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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.

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.

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.

When famed chef and restaurateur José Andrés opened this Mexico City restaurant in 2015, it was his first franchise outside of the U.S. and Puerto Rico. J by José Andrés is located inside the W Hotel in the upscale neighborhood of Polanco, and the interior design would be a satisfying experience even if the food wasn’t absolutely fantastic. All reds and yellows and just short of over-the-top elements (e.g. dozens of tassels) evoke Spain and bullfighting, but in a way that’s totally contemporary and delightfully playful—much like Andrés himself. (If you really want to play, there’s a foosball table in one of the rooms in the restaurant.) Thankfully, the food is fantastic, too. Like the decor, the menu evokes Spain, with classic recipes like ham croquettes alongside dishes that incorporate Mexican elements. Think traditional paella, but garnished with squash blossoms.

Tucked inside a renovated former 19th-century factory near Passeig de Gràcia, this temple to Spanish gastronomy is housed in a breathtaking modernist masterpiece, with soaring vaulted ceilings, vintage lighting fixtures, ceramic tiles, and mosaics. Each of the four eateries inside has a distinct design and cuisine: La Llotja specializes in seafood; La Brasería is all about grilled and a la plancha meats; La Paradeta showcases Iberian cheeses and cured meats; and the buzziest spot, La Tapería, serves up hot and cold tapas. The central hubs are the Wine Bar and the Beer Bar, where you can sample a variety of local Catalan drafts. And at the intimate circular Oyster Bar, you can taste famed Galician oysters, as well as caviar, Norwegian salmon, and king crab.

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.

Wonderful catamarans that you can rent right off the beach.

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.

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.

Climbing uphill from the port, the streets of Vigo’s casco vello, or old town, retain their authentic flavor because locals still live above the neighborhood shops, taverns and tapas joints. The narrow streets open up to sunny little squares, including one at the cathedral, Santa María de Vigo (also called La Colegiata). Note the street names in the casco vello: They still often correspond to the wares offered there (buy a hat on Rúa Sombrereiros or baskets on Rúa dos Cesteiros).

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.

Charco Azul, in the north of the island in Vega Baja, Puerto Rico, is one of the most well known swimming holes on the island, and accessible by a short path from the parking area. The hole is 15 feet deep in places, and ideal for swimming while enjoying the small waterfalls that feed into it.

The beauty of the island doesn’t get more mesmerizing than this! Bring lunch and plan to stay for a while.

Note that the bathrooms have not been repaired post Hurricane Maria.