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Just 10 minutes from downtown Orlando, in village-like Winter Park, the Alfond Inn has a unique legacy: The boutique lodging was created to provide income for scholarship funds at neighboring Rollins College, one of Florida’s oldest liberal arts schools. If helping students isn’t reason enough to book a stay, the hotel offers lots more incentive. A skylit domed atrium in the Spanish colonial–inspired main building draws your eye to a rotating collection of artwork curated by Cornell Fine Arts Museum, and pet-friendly guest rooms are simple and cheerful. While the hotel is not a full-fledged resort, it offers guests plenty of opportunities to linger. Fire pits and rocking chairs are dotted around the property, and shaded areas for loungers enhance the rooftop pool’s already undeniable appeal. Hamilton’s Kitchen restaurant serves modern Southern cuisine paired with wines selected by an award-winning sommelier. And shops, wine bars, and independent boutiques like Rifle Paper Co. line the town’s Park Avenue, a few blocks away. You can also take a pontoon boat tour for views of many of the Mediterranean-style mansions along the waterfront. Perhaps best of all, Disney and Universal theme parks are only a half-hour drive away.

In the Napa Valley—and in Yountville, in particular—most hotels err on the side of sophisticated luxury. Which makes the North Block Hotel’s quirky style such a breath of fresh air. With the look of a Mediterranean town’s cobbled street, complete with lemon trees and hand-painted tiles, one of Napa’s few modern boutique hotels also displays quirky pieces like The Big Book of Boobs in its lobby. It’s hard to pass through the lobby without having a friendly concierge hand you a glass of bubbly, and the umbrella-shaded “sidewalk” tables seem like places you’d actually while away the hours over bottles of good wine with good friends. The trendy restaurant channels a midcentury Italian cool that’s more Fellini than Michelangelo, unlike most Napa wineries’ inclinations, and the fact that it doesn’t have a Michelin star is actually a vote in its favor in sometimes stuffy, star-saturated Yountville. Of course, the spa is still as luxuriously pampering as any in wine country, and the understated rooms are as decked out with designer amenities as they ought to be—and you might actually be having enough fun to enjoy them.

If there’s a hub of the hubbub in Kennebunkport, it’s Dock Square, a colorful jumble of onetime fishing shacks that now house galleries, stores, and restaurants. Prowl through the shops to find unusual clothing, distinctive souvenirs, fine art, crafts, taffy and fudge, pottery, canvas bags, specialty foods, presents for pets, and, of course, the usual trinkets and T-shirts. Most of these spots are built on wharves over the tidal Kennebunk River, and it’s worth climbing to second-floor ones, such as Good Earth, for the water—or mudflat—views. The bridge connecting Dock Square to Kennebunk’s Lower Village offers another good vantage point, and the Clam Shack is one of the area’s best places to indulge in fried clams or a lobster roll.

A stroll of St. Kitt’s capital, whether started at Port Zante Marina or the centrally located Independence Square, is an entertaining way to learn more about the island’s past. While the French named Basseterre (it means “low land”), the British are responsible for the town’s most recognizable landmark—the green, cast-iron Berkeley Memorial Clock in the center of the Circus, where several streets intersect. Make sure to visit the area, as well as Independence Square, St. George’s Anglican Church, and the Old Treasury Building, which now serves as the National Museum of St. Kitts. Along your walk, you’ll also find duty-free shops and local boutiques, plus a lively produce market by the waterfront if you come on the weekend.

You will want reservations to get into this place. The Mission Restaurant and Lounge serves modern Latin cuisine in a fantastic bar restaurant with a wonderful outdoor back patio (seen here). The chef is Matthew Carter, also known for the House and Zinc Bistro. For desserts, order the pumpkin bread pudding with scotch, pepitas, and pomegranate.

A black, awe-inspiring lava landscape is the welcome mat to our trek into Oregon’s iconic volcano reserve. The Three Sisters: Faith/North, Hope/Middle, and Charity/South are ringed by a trail network that includes a stretch on the infamous Pacific Crest Trail (PCT). The wilderness circumnavigation of these dramatic, dormant peaks challenges hikers to keep their eyes on the trail at every bend. The big diversion on our journey is the climb to the saddle between Middle and South sisters. The area holds a short necklace of glacial lakes and challenging access through snow and ice. Great accommodations when you need to chill that cocktail at 7,500 feet. Trails up to the saddle are well defined but not maintained or officially marked, making getting lost or disoriented par for the course. The weather in August quickly goes from blazing in the lava beds to long sleeves at altitude. One night I had every bit of clothing on inside my sleeping bag to stay warm. Lower elevations produce brilliant meadows of lupine and paintbrush this time of year. Water sources are limited, but two “springs” provide gourmet liquid bubbling out of volcanic rock. This is a moderately strenuous 48-mile walk without the difficult detour to the saddle. The east-side Green Lakes trail has a restricted burn area and is less populated, while the west side PCT portion tends to be busy. Don’t let the 5,000-foot elevation gain/loss scare you off. Every step is like walking through geologic time.

