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The Buccaneer has a long history. The colonial great house was built by Maltese knight Charles Martel in 1653. Located on a protected bluff, the house later became the home of Danish governor von Prock after Denmark’s 1733 purchase of the Virgin Islands. Fast-forward to 1947, when the Armstrong family transformed what was by then a cattle estate into the Buccaneer, St. Croix’s first family-run hotel. The resort, completely modern and still quite popular, operates the Buccaneer Golf Club, celebrated for its par 70 course that offers Caribbean views from 13 of its 18 holes.

This former railroad bridge, built across the Mississippi River in the 1880s, is now a pedestrian and bike path perfect for strolling between parks. With panoramic views of the downtown skyline, river, and St. Anthony Falls, Stone Arch Bridge is a favorite trail for locals.

From a members-only beach club in the 1960s, The Dunmore has evolved into a 16-room boutique stay whose spirit and decor evoke that era. Local interior designer Amanda Lindroth oversaw a major renovation when the hotel’s current owners bought the property in 2010. Wicker and rattan furniture, patterned prints, and spaces that are as much outdoors as indoors create a look that is somewhere between late British colonial and timeless Bahamian. Although the landmark sits on Harbour Island’s Pink Sands Beach, a pool with an airy pavilion adds to The Dunmore’s reputation as a place of amiable gathering. After a day of sunfilled fun, head to the on-site restaurant, where chef Cindy Hutson, one of the region’s rising culinary stars, prepares modern twists on island delicacies—think grouper curry with lychee and grilled pineapple and banana fritters with rum caramel.

Escape to another world just 30 miles south of San Francisco: In Half Moon Bay, fog-shrouded cliffs and deep-green cypress groves give this sleepy fishing town a retreat-like vibe. Take it all in at the rolling 14-acre grounds of the Ritz-Carlton Half Moon Bay, which offer a front-row seat to the Pacific. The accommodations are classic and well-appointed—like a comfortable guest room at Ralph Lauren’s Hamptons house—but it’s the view that steals the show. Stare at the ocean from a coastal view room or suite, and relish in the fact that your every need can be met without ever stepping off the property. Guests can swing a club at one of the two championship golf courses at Half Moon Bay Golf Links, soak in the Roman mineral baths at the 16,000 square-foot-spa, or indulge at the Ritz’s unparalleled brunch. Or do a whole bunch of nothing, beyond sitting fireside and sampling the s’mores kits.

Just a short drive north from downtown San Diego, the 2,000-acre Torrey Pines State Natural Reserve offers an idea of what Southern California looked like before its coastlines were developed. Experience the area by taking a short walk from the parking lot to the bluffs overlooking the ocean, or hike a longer loop around the entire reserve. You can enjoy great views of La Jolla from here—sometimes you can even spot hang gliders or pods of dolphins swimming along the coastline. If you’re lucky, you might even see the peregrine falcons that keep a nest in the cliffs. Note: If you’re hanging out at the base of the cliffs by the ocean, heed the KEEP AWAY FROM CLIFF signs. They’re made of sandstone and do crumble.

Megapolis, a newly opened state-of-the-art entertainment center, located at The Pearl, offers an impressive array of arcade games and indoor attractions like golf (with its own in-house PGA instructor), bowling, snooker tables, an elegant billiards salon, private karaoke rooms and darts. It also offers high-tech games, and a vast extreme action zone with ultra-modern simulators for anything from F1 race cars to Boeing 747 and F16 Fighter jets. Hungry after all this fun? No worries, Megapolis has a high end food court with a Sushi Bar and a wide selection of fine snacking and sophisticated food & beverages.

One of the most luxurious Western guest ranches, opened in 2005, Paws Up Montana, in Greenough, sprawls over 37,000 acres of classic Montana landscape: elk-filled meadows, rocky peaks, and ponderosa pines in the Blackfoot Valley, with the river of the same name running through it all. The most sought-after accommodations are the “glamping” tents on the banks of the Blackfoot or along Elk Creek that are available May through October and organized into five separate camps, taking just six guests each. The camps combine a Western lifestyle with an African safari formula: canvas suites with private baths, a communal dining pavilion with fireplace and fire pit, private camp chef, and butlers to help organize guest activities. Families and friends who prefer four walls between themselves and nature stay in enormous wood-and-stone villas with heated hardwood floors, fireplaces, leather furniture, huge flat-screen TVs, and panoramic windows; some of these homes come with outdoor hot tubs and tented bedrooms for kids.

All guests have the opportunity to hike, rappel, canoe, play paintball, take cooking classes, and more, but the main action is on-site fly-fishing and horseback riding for all levels on 100 miles of private trails or in a 23,000-square-foot equestrian arena; adults and kids 12 and up can help move small herds of Black Angus cattle on sample stock drives. If parents want private adventure time, kid wranglers entertain young’uns. In the evening, communal entertainment takes place in a renovated barn that serves as stock sales venue, dance floor, and movie theater. Despite the busy activity menu and flow of golf carts transporting guests to and fro, the ranch is large enough, and accommodation so widely spaced that guests can survey the landscape and not see anyone.

For a refreshing splash of natural beauty amid the urban landscape of Lantau, the largest of Hong Kong’s islands, head to the Discovery Bay rock pools. This oasis that seems to pop out of nowhere is a great way to cool off on a balmy summer weekday—avoid weekends, though, when seemingly everyone else in the city has the same idea. A short 15-minute walk from the Discovery Bay ferry pier, in the direction of the Discovery Bay Golf Club, this miniature valley of boulders, waterfalls, and natural pools surrounded by cool greenery is definitely worth the trip.

