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Willis Tower—originally known as the Sears Tower—was the world’s tallest building for 23 years until it was unseated in 1996 by the Petronas Twin Towers in Kuala Lumpur. The 110-story skyscraper is still mighty impressive. Its “bundled tube” design by architectural firm Skidmore, Owings & Merrill was originally inspired by a handful of cigarettes and the innovative bundling changed the construction of supertall, wind-resistant buildings thereafter. The tower’s height is even more thrilling when measured from the 103rd-floor windows of the Skydeck observatory and the Ledge, a glass-enclosed box which juts more than four feet out from the side of the building so that visitors can (gingerly) walk out and stand 1,353 feet above the street.

In 1989, Chilean winemakers Augustin and Valeria Huneeus happened upon a 280-acre parcel of land in the heart of Rutherford that had never been planted with vines. The couple jumped and bought it. The result is Quintessa, one of the most spectacular estates in the Napa Valley. Today there are three different ways to experience Quintessa—all visits are privately hosted and tailored specifically for each guest. The Estate Tasting includes a walk to a scenic viewpoint, followed by a seated sampling session in the main winery building. The “Quintessential Quintessa” includes a scenic drive to a private tasting pavilion atop Dragon’s Hill, which offers unrivaled vistas of the entire valley and revolves around narratives about the property, the terroir, and how winemaker Rebekah Wineburg plies her craft. Finally, the third—and most exclusive—option, dubbed the “Collectors Experience,” offers at least three wines from the Huneeus family cellar, poured alongside the most current release. Time the visit right and Augustin Huneeus himself might come out in his signature cowboy hat to say hello and regale your group with stories of his life in South America before he emigrated to the United States.

In a city that takes itself so seriously—running the United States is an intense business, after all—the Hotel Madera is a breath of fresh air. Just a couple of leafy blocks from always-lively Dupont Circle, the Kimpton-run boutique hotel looks like a 1960s apartment building on the outside, belying interiors adorned in colorful, batik-inspired fabrics and perks like in-room yoga mats and an evening wine hour. In other words, the Madera is the kind of place where you relax. The laid-back and trendy restaurant takes its design cues from a fairy-tale forest, and pets are as catered to as children and bachelorette groups. It’s hard to beat the Dupont Circle location, too, which puts the White House, the Kennedy Center, and trendy neighborhoods like Logan Circle and U Street all within throwing distance. No, it’s not the fanciest stay in town, but D.C. doesn’t need another fussy hotel to attract visiting dignitaries—and you’ll have more fun at the Madera, anyway.

This city is laid out in a grid system—seven streets by seven streets. Although established in 1751, Frederiksted was rebuilt in 1878 in a Victorian gingerbread style following a great fire due to a labor revolt. St. Patrick’s church, which was constructed in the 1840s, is an impressive sight. Other buildings of note include the Customs House and the eponymous fort. Steps from the pier, Frederiksted Beach has chair, umbrella and paddleboard rentals.

Given its prime La Jolla location—with a Pacific panorama to match—this stylish, modern bar could get away with serving almost anything. But lucky for spirits enthusiasts, George’s Level2 (one of three venues that make up George’s at the Cove) literally wrote the book on San Diego’s craft cocktail scene: Stephen Kurpinsky, head barman and director of spirits and beer, collaborated with his staff to produce Neighborhoods of San Diego, a beautifully bound compendium of drinks, each representative of—and photographed in—a distinct corner of the city. As you flip through the book, which doubles as the bar’s menu, you’ll get the local lowdown—learning, for example, that around 25,000 pedestrians enter the United States via the San Ysidro border crossing daily. But mostly, you’ll learn that choosing a drink here is nearly impossible. The most popular option is the La Jolla: tequila infused with mango, lime zest, and chili blended with fresh lime juice, agave syrup, and a saline-and-suspended-seaweed ice cube. If you’re looking for something with fizz, the Little Italy—with prosecco and balsamic strawberry shrub, among other treats—is the way to go.

