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  • One look at this hilltop fort, perched over the Port of Kingstown, and you know the British built it to fight the locals rather than to meet any threats coming by sea—all the cannons face the island’s rugged interior, where the Caribs lived. Inside the fort, you’ll find a series of murals depicting the bloody Carib wars. Kids will love exploring the old buildings, and everyone will enjoy the views.
  • The Valley 2640, Anguilla
    Meat lovers flock to Ken’s BBQ, the most popular outdoor grill on the island. Located in a line of stalls across from the market in The Valley, this informal spot prepares and serves up barbecue pork and chicken in typical island style. Ask any Anguillan and you’ll learn that Ken’s are best ribs in the land, probably because Ken raises all the animals for his farm-to-grill operation. Options for sides include french fries and garlic bread. For a tasty meal at under $10 per person, it’s a no-brainer.
  • Dominica
    The Caribbean’s first long-distance hiking trail runs 115 miles south to north. Fourteen segments break Waitukubuli into manageable day hikes—important for rule-followers, as camping is tolerated but not technically legal in Dominica’s reserves and national parks. Brace for lofty peaks, precipitous valleys, and riotous tangles of rain forest vegetation on this trek, which bears the island’s original indigenous name, meaning “tall her body.” Consider hiring a local guide for expert advice on trekking the steep, corrugated landscape, which Christopher Columbus once described by simply crumpling up a ball of paper.
  • Waikiki Beach Walk 2nd Floor #227, 226 Lewers St, Honolulu, HI 96815, USA
    This lovely, nostalgic shop has been selling traditional Hawai‘ian designs—bright and botanically themed—alongside contemporary creations by owner Michael John Gillan for decades. The classic buy is a kapaeke (an heirloom quilted handbag), but you can pick up everything from USB-stick holders to kits that teach the craft. The oldest retail quilt company in Hawai‘i, it has catered to local royalty, as well as Hollywood stars, and pioneered the islands’ fabric-art tradition in Japan. Its instructors offer lessons and demonstrations at Waikiki’s Beach Walk every Tuesday from 10 a.m. to noon, as well as at the Big Island’s Queens’ Marketplace every Sunday from 1–3 p.m.
  • 3 Vickers Street
    A bright space in Darwin’s Parap neighborhood, Nomad Art Gallery emphasizes limited-edition prints and collections produced by contemporary Australian Artists as well as Aboriginal art centers around Northern Australia. The focal point is cross-cultural collaborations between artists and master painters and etchers. In addition to the prints shown in exhibitions and sold online and through the shop, visitors can purchase textiles, books, and small sculptures.
  • 420 Moreland Ave NE, Atlanta, GA 30307, USA
    Imagine someone has gone to all the area thrift stores and taken the best pieces out and saved them just for you. That’s essentially what Clothing Warehouse has done at their Little Five Points store. Organized by item and by color, they have a great selection of gently used cowboy boots, 70s dresses, soft t-shirts and accessories.
  • 61 Hawks Cay Blvd, Duck Key, FL 33050, USA
    You don’t have to go far to find fun at Hawks Cay, nor do you have to go far to relax by the water there. The resort, which takes up much of tiny Duck Key, is known for its lagoon, five pools (including one reserved for adults and another featuring a pirate ship slide), and a Dolphin Connection program that offers complimentary viewings and hands-on experiences. Water sports are plentiful as well, with kayaks, paddleboards, and boats to rent, and guests can book fishing trips, scuba and SNUBA diving, and kiteboarding instruction. There’s also a Cliff Drysdale tennis program, a spa and fitness center, and a kids club. The resort closed for one year after Hurricane Irma, reopening in September 2018 after a $50 million renovation to the main hotel, a project that included the redesign of all 177 rooms and suites, as well as the creation of a new upscale steakhouse, a seafood-focused café, and a marketplace with to-go options—these supplement the three poolside grills and cocktail bars. Privately owned two-and three-bedroom homes are also available to rent through the resort.
  • Go to Hell, so named for the underworld-evoking field of jagged, blackened limestone formations that crop up in this tiny Caymanian town, where iguanas handily outnumber human residents. While you’re there, stop into Hell’s Gift Shop to browse the quip-covered stickers, mugs, and T-shirts (HAVING A HELL OF A DAY!), and send loved ones postcards from Hell’s one and only post office. You’ll be greeted by an octogenarian Lucifer, aka Ivan Farrington, who’s been dressing the part for decades—as he’ll happily demonstrate with his 1980-something star turn on Inside Edition (rest assured—he’ll have the tape all cued up in the VCR in anticipation of your arrival).
