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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.

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.

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.

A novel way to combine great food with a classic city tour, the double-decker Crystal Bus provides delicious sightseeing. Nibble Chinese dim sum prepared by the restaurant One Dim Sum (which was awarded a Michelin star in 2012), while driving past more than 20 of Hong Kong’s most famous sites (and stopping at one for photos), from the Hong Kong clock tower to the 1881 Heritage Building, a 197-foot-high Ferris wheel, and Portland Street, the city’s famous red-light district, known for its neon. Each tour—one at lunch goes from Kowloon to Hong Kong Island and another at teatime from Kowloon to New Territories—lasts about 2.5 hours. Both start at No. 7 Hankow Road, Tsim Sha Tsui, in Kowloon.

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.

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.

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.

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.

The narrow Boca Paila highway runs down the edge of the Riviera Maya in Tulum, dividing the jungle from the sea. Tucked away at kilometer-marker 7.5 lies Casa Jaguar, a haven for the best of both worlds. The restaurant emphasizes Caribbean flavors, using fresh, local ingredients and prepared food and drink with Mexican flair. Try the grilled aguachile seafood cocktail, or the sea bass with corn masa, and wash it all down with a drink of copal mescal, the perfect foil for intense local heat. Beyond being a great restaurant, Casa Jaguar is famous for its “Dinner and Party” concept: there’s a jungle-focused celebration every Thursday with artists and alternative live music.

Thanks to its easy-to-reach location on the main highway just fifteen minutes south of Playa del Carmen, this open cenote ranks among the most popular with locals. One half of the clear spring is shallow, with areas for climbing adjacent rocks; other spots are just deep enough for snorkeling. Elsewhere, there are still deeper waters for swimming and cooling off, complete with a sundeck and a small cliff for jumping.

Disco ball, lounge, jungle, and cuisine all come together at this trendy restaurant located on Tulum’s main hotel-zone avenue. The venue is renowned for its eclectic style that blends unusual lighting, a lush outdoor setting, and live DJ nights for a cool, hippie-style vibe. Dinner is prepared over open-fire grills and in wood-burning ovens, resulting in flavorful Mexican favorites like taco samplers, quesadillas with epazote, grilled avocado, and slow-roasted pork belly. Gitano also specializes in strange but enticing cocktails from its mezcal bar, like ones that include ingredients like rum, hibiscus, and tropical fruits.

Be Tulum describes itself as a resort, but with 64 rooms and a no-child-under-12 policy, the property feels considerably more intimate than its name and marketing might suggest. The hotel enjoys beachfront status, with powdered-sugar sand inviting guests to do little more than lounge around all day. For those wanting a bit more activity, bikes can be borrowed from the front desk and used to cycle out to the Maya site of Tulum. The spacious rooms—all suites and all at least 500 square feet in size—most of which have either a Jacuzzi or their own pool, as well as polished wood floors and rough, white stone walls.

Throughout the markets and shops of Oaxaca you’ll find traditional clothing, but if you would like to purchase regional garments with a more contemporary feel, head to Xquenda boutique. They carry clothing made of linen and silk as well as manta (unbleached cotton). Besides women’s clothing, you’ll also find shoes, jewelry and accessories and guayabera shirts for men. They offer a good selection of items from Mexican fashion house Pineda Covalin.

Claiming the dubious title of “largest night club in Latin America,” the City is located in the hotel zone. Spread through three floors, it offers nine bars and claims a capacity of 5,000 people, which many guests claim is too many bodies trapped in one place. Laser shows, loud music, and a host of guest artists try to compete with neighbor Coco Bongo, but miss the mark.

Chef Darren Walsh has come a long way since the 2001 New York Times review in which food critic William Grimes wrote that his Manhattan restaurant, Papillon, served “two-star food in a no-star setting”—all the way, in fact, to Guadalajara. The Irish chef, who trained in France and headed restaurants in New York, brings all these cultural and culinary influences—and many more—to Lula Bistro, where his food and presentation finally achieve parity. Diners can look forward to a seasonal, modern European tasting menu, complete with French-meets-Mexican dishes like beef filet, duck confit, and octopus, as well as a sophisticated wine list with several Mexican vintages.