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Orlando’s centerpiece lake sits right in the middle of downtown, close to the pretty neighborhood and dining district of Thornton Park. A pedestrian-only path fringing the water stretches for nearly a mile, offering visitors a great place to stroll or jog. Along the lake you’ll also find an amphitheater for concerts and festivals, a picturesque pagoda overlook, and a kiosk where you can rent pedal boats shaped like swans. Bring the kids to feed the ducks and swans, or visit the farmers’ market, which takes place on the lake’s southeast corner every Saturday morning.

The oldest bar on the island, Flor de Oriente was established in 1935 and remains a favorite for both island natives and repeat visitors. It’s a great spot to grab a happy hour drink away from the crowds at the beach, as well as a bite to eat, like locally caught fish, burgers, and bitterballen (a deep-fried Dutch meatball and the perfect accompaniment to the lengthy beer list). There’s usually live music on the outdoor patio, too, from jazz to oldies to the ever-popular house band Flor de Oriente Social Club, which plays merengue and salsa every Friday.

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.

Ancient Hawaiians believed their souls would leap into the spirit world from this lava shoreline on the western tip of Oahu. These days, people jump off here in gliders instead, soaking up views of the Waiʻanae coast to the south, Mokuleʻia to the north—and the glorious, denim-blue Pacific stretching from here to eternity. Take a 5.4-mile round-trip hike and check out the albatross sanctuary on Kaʻena’s wild coastal acreage (free to visit). Keep an eye out for monk seals, one of the world’s most endangered species, found only in Hawaii. Watch for their silvery-gray sausage shapes as they lounge on the beach, but give them space. Always retreat if a seal awakes, vocalizes, shies away, or tries to shield a pup.

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.

Like all of the best Spanish tapas restaurants, Barrafina has no tables. In London’s Covent Garden, all the eating is done at a long marbled bar, lined with red leather stools, and there are no bookings: you get here first, you get served, all the while watching the chefs at work. The idea is that it’s just like being in Spain (the inspiration for Barrafina was Barcelona’s Cal Pep), and it really is: the atmosphere is chaotic and the food comes from all corners. One minute you’re eating a ortiguilla (a type of sea anemone found in the Balearics) in a paper cone, the next a chicken wing served in a Canarian mojo picón sauce.

Previously known as the Hotel de la Poste, the 97-room property transitioned to the W French Quarter in 2000 and has since undergone a $9-million overhaul. The newly redesigned rooms channel the city’s jazz and voodoo culture, while the new bar and restaurant, SoBou, serves modern Creole fare and has an excellent cocktail program run by Laura Bellucci. Another addition with the renovation, which was completed in 2012, is the FIT gym, open to guests 24 hours a day.

Of course, one of the hotel’s main selling points is its central location on charming Chartres Street, which is lined with antique shops, art galleries, vintage book stores, and the like. And should you want a quiet corner to while away the afternoon, the hotel’s outdoor courtyard is the perfect place to do so.

The bustling corner of Walnut and 17^th streets is anchored by the Latham, a stone-and-brick tower built in 1907 as luxury apartments for moneyed Philadelphians. While other Center City historic structures met their demise in the late 1960s, a group of investors doubled down on the stately building, transforming it into Philadelphia’s premier business hotel in 1970. The prestigious address completed a top-to-bottom renovation in 2011, bringing the Latham firmly into the 21st century while preserving period artifacts and style.

True to its apartment roots, arriving at the hotel is more like entering a tony doorman building, and the Latham’s residential roots bestow spacious guestrooms with tall ceilings, bay windows, and big bathrooms. Gold and gray hues are complemented by pops of blue, while big bathrooms keep it simple with a tub/shower combination.

Carved into cliffs of Ojo Alamo sandstone, this unconventional hideaway was originally intended to be an office for geologist (and owner) Bruce Black. Now, it’s the perfect place for adventurous travelers to engage in Flintstonian fantasies.

Overlooking the La Plata river valley, the cave and its two patios afford views of the Four Corners—Colorado, Arizona, Utah, and New Mexico. The cave itself is about 1,700 square feet, with a central stone pillar anchoring the main living areas: living room, dining room, kitchen, and kiva, or traditional ceremonial room, with traditional horno (fireplace). The separate master bedroom has a queen bed and a bathroom with a waterfall shower and Jacuzzi.

The cave is stocked with an assortment of DVDs and CDs, and while you can get cell service, there’s no Wi-Fi. Your neighbors are squirrels, chipmunks, ring-tail cats, and hummingbirds.