Hillside Farmacy is a farm-to-table restaurant in Austin built around a pharmacy theme. While it may sound odd, the execution is brilliant, with incredible food and wonderfully eclectic design. The restaurant space was formerly the home of a 1920s pharmacy owned by Austin‘s first African-American pharmacist. The decor features authentic apothecary items (from a different 1920s drugstore)—a vintage collection of medicine bottles, antique cash registers, tin ceilings, and wooden cabinets. But it’s the “F” in the deliberately misspelled Farmacy that nods to the emphasis on simple, fresh food. The restaurant works with local food purveyors and regularly changes the menus around the highest-quality seasonal ingredients. Local cheese, homemade pate, artisinal breads and pastries, raw bar, charcuterie are all available here. Dishes include bangers and eggs, buttermilk bisquits and gravy, and bison tartare. Other perks include an old fashioned soda counter and a shaded outdoor patio. If I were a local here, this would definitely be one of my favorite go-to places.

At Paradise Beach Hotel Restaurant on Villa Beach, about 15 minutes south of Kingstown, you can get a meal of local specialties like crab back, Creole chicken, grilled fish, and lobster straight from the holding tank, along with a picture-perfect view of Young Island. There’s live music and dancing several evenings a week, and the Friday night barbecue (called “Grillin’ with the Captain”) is an island tradition.

There’s a little bar area south of the Giant Wild Goose Pagoda, two blocks east of the Westin. The bar scene in Xi’an isn’t as boisterous, by Western standards, as in other cities. That being said, if you’re in the area and want a beer, this is a good place. There’s the Lan Kwai Fong bar, Emi Club, and the Blue Lotus to try, and lots of outdoors vendors and street food help make for a fun night.

Sealine Beach is located just 30 minutes to the south of Doha, close to the town of Mesaieed and its Sealine Beach Resort. This long stretch of beach offers a variety of water sports equipment for rent. For those who prefer to play in the sand, dune buggies and quad bikes are available for hire at the resort, where visitors can have lunch, drinks, or book a room for the night.

An hour south of Hambantota, bustling Tangalle is the center of commerce in this part of the island. Every Wednesday and Saturday, vendors flock to its covered market to sell their wares—everything from pots of buffalo curd to fruits and vegetables to handwoven baskets and ayurvedic potions. The town’s main drag is also home to a procession of clothes and souvenir shops where you can spend some of your rupees.

Sound Table is a true food and beverage bar, rewarding members of the industry every Tuesday night with dinner and drink specials. For the rest of the working masses, the Sound Table is focused on cocktails and its award winning bar program with accompanying food menu. All drinks are sorted by flavor profile, whether you prefer sours and citrus or bright and dry.

Occupying most of a 38-floor Times Square building, the Reverie Saigon initially made waves for its over-the-top flourishes: the house cars are a limited-edition Rolls-Royce Phantom Dragon and a Maybach, both parked out front; the lobby features a $500,000 jade-and-gold Baldi clock; and the property feels like it used all the marble and Murano glass in Italy. What’s surprising, then, is how well it all works—and how quickly you might feel at ease. A large part of that is thanks to the warm, attentive service (sniffle once, for example, and ginger tea will appear at your doorstep) and the 286 airy guest rooms themselves, which—though full of whimsical touches by international design houses like Visionnaire and Provasi—manage to call to mind serene sanctuaries floating high above the city bustle. The on-site dining options (including places for traditional Cantonese, fine-dining French, and modern Italian) draw local crowds, and the two-story spa features an ozone-infused outdoor pool equipped with underwater speakers—plus some of the best therapists in town.

At this rooftop bar on the South Coast Highway, guests can pair breathtaking ocean views with well-made cocktails and delicious bites. There’s also nightly live music and plenty of high-def TVs throughout the space, making this the perfect place to party the night away or simply catch a game. Drinks range from craft beers and 22 wines by the glass to specialty cocktails like cucumber-jalapeño margaritas, while the food leans Southern, with options like gumbo, butter brisket, and jambalaya. Check the website before you go to see who’s playing that night; it could be anyone from a local DJ to a ’90s rock cover band.

No photograph can capture this extraordinary art space created by mural artist Isaiah Zagar down at the quiet end of South Street in Philadelphia’s Center City—you have to see it to believe it. It’s also not easy to describe: an alternate universe? A magical mosaic environment? A creative outsider’s brilliant vision? A terrarium of otherworldly folk-art delights? Decide for yourself when you take a self-guided tour of this one-of-a-kind, ever-expanding project. The site includes an immersive outdoor-art installation crafted from found objects and handpainted tiles, as well as indoor galleries. The opening hours vary due to occasional public and private events; make sure to check the online calendar.