You don’t have to play golf to enjoy the Innisbrook Golf Resort located in Palm Harbor, Florida about 30 minutes northwest of Tampa International Airport, Innisbrook is a respected golf club with four golf courses, driving range, and golf school, But for members and non-members alike there is more to enjoy at Innisbrook than playing the back nine. There is full-service resort at Innisbrook. . There are 600 units (studio to 2 bedroom, with fully equipped kitchens) spread out over the resort in clusters of low-key two and three story buildings designed to merge into the natural surroundings of large oaks, palms, landscaped grounds, and golf courses. There are six restaurants,cafes, and bars. Packard’s Steakhouse specializes in premium beef steaks and seafood including local Grouper in season. There are six pools including the Loch Ness pool which is a family-oriented pool complete with sandy beach, shallow play areas, slides, and a waterfall. There is the luxurious and rejuvenating full-service Salamander Spa and adjacent Fitness Center. There are 11 clay tennis courts. If you forget your tennis gear, you can rent it. If you don’t have a partner, the resort has a pool of members who will gladly come play with you. There are paths throughout the 900 acres of the resort perfect for jogging, walking, and biking. Didn’t bring your bike? There are bike and surreys for rent. Lake Innisbrook is stocked with fish and fishing equipment is available to rent. Catch a bass? One of the restaurants will cook it up for you for dinner. The resort provides shuttles to nearby attractions including the beaches of Honeymoon Island. The Salamander Spa and Packard’s Steakhouse restaurant are open to guests from outside the resort with prior reservations.

Kabana serves up Dubai’s best Afghani food—piping-hot bread, juicy meats, and deeply seasoned rice plates—in the Jumeirah neighborhood. Especially recommended are the muhammara (a spread made from roasted red peppers and ground walnuts, served topped with walnuts), and fried kibbeh (spiced ground lamb mixed with bulgur and onions). Kabana’s live music nights and shisha, or waterpipe, selections bring out an interesting cross-section of the city’s diverse culture.

Famous for bringing the world the likes of Arrogant Bastard Ale, Stone Brewing is nothing if not cheeky. This is, after all, the first American craft brewer bold enough to open an outpost in Germany, a country steeped in beer-making tradition. But Stone’s audacity is hardly unfounded, as you’ll discover when you visit the company’s headquarters in Escondido—ideally, for a private tour and tasting. If you’re not already a fan of San Diego’s particularly hoppy style of IPAs, there will be at least one beer on tap that makes you a convert. But first, you’ll walk through the brew house—past mash kettles and whirlpools and fermenters—to learn all kinds of fun facts, whether it’s the surprise source of the chocolaty notes in Stone’s porters and stouts (mega-roasted malted barley) or what the upcycling options are for spent grains (cow feed and dog bones). Pro tip: After your tour, bypass the lovely indoor restaurant for the even lovelier outdoor gardens—all bamboo and koi ponds and hummingbirds. Sit back in an Adirondack chair with a beer (try one of the extra-innovative brews on offer only here) and warm pretzels with Stone Ripper Pale Ale beer cheese sauce.

Architecture lovers flock to the Huangpu River’s western side to stroll the Bund, a waterfront tourist magnet in central Shanghai. There’s a glorious mishmash of late-19th- and early-20th-century styles here, from Gothic revival to art deco. Walk by the Fairmont Peace Hotel—first opened in 1929 as the Cathay Hotel—to behold its copper pyramid roof turned aqua with age. (Talk about aging gracefully.) Then hit the marble-floored HSBC Building (No. 12) to admire the domed ceiling’s eight mosaic murals, with frescoes depicting the 12 zodiac signs.

Take San Francisco’s defining features—its booming tech industry, its creative heart, its killer restaurant scene—and squeeze them into a 100-year-old building in a neighborhood undergoing a sea change. That’s Hotel Zetta. The dynamic property, which re-opened as Hotel Zetta in 2013, couldn’t be more, well, San Francisco.

