza Santa Catarina, with its petite parish church and a handful of friendly watering holes when it’s time for a drink or a snack.

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.

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.

One of the most popular day trips from Reykjavík, this dramatic and scenic rift valley is both the historical site of Iceland’s Viking parliament and a geological wonder in its own right. Among the highlights are the Almannagjá cliffs, where the island’s chieftains and most of the Icelandic population traditionally congregated for an annual Alþing (general assembly), the last of which was held as recently as 1798. Wooden walkways around the park lead to other sites of interest like the black-roofed Þingvellir Church and Þingvallavatn, the largest natural lake in Iceland. There are also waterfalls, flower-filled valleys, and abundant wildlife. It is possible to organize a diving trip to explore the tectonic rift that divides the Eurasian and North American plates, and there’s a visitor center with great views and decent coffee as well as exhibitions and a gift shop.

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.

A short walk from the city center, Koombana Bay is famously frequented by cavorting bottlenose dolphins; in its calm waters, you may even find yourself swimming right next to one of these remarkable creatures. The wide, white-sand beach is easily strollable, with views of boats from the nearby Koombana Bay Sailing Club. Beach volleyball is a big sport here, and the restaurants and cafés of the nearby Marlston Waterfront are popular with both locals and visitors.

Its massive size, centrality to daily life in the capital, and easy accessibility (a Metro station opens up right onto the plaza) makes the Zócalo an ideal place for large-scale temporary exhibits. The government hosts occasional exhibits and makes entry free for residents and visitors alike. Past exhibits have included Gregory Colbert’s “Ashes and Snow,” a show of large-format photos of animals and people, and Willy Souza’s “Mexico en tus sentidos” (“Mexico in your senses”), lush, vivid photos of people and places around Mexico. To see if a show is planned during the time you’ll be visiting, check the website of the Secretary of Tourism.

No matter where you are staying in the UAE, you can’t leave without visiting the Sheikh Zayed Grand Mosque in Abu Dhabi. The mosque, the third-largest in the world, is the final resting place of Sheikh Zayed, the nation’s founder. Even on the hottest summer day, the white marble floors—inlaid with mosaic flowers and vines—remain cool underfoot, and the scale of the space will impress even the most casual observer: The main hall can hold about 7,000 people. Take a tour and learn about the iconography of the intricate tiles and mosaics. Marvel at the huge rug that covers the floor in the main worship space; it’s the largest handmade rug in the world. If you happen to be visiting during Ramadan, you could consider joining one of the community iftar dinners, which sometimes serve as many as a thousand people in an evening.

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 tiny Flaming Buoy Filet Co. is located down a residential street (walk or come by cab—you won’t find parking), so it feels removed from the crowds along Duval Street. From the simple menu, popular items include the appetizer trio plate (small servings of lobster macaroni and cheese, grilled shrimp with spicy lime chutney, and a caprese salad) and any of the fish specials. A lot of regulars choose the lobster macaroni and cheese as an entrée, too. Dine outside on a porch strung with twinkling lights, or opt for inside the mellow and air-conditioned dining room or at the bar. Reservations are strongly recommended, even in the off-season.

Sailing is Anguilla’s national sport, but it’s also the best way to explore the island’s dreamy Caribbean shores—and the best way to explore its marine life while in transit. Spend the day with Tradition Sailing Charters, gliding across iridescent blue waters on a 1978 50-foot sloop, drifting from one cay to another. You’re welcome to watch and learn how to sail if you’re a newbie, or to participate if you have experience. After a lunch stop at the only restaurant in Prickly Pear Cays, get underwater to check out this reef-protected bay where sea turtles, blue tang, and numerous other tropical critters thrive. There’s also a brown booby colony on land here.

Perched high above the sea on the east coast of St. Kitts is Brimstone Hill, a massive stone fortress built by African slaves for the British during the 17th and 18th centuries. Now a UNESCO World Heritage Site, the military stronghold, which took 100 years to complete, is considered one of the best-preserved fortifications in the region. From the top, you can see six neighboring islands on a clear day.

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.