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The mother church of the Diocese of the Windward Islands, St. George’s Cathedral (also known as Kingstown Anglican Church) was built in 1820 on the site of an earlier church that was destroyed by a hurricane in the late 1700s. It’s the biggest church on the island and features a number of unique adornments, from a gilded wood chandelier to a brass lectern and a circular mahogany pulpit. It’s also home to a stained-glass window gifted by Queen Victoria. As the story goes, the queen initially commissioned the window for St. Paul’s Cathedral in honor of her first grandson but was horrified by the angel’s red robe and immediately sent the window abroad to St. Vincent.

Ferries between St. Vincent and Bequia run frequently, all day and evening. The one-way trip takes about an hour, and the fare is about $10 each way or $17 round-trip. En route, passengers have breathtaking views in all directions, including volcanic St. Vincent and Kingstown Harbour, Young Island, Mustique and Canouan in the distance, and Bequia’s lovely Port Elizabeth. Once on Bequia, take an island tour, have lunch, go for a swim, or explore Port Elizabeth before heading back to St. Vincent at sunset. If you’re traveling in the other direction, spend the day on St. Vincent walking around historic Kingstown, touring the Botanical Gardens, or hiking the Vermont Nature Trail.

With more than 400 shipwrecks and its fair share of coral reefs, St. Kitts is a favorite of the scuba set. To try your hand at the hobby, consider staying at Bird Rock Beach Hotel, which houses one of the island’s most popular dive operators. Here, guests can charter a boat to nearby Devil’s Cave and swim among barracuda, lobsters, and nurse sharks, then retire to one of 46 tropical-hued rooms overlooking the sea. Less adventurous travelers can visit the on-site dolphin park, sunbathe on the private beach, or simply sip rum punches from the pool’s swim-up bar. Hotel staff is also happy to arrange off-site activities like catamaran cruises, rainforest treks, and volcano crater tours.

Updated in 2017, the rooms and public areas in this attractive, airy resort have an island-themed decor. Rooms now come equipped with marble bathroom vanities, Smart LED Samsung televisions, and Starbucks Coffee. But the star attraction remains a prime, crowd-free position on Grand Cayman’s Seven Mile Beach, famous for clear water and powder-fine white sand. Resort sun loungers are spread far apart to give guests a sense of privacy. A day camp with fun activities and a healthy meals program for kids (ages 4-to-12) means parents get guiltless downtime (or scuba diving and other water sports). Shopping and alternative dining are within walking distance.

On the still-bucolic site of a former coconut plantation just west of Montego Bay, Round Hill is another of the legendary hotels created in the early 1950s to accommodate wealthy Brits and Americans who were discovering the pleasures of a Jamaican winter. Since then, it has evolved into a thoroughly modern resort that manages to retain its original, exclusive, clublike spirit. In the beginning, Round Hill consisted of a group of shareholders (British playwright Noel Coward was one) who rented out their private villas when they were absent. That’s how it still works, although the celebrity shareholder most mentioned these days is designer Ralph Lauren, who rents neither of his two villas. Along with 27 other villas, which can be divided into 86 suites, there’s the Pineapple House, a seafront block of 36 rooms, all decorated, predominantly white on white, by Lauren. The ambience is quiet luxury, the service is relatively formal (the doorman wears white), and the children among the guests are treated as the heirs and future holiday decision makers that they are. Almost every villa has a story, whether it has to do with Coward, the Kennedys, or How Stella Got Her Groove Back. And Montego Bay, whose city lights can be seen only from the highest villa (#28), is still another world away.

You’ve made it to the splendid isolation of Ulleung-do island’s north shore...Now, where to sleep? “Chusan Ilga Pension” is one of the island’s best choices: above the waves, on a clifftop beneath a volcanic peak, with a granite Buddha overlooking the greenery to the west and a fishing village just down the steep road to the east... This is rustic comfort: the floors are heated in the traditional Korean manner, the timbers are exposed, but the double-paned windows can either shut out the roar of the sea or let in the salty breeze, as you wish. Downstairs is a restaurant that serves the local seafood and mountain vegetables. There are several buildings on this clifftop, but the one with the restaurant offers three rooms with balconies almost directly above the sea; ask for one of these. To get here: take the coastal road from the port where you disembark from the ferry. You can’t get lost--there’s only one coastal road. Go counterclockwise around the island. Once you reach the north side, look out for the Elephant Rock in the sea and Songotsan peak on your right. Soon you’ll see a sign for Seongbulsa Temple, pointing up an almost immpossibly steep road. Start climbing and after the first bend, Chusan Ilga will be on your right. (The website is in Korean only, but the central tourist office in Seoul can phone for you; you’ll have to wire money through a Korean bank to confirm your room.)

Famous for its long history of handblown glassmaking, Murano sits just a few minutes’ ferry ride offshore in the Venetian Lagoon. The main attraction is the Glass Museum (Museo del Vetro), which recounts the history of glass through the centuries, with the largest focus on important pieces of Murano glass produced between the 15th and 20th centuries. You can also join a guided tour and catch a glassmaking demonstration here. When finished, do a bit of shopping for locally produced glass at some of the boutique shops. Also check out the Romanesque-style Church of Santa Maria and San Donato, which may or may not house the bones of a slain dragon under its boldly hued mosaic floor.