  • Staniard Creek, Andros Island
    Near the northern end of Andros Island, about 15 minutes by air from Nassau, remote Kamalame Cay is worth the effort it takes to get there. The 96-acre private island features 34 rustic-chic rooms and suites, all within steps of a white-sand beach, as well as a central Great House where guests come together to sip wine before dinner and share stories afterward (of course, many opt for a secluded, candlelit meal set up somewhere along the three miles of shoreline). A range of seaside activities keep everyone from the kids to newlyweds to the occasional celebrity happy. There’s a freshwater swimming pool, an over-water spa, world-class fishing off the coast, and entertainment by local “rake-and-scrape” bands. And for those who live in fear of being unplugged, relax. Kamalame Cay offers hotspots around the island for full cell service (if you want it) and Wi-Fi in the reception area.
  • P.O. W2025, Five Islands village, St John's, Antigua and Barbuda
    Islands of the Caribbean with historically strong ties to Great Britain aren’t exactly known for letting it all hang out but just to the south of Galley Bay Resort and Spa, is Antigua’s one-and-only clothing-optional stretch of sand: Eden Beach. Intrepid (or maybe a little fool-hardy) travelers can borrow bikes from Galley Bay to make the trip, but be warned: there are several steep hills standing between you and taking it all off, but, as I found out on my last visit, that just makes the payoff that much sweeter! The beach is much larger than you might expect with lots of private nooks. There’s even an exotic mini-islet within swimming distance from shore. The place is positively picturesque. But you’ll have to show some restraint. There’s a strict “no cameras allowed” policy out of respect for your fellow nude neighbors.
  • Haven Lake Track, Tasmania, Australia
    The 53-mile South Coast Track is the most epic odyssey in Tasmania’s most epic national park. It’s challenging and requires camping, not to mention advanced mountaineering skills, but it’s worth the effort for the primordial scenery, the sheer solitude, and sightings of such rare Tasmania wildlife as the near-extinct orange-bellied parrot. For a water-based expedition, Roaring 40s Kayaking arranges three- and seven-day trips that fly to the gravel airstrip at Melaleuca and paddle through the tannin-stained waters of Bathurst Harbour and Port Davey—maybe to forested islands or through The Narrows; it all depends on the notorious weather. Either way, you’ll stay at the pre-erected Forest Lagoon camp and savor your dinner and drinks like never before.
  • 56 South Shore Road, Southampton SN 02, Bermuda
    Blending a cheerful, laid-back spirit with a splash of formal elegance, The Reefs Resort & Club is uniquely Bermudian. Staff greets you with a rum swizzle upon arrival at the family-owned and operated property, then whisks you up to a room where bright botanical prints complement crisp white linens, deep wood tones, and tile floors, and windows offer views of the Atlantic’s turquoise-tinged waves. Days are spent indulging in frangipani salt scrubs and ayurvedic massages at the spa, sitting in on a sunrise yoga session on the beach and hitting the links nearby, or simply napping on a chaise at the freshwater infinity pool. Sited to capture awe-inspiring vistas of the water, limestone cliffs, and lush vegetation that surround the resort, three restaurants serve classic continental fare, but more adventurous types can rent a scooter across the street to sample the local food scene on a culinary tour of Hamilton and St. George.
  • L.G. Smith Boulevard 101, Noord, Aruba
    In addition to its beaches, Aruba’s gambling culture is one of the island’s biggest draws, with most casinos located in the large hotels of Palm Beach and downtown Oranjestad. Stellaris, in the Aruba Marriott Resort, is one of several glittering options that stay open 24 hours a day. The sprawling floor boasts rows of slot machines and 26 tables, offering all manner of poker, craps, and blackjack games. Visitors can also look forward to bingo, sports kiosks, and a VIP club for high rollers. Note: Aruba’s casinos are restricted to those 18 and older.
  • Savusavu Road Momi Bay, Nadi, Fiji
    Overwater bungalows have become synonymous with tropical luxury, but Fiji’s main island, Viti Levu, curiously had none to call its own until this Momi Bay stunner opened in April 2017. Set on the island’s west coast, about 45 minutes from the airport, the 250-room resort features 114 luxury bures (wood-and-straw huts), including 22 that sit over a man-made lagoon, with vaulted ceilings and deep soaking tubs; all of the accommodations have balconies or terraces with expansive views, plus woven pendant lighting that resembles local fishing nets, crisp white linens, and dark wood accents. A kids club, indoor and outdoor play areas, and pool just for the small set keep little ones occupied while parents lounge at the spa or an adults-only infinity pool—the place to be during swim-up bar sunsets (another infinity pool is open to all guests). After your sundowner disappears, head to Goji Kitchen & Bar, a teak-and-rattan restaurant serving updated Fijian favorites like cassava-chip nachos and pineapple-glazed fish.
  • Pitastraat 115, Aruba
    First domesticated on this tiny island in 1840, the aloe plant is so important to Aruba that its image is emblazoned on the nation’s crest. Crops once extended over nearly two-thirds of the island and, to this day, remain Aruba’s largest export, explaining why the plant is a frequent motif in local art and architecture. For more information, visit the Aruba Aloe Factory, where you take a guided tour and learn about the manufacturing process. Then, head to the museum to browse a small collection of ancient aloe planting tools as well as books on the plant and its history.