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  • 3 Blue Hole Hill
    This is an island original. Not only is this pub home to the namesake Rum Swizzle cocktail, it’s also the oldest watering hole in Bermuda. Still family-run, this famous establishment first opened in 1932. The bi-level restaurant has a patio and newish gift shop, along with the old-school bar with its walls covered in graffiti left by drinkers. The menu consists mostly of pub fare—shepherd’s pie and the fish sandwich are two popular choices. Breakfast is available weekends until 3 p.m. You’ll likely want to order the bar’s signature drink: The Rum Swizzle is a blend of light and dark rums and a variety of fruit juices served over ice. (The place also now boasts a second location, called simply the Swizzle, in Warwick on the western end of the island.)
  • Dronningens Gade, Charlotte Amalie, St Thomas 00801, USVI
    Formerly the headquarters of the U.S. District Court in these parts, the low-slung brick building on the central waterfront now houses the island’s best handicrafts display. The maze features 150 artisans selling everything from handmade dolls and quilts to note cards and wooden serving items. There are also food vendors on site.

  • Palms Court may be known for its statuary gardens, but it’s also home to a restaurant, a freeform saltwater pool, and one of the best gift shops on the island. At Shell Works St. Kitts, you’ll find shell jewelry and artwork made from local materials like driftwood, sugar cane, sand, and tree roots. Spend time browsing the beautiful selection and you might even see craftspeople making new pieces for the shop.
  • Salamanca Pl, Hobart TAS 7001, Australia
    Hobart’s most famous cobblestoned square was once known for whalers and sailors. Today, it’s inhabited by artists and food purveyors, who mix and mingle every Saturday at the Salamanca Market—the largest outdoor market in Australia, which boasts some 300 food and craft vendors. Sample locally produced cheeses, chocolates, and jams; browse jewelry, ceramics, photography, wool scarves, and bowls hand-hewn from local Huon pine; or do your organic grocery shopping for the trip. Also on this blessed square is the Salamanca Arts Centre, a collection of 1830s Georgian sandstone warehouses converted into more than a dozen galleries and performance spaces. Look for timeless tunics and capes by designer Leonie Struthers at The Maker, and some of Australia’s best cheeses at the Bruny Island Cheese Co.
  • 1400 Rosario Road
    Sit down to dine at The Mansion, and you may come face to face with a spread that looks like this: Skagit River sockeye salmon with green risotto and confit tomatoes; Snake River flat iron steak with beet sauce; and sprigs of fresh lavender in a dainty vase. Certainly you can be sure you’ll be sampling the finest Pacific Northwest bounty, given the restaurant’s commitment to sourcing most ingredients—including stone fruit, mushrooms, oysters, Mangalitsa pigs, and greens—from Orcas Island and its environs. The restaurant occupies the waterfront veranda of historic Moran Mansion, part of Rosario Resort & Spa and named for shipbuilder and former Seattle mayor Robert Moran.
  • Ramble down this scenic Punda road, and you’ll soon encounter two of the island’s most renowned art galleries. Serena Art Shop is famous for its handpainted Curaçao Chichi figure, while visitors can’t get enough of the Nena Sanchez Gallery’s striking island-themed paintings and giclées (prints). On the next street over, SilvanyRoss, a charming shop, features one-of-a-kind souvenirs sourced from local entrepreneurs and artists, from wood-carved coasters to oil paintings and handmade purses. Get to Windstraat on the early side; most of its stores and galleries close up by 5 p.m.
  • Koh Tang Island is among the region’s best for scuba divers, with two wrecks to explore as well as a wealth of marine life: barracuda, eagle rays, sting rays, leopard sharks, and whale sharks, and seven reef systems. Stop in Scuba Nation or the Dive Shop in Sihanoukville to arrange a trip to the completely undeveloped island. Please note that Koh Tang is recommended only for experienced divers, however, the snorkeling is quite appealing here, too. The season between December to April provides the clearest views below the water’s surface.
  • Lago Dos Bocas, 00641, Puerto Rico
    Lago Dos Bocas is a perfect place to take the family to spend a day. This man-made lake is situated behind a dam in the Utuado/Arecibo region of the west/central part of Puerto Rico. There is small park that is freely open to the public and is operated by the Department of Transportation. There are ferry rides around the island that leave on the hour, and these 20 minute rides are free of charge. The main draw of this area are the restaurants situated along the shoreline, to which the boats can bring you to for an meal of local comida criolla. Be sure to head there on the weekend to catch these places during open hours! photo by chelsea harms
  • Holy Steak House is run by Thierry and Bénédicte Sauvage, who also own the popular Restaurant Le Coco in Punaauia on Tahiti. Located in Haapiti, this Moorea restaurant boasts unique, contemporary decor indoors—we love the mix of floor-to-ceiling windows and wood-beamed ceiling with modern chandeliers. The varied menu changes monthly, though you can, of course, expect excellent steaks. An elegant outdoor wine bar, with comfortable chairs and water views, has a strong wine (and cocktail) list, with vintages from around the world. Free shuttle service runs to and from a number of resorts, including the Hilton Moorea Lagoon Resort & Spa and the Hôtel Hibiscus. Reservations suggested.
  • Isle of Iona PA76 6SQ, UK
    After arriving on the tiny island of Iona near Mull in 563, Irish pilgrim Saint Columba proceeded to establish a Christian church and monastery, creating a vibrant religious community that lives on to this day. The monastery survived until the 12th century despite repeated Viking raids, and around 1200, the sons of Somerled founded a Benedictine abbey on the site. Though monastic life ended on Iona with the Protestant Reformation of 1560, pilgrimages to St Columba’s Shrine continued for many years. Today, it’s believed that the Book of Kells, along with several other great works of art, was created here.