The laid-back restaurant Carbon Caribbean Cuisine takes you on a culinary journey around the Caribbean. You can order typical dishes from Cuba, Jamaica, Puerto Rico, and, of course, the Dominican Republic. Popular with locals, Carbon offers a glimpse of island life beyond the beaches and resorts.

At Mosquito Bay Beach—also known as Starfish Beach—on Vieques Island in Puerto Rico, you’ll find tons of colorful starfish. While the beach itself is small, it’s still beautiful and perfect for a scenic walk. You won’t get bored searching for sea creatures in the water.

At this luxury property perched over Matauri Bay near the top of the North Island, the colonial-style buildings are dwarfed by the endless wavy greens of a championship, par-72 golf course that ends at the Pacific. The ocean views and holes positioned adjacent to plunging precipices make Kauri Cliffs one of the most famous golf resorts in the world. The hilltop infinity pool is another crowd-pleaser, especially when it reflects the pinks and purples of the sunset. Featuring a beach-meets-country vibe, lodge interiors are outfitted with New Zealand artwork and furnishings imported from Europe and Australia. Outdoors, patches of totara trees dot the 6,000-acre property—one section houses the tranquil spa. Walking paths lead to a waterfall, three secret beaches, and picnic sites that offer sweeping views of Cape Brett and the Cavalli Islands.

Book a horseback-riding tour along Provo’s white-sand beaches with Provo Ponies, which is owned by the affable Camille Slattery and located on the southeast end of the island. They offer two guided rides Monday through Friday (one in the morning, the other in the afternoon), while Saturdays are reserved for lessons on their properties, and horses get the day off on Sundays. Book well in advance during the busy season (December to May), as this is a highlight of many people’s holidays. Note this place can be hard to reach, so if you don’t have a car rental, choose their transport option from Grace Bay Beach for an extra $10 per person. Also expect to spend about three hours on the horse.

At 6,200 feet, Mont Ventoux—also known as the “Beast of Provence”—is the highest mountain in the Vaucluse region, and a popular part of the Tour de France cycling race. About half a mile from the summit stands a memorial to British cyclist Tom Simpson, who died during the 1967 Tour de France at just 29 years old. It serves as a sort of reminder to those tackling the grueling, 15.5-mile ascent, which, at some points, features a 10 percent gradient. At the top, winds can howl at up to 150 miles an hour, but the panoramic view stretches all the way from the Alps to the Mediterranean Sea. Despite being nicknamed the Bald Eagle, Mont Ventoux is a designated UNESCO Biosphere Reserve, with more than 1,000 species of flora and fauna. Take a drive to the top, then reward yourself with a visit to the Boyer nougat factory in nearby Sault, or a stop at the Vallon des Lavandes distillery on the Lavender Route.

Louise Loubatieres’ gorgeous light-filled little concept store on increasingly hip Hap Guan Street is one of those stores you can easily lose hours in. The fascinating shop is located in self-styled Kandal Village, a compact neighborhood of three parallel streets wedged between the French Quarter and Old Market area that has become an emerging shopping, eating and drinking district. The lovely Louise, who can often be found out the back of the shop baking or making a pot of tea, is of Cambodian, French, British, and Vietnamese heritage, and her ancestry is reflected in her impeccable taste and passion for arts, crafts, textiles and design objects from Southeast Asia, and her carefully curated selection of beautiful things. Unlike some of my favorite shops, Louise doesn’t limit herself to ‘made in Cambodia’ products, and won’t hesitate to source pretty things from places like Chiang Mai or the Mekong Delta if she discovers something special. Louise largely stocks homewares, from colorful lacquer bowls to textiles that can serve as table runners.

Okay, let me start by saying that I am not trying to ignite a war with fans of In-N-Out Burger or Shake Shack. But, if you come to D.C., Five Guys is your place for burgers—we don’t go in/out or shake a shack for our bite! Yes, the burger patties at the Five Guys chain are hand-formed and cooked atop a flat top griddle. Yes, they come sandwiched between the halves of a sesame seed topped bun. Yes, you can get them in two different sizes and topped with your choice of condiments. Yes, there are some awesome fries to go with it but only fries; there are no onion rings here. You should know that Five Guys prides itself on its fries. If you want to know the type of spud that gave birth to that day’s fries, check the chalkboard for the name of the farm and location. Unless you are really, really hungry and really, really love fries, go with the small order. It’s more than what most people can devour in one sitting! For the full Five Guys experience, order your meal at the counter and while you wait, munch on the free roasted, in-shell peanuts, but don’t eat too many! You need to leave room for that awesome burger that will soon make its way to you! There are various locations around D.C. (The first Five Guys restaurant opened in 1986 here in Arlington County, Virginia.) Check the website for the one nearest you and order online to beat the line.

Wide-open expanses and breathtaking scenery make the Pineapple Isle ideal for horseback riding. Hop in the saddle and wind along trails through the rustling ironwoods and red hills of Lanai. These excursions—available at all skill levels—often pass deer and quail rustling in hidden, verdant valleys. One of the highlights: clopping past the island’s signature Cook pines. Each one spins the highland fog into 200 gallons of water daily! This equestrian program has exceptional guides, gear, and horses, as might be expected from the Four Seasons Lanai. Ask about lessons if you don’t feel ready for the mellow 90-minute ramble for novice riders.