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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.

One of Australia’s most acclaimed restaurants happens to be in Hobart, where chef Analiese Gregory plays with local, foraged, and homegrown ingredients in her daily-changing menu. One night, you might find burrata curd tossed with saltbush and fermented Jerusalem artichoke. Another, it’ll be licorice-seasoned lamb ribs, grilled for everyone to see in the 10-tonne Scotch oven, which emits the smell of burnt honey. The modern concrete dining room, housed in a 1923 Ford showroom next to the old Mercury newspaper offices (reimagined as the Press Hall), is outfitted with blond wood tables and animal-hide rugs. House-made wines and tangy desserts—perhaps strawberry gum milk sorbet scooped over rhubarb and damson plum sauce—add to the fun.

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.

Its name honors an avant-garde woman poet from Dubrovnik’s golden age, Cvijeta Zuzorić. Its menu, by star chef Jeffery Vella, honors one of the Cvijeta’s tenets: No compromising on the things you believe in. And what the staff believes in here is that the dishes must be creative, the ingredients fresh, and the wine list enticing. Start with the octopus mini burgers on olive focaccia, then enjoy a gilthead bream fillet cooked in parchment, and end your meal with peach and mascarpone crumble. Dine on some of Dubrovnik’s tastiest treasures from your seat in a charming stone alleyway, watching the passersby.

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.

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.

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.

Right off the beach at Matira Point, Lucky House Fare Manuia Restaurant & Bar is a refreshingly casual dining spot. It serves a varied menu including seafood, pasta, meat, traditional Tahitian specialties, and some standout pizza. Cooked in a wood-fire oven right by the front door, it’s a popular choice and you’ll find locals on scooters pulling up to get a box to go. Strangely, there are also some quite tasty Chinese selections as well. Choose from tables inside or out, and after you’re done dining grab a couple of drinks and head out to terrace, where you grab a lounge chair and even take a dip in the onsite swimming pool. For budget travelers this can be a serious plus!

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.

Let the Urubamba River set your course during a thrilling rafting adventure along the Ollantaytambo rapids, available through the Belmond. The river helped form what is now the Sacred Valley, and along the way you’ll not only sense its power, but also get a feel for some less visited corners of the region it created. You’ll pass towering eucalyptus trees and the ruins of Inca terraces and more as you make your way down river, ending with a picnic lunch before returning to the hotel by car. Photo by Rod Waddington/Flickr.

The first monks of this abbey planted vineyards here back in the middle of the 11th century, and though the focus of the property has changed—it’s now privately owned, and home to a small hotel and restaurant—the winemaking tradition is still going strong, and is still based on the organic philosophy that’s been in play since day one. Guided tours and tastings are open to non–hotel guests, and include a visit to the historic cellars and the beautiful Renaissance gardens, along with a sampling of the estate-grown wines and olive oils. Cooking classes are also available, and from March to October you can enjoy a four-hour vineyard walk—including tours of the abbey and gardens, the frescoed hall, the aging cellars, and the winery, followed by a picnic lunch overlooking the Chianti hills.

The Hawke’s Bay region of New Zealand‘s North Island features many excellent vineyard restaurants, but Elephant Hill certainly enjoys the area’s most spectacular location. Facing the Pacific Ocean on the Te Awanga coast, it boasts stellar views of the nearby Cape Kidnappers to complement its superb bistro menu. Secure a table on the expansive deck of Elephant Hill’s über-modern building, and try its wines made from sustainably grown fruit alongside seasonal plates that regularly include local seafood, venison, duck, and lamb. Some outstanding Elephant Hill wines forging an international reputation include its Reserve blend of merlot, malbec, and cabernet sauvignon grapes, and a superb chardonnay that is an ideal match for fine-dining dishes in the Southern Hemisphere summertime.

Aptly named Subsix sits six meters (almost 20 feet) below the water’s surface at Per Aquum’s Niyama resort, reached by speedboat (and then a three-tier staircase that descends into the sea). The ocean-inspired decor complements the underwater surroundings, where guests sip gin-infused cocktails like the Swing ’n’ Swim while admiring coral reefs and keeping an eye out for the likes of parrot fish, eels, and turtles. Lunch is a four-course set menu, featuring chef creations like lobster medallions with heirloom tomatoes and blackberry essence, or swimmer crab accompanied by couscous pomelo and ocean foam. You can also arrange for a private dinner or champagne breakfast, and for those with energy to burn, Subsix hosts twice-weekly “glow party” club nights.