This tiny hideaway overlooking the sea near Port Antonio originally served as a live-in recording studio for performers such as No Doubt, Alicia Keys, and Amy Winehouse. Although recording sessions still go on, Geejam is now a seven-room hotel, its guests often honeymooning couples acting out fantasies having nothing to do with rock and roll. Geejam’s cabins, especially, are very private, and guests sometimes spend days taking meals on their veranda and splashing in their outdoor Jacuzzi without being seen by anyone but the staff, who appear only when called. Of course, who wants to stay hidden forever when the Bushbar restaurant promises convivial chitchat, an occasional game of pool, and even live music? Not to mention that the hotel beach, in a cove across a road at the bottom of the property, promises four-poster sunbeds and, yes, Wi-Fi.

John Rutledge was an active player in early American politics, signing the Constitution and serving as South Carolina’s first governor. But his townhouse on Broad Street, now the John Rutledge Inn, was built before he even attended his first Continental Congress. The house was embellished and expanded over the years, including the addition of elaborate lacelike ironwork that still stops passersby in their tracks. The inn comprises the main building and two carriage houses. In the 1980s, a major renovation prepared it for its new life as an inn, restoring the parquet floors, marble fireplaces, and crown molding to fully honor the property’s past.

Rooms in the main house evoke the property’s Colonial Era origins, with canopy beds and brass fireplace screens. All rooms have Tempur-Pedic mattresses, property-wide Wi-Fi, and flat-screen TVs help guests remember that they’re still in the 21st century. Around the property, visit the sumptuous ballroom for evening sherry, or stroll the lush, secluded courtyard.

Those who have never visited Dollywood may be surprised that Dolly Parton’s namesake attraction is anything but a dusty tourist trap up in the hills. In fact, it’s a world-class amusement park with top-notch thrill rides for all ages. With everything from the Tennessee Tornado roller coaster to the Drop Line tower to the Daredevil Falls log ride, Dollywood rivals the country’s best-known theme parks for variety and adrenaline-spiking coasters. There’s plenty to entertain little tykes as well, including a carousel, playgrounds, and kiddie-size versions of the adult rides. Dollywood’s adjacent Splash Country water park means you can make several days out of a visit, especially if you stay at the on-site resort and cabins. The park also hosts holiday events, including a Smoky Mountain Christmas light display and nightly concerts and shows. Just don’t get so distracted that you forget to explore the Smoky Mountains.

With 394 rooms, there’s nothing understated about St. Kitts Marriott Resort. What it lacks in intimacy, however, the hotel makes up for in fun amenities, like umbrella-shaded chaises perched on the golden sands of North Frigate Beach, and a meandering pool that resembles a lazy river. On the grounds you’ll also find an 18-hole championship golf course, volleyball nets on the beach, and a 15,000-square-foot spa that uses local botanicals like jasmine and frangipani in its treatments. When you need to get out of the sun, there are eight restaurants serving local specialties and global favorites, as well as a lively casino.

The most enviable address in Waikiki, the beachfront Halekulani is all about restrained elegance and pitch-perfect service. The hotel dates back a century, though it was entirely rebuilt in the 1980s—and the room decor—fifty shades of white and plantation shutters framing the turquoise sea—complements the scene outside. The beach itself is small and usually mobbed, but the pool is a dream—a giant oval big enough for laps, and quiet enough (few kids here) for a long doze under your chaise’s umbrella. The grassy courtyards and seaside restaurants are just as improbably serene; some might say stuffy, but for others, the reliably hushed atmosphere is a welcome tonic to the hubbub of Waikiki, just outside the Halekulani’s marbled entrance.

With its red roof tiles, bougainvillea vines, and verdant gardens, Casa Palmero feels like a luxurious Mediterranean villa. The new hotel also overlooks the first and second fairways of the famed Pebble Beach Golf Links. The 24 rooms all have fireplaces, oversized soaking tubs, and beds that invite deep rest, whether or not you spend the day on the golf course. Indulge in that villa guest feeling by relaxing in the living room, library, billiard room, or heated outdoor pool. Personalized services at Casa Palmero include fresh breakfast baskets every morning, complimentary cocktails each evening, and access to such private clubs as the Spanish Bay Club and the Beach & Tennis Club. All Casa Palmero guests can also access the Lodge at Pebble Beach, and its myriad fine dining restaurants, bars, cafés, shops, and spa. (The Pebble Massage is the most popular treatment, incorporating the heat of warmed, sculpted stones.) After sipping your evening cocktail at Casa Palmero, wander over to Stillwater Bar & Grill for local fresh hamachi crudo and Monterey Bay red abalone.

Possibly the last thing you expect when you pull up to this seaside California craftsman-style resort is a doorman in a kilt. But no sooner do you step into the lobby and stare out the lodge’s huge, wood-framed windows than you understand where the idea for this uniform came from: the homeland of the sport you’re about to see a lot of. You’ll essentially have a golf course for a backyard—specifically, La Jolla’s fabled Torrey Pines Golf Course, where you’ll get priority tee times. The scenery—velvety green cliffs, the area’s namesake pines, and the Pacific—is dreamy enough to satisfy even nongolfers. Among the spa, pool, yoga classes, and eight miles of trails in nearby Torrey Pines State Park, there’s plenty to do when you’re not teeing up. And the indoor scenery is equally appealing: The 170-room hotel, built in 2002, was modeled after Pasadena’s iconic Gamble and Blacker houses. True to the arts and crafts movement that inspired the design, materials include wood, brick, and stone; and furnishings include Stickley furniture and stained glass.