    Visit this most sacred of Scottish sights to see the four iconic high crosses, then tour the abbey church, with its 13th- to 16th-century architecture. You can also stop by St Columba’s Shrine, the longest-standing structure in the abbey, dating to the 9th or 10th century; climb Tòrr an Aba, a hill above the abbey where Saint Columba is said to have had a writing hut; or walk through Reilig Odhráin, the graveyard where ancient Scottish kings were laid to rest. While you’re exploring, keep an eye out for the vallum—a boundary ditch and bank of earth that serves as the only evidence of Columba’s original monastery.
  • 79-7251 Hawaii Belt Rd, Kealakekua, HI 96750, USA
    Teshima’s Restaurant is a historic Japanese diner on the west coast of Hawaii Island in Kealakekua. Welcoming and reasonably priced, the diner serves Hawaiian Japanese comfort food. The set meals are the best value, a sampling of small dishes that might include sashimi, sukiyaki, fried fish, rice, and sides of cucumber, cabbage, and miso soup. The ahi is excellent (and the wasabi so soft and fresh), but the restaurant is really known for its shrimp tempura: Every local we asked about Japanese food told us to try it here. You can get it on its own, or as part of the “deep sea trio” of shrimp tempura, fried fish, and sashimi.
  • The town of Stromboli, the main settlement on the island, sits at the foot of the volcano overlooking Strombolicchio. Its gleaming white buildings surround the dome of a small church, Chiesa di San Vincenzo. The town is fronted by a stretch of volcanic beach where local fishermen haul out their boats on the coarse black sand.

  • Barnes Bay, West End 2640, Anguilla
    Four Seasons might have spruced up the property slightly when it took over management from Viceroy in 2016, but the original clean lines and sharp angles of the midcentury modern architecture coupled with Kelly Wearstler’s playfully eclectic interiors are still unmistakable at this stunning property overlooking Meads and Barnes bays. Epitomizing tropical modern luxury, the property is awash in marble, natural stone, and wood, with dramatic views of the Caribbean Sea from dining rooms and infinity pools that seem to hover from their cliffside perches. Spanning 35 acres, the resort is home to 166 spacious, serene, and stylish accommodations ranging from suites to townhomes and private villas. Indulge at five dining venues, including the aptly named alfresco Sunset Lounge for sushi and the fine-dining Cobà, where fresh seafood is paired with choice cuts of meat and an impressive wine list. With three swimming pools and two distinct beaches to choose from, the most stressful part of the day is deciding where to lounge.
  • Basseterre, St Kitts & Nevis
    Local is the ethos at The Craft House. Commissioned by the government in 1982, the store offers a dizzying array of hand-crafted products, though the dolls, straw work, pottery, and leather goods are the best bets. No matter what you choose, you can rest assured that you’ve purchased an authentic souvenir—everything here is made on the island by artists who trained in the store’s educational program.

  • The perfect place to shop for anything and everything from all the islands is the 155-year-old public market called Le Marché. Located two blocks from the waterfront in the heart of Papeete, the market covers two stories. The lower level is filled with hundreds of stands offering Tahitian-made crafts, oils, vanilla, fruits, and flowers. Upstairs is reserved for artisans selling pareos, carvings, Tifaifai wall hangings and quilts, embroidered cushion covers, and other handicrafts. You’ll also find a few good shops for purchasing unique black pearl jewelry at fair prices. An on-site cafeteria serves local dishes. Le Marché is not just a tourist attraction, however—it’s a proper market where locals come to shop for meat, fish, fresh flowers, and produce and to chat with friends over coffee at one of the patisseries.