In the lobby, there’s a chandelier fashioned from recycled sunglass lenses, a front desk made from reclaimed wood, and a two-story Plinko board (an interactive art piece) that descends from the Playroom. About that: The Playroom caters to the work-hard, play-hard set. A shuffle board, a pool table, and video games (both current and retro) spark friendly competition. A classic London telephone booth lets guests order room service or video chat. Modern amenities continue in the rooms. Desks built from kitchen butcher blocks encourage standing while working. A G-Link docking station facilitates wireless streaming from tablets and smartphones to flat-screen Samsung Smart TVs, which come pre-loaded with complimentary Internet service, apps and HD channels.

The art? A blend of analog and digital. Art in the guestrooms include work by Nick Gentry. He made an original work as a compilation of floppy disks. Then, the work was photographed and screenprinted as a giclee on a canvas for the rooms. Downstairs, two new ventures from famed Bay Area restaurateurs Anna Weinberg, James Nicholas and Chef Jennifer Puccio (of Marlowe and Park Tavern) ensure the young and hungry are adequately fueled.

Dubai’s perpetually glittering Gold Souk has been one of this Emirate’s major attractions for many years—you’ll find dozens and dozens of shops selling gold, silver, platinum, and diamonds, plus plenty of touts hawking “geniune fake” Rolex watches, iPhones, textiles, laptops, and more. The government exercises strict controls over the quality of gold and other precious metals, so you can rest assured that what you’re buying is the real deal—though the same cannot be said for the wristful of watches you’re likely to be talked into purchasing down a back alley. The Gold Souk is a fantastic place to watch Dubai whiz by; pack your camera and plenty of memory cards for a wander through the back alleys, where you’ll encounter friendly folk eager to pose with you for a photo or two.

Stepping into the enormous main concourse of this landmarked architectural jewel—with its sweeping granite staircases, hulking columns and 38-meter (125-foot) ceilings painted with night-sky constellations—can be a jaw-dropping experience. What’s even more incredible, though, is the sheer number of people who use it as a commuter hub day in and day out (more than 750,000 train and subway passengers every weekday). Wander around the shops, head down to the basement food court for a bite and to marvel at the crowds hurrying by—and if you get jostled, don’t take it personally.

The de Young Museum, with its perforated copper facade and spiraling tower in the center of Golden Gate Park, is as dramatic outside as it is inside. Follow the widening crack in the sidewalk into the atrium. It’s an Andy Goldsworthy–created nod to the tectonic plates that carved out California, and emblematic of the museum, too: The previous building was damaged in the 1989 Loma Prieta earthquake and rebuilt by Herzog & de Meuron, opening in 2005. Inside, Gerhard Richter’s wall-size mural, made from digitally manipulated photographs, greets visitors. The museum specializes in American art, international textile arts and costumes, and art of the ancient Americas, Oceania, and Africa. Visiting exhibitions often focus on modern works and draw massive crowds. Recent blockbusters include Georgia O’Keeffe, Richard Diebenkorn, and David Hockney. Make sure to visit the observation deck at the top of the tower. (It closes one hour before the museum.) It’s a unique view over the low-lying western end of the city.

The Pacific Ocean is a force that calls to some to jump in and join the dolphins that frequent its waters. Temperatures are warmest in August and September, but wet suits are available to rent year-round. Go surfing or take a stand-up paddleboard lesson to more fully appreciate the SoCal spirit and connection to the waves. For a more passive yet still exhilarating way to enjoy the coast, you can parasail above the waves or join a sailing charter from Marina Del Rey.

Catch a glimpse of what Hawaii looked like before European contact. An unmissable destination for culture buffs, this sacred area stretches along the lava flats of the Big Island’s western coast. Behind a massive wall stands an ancient pu’uhonua (place of refuge)—where defeated enemies and those who violated the kapu (laws) could seek pardon. The park also shelters the Royal Grounds, a residential and ceremonial epicenter, and the 1871 Trail that takes in the shoreline. Tip: This is a religious site, so be respectful and don’t smoke, picnic, play sports, take wedding photos, or carry beach equipment (including towels) here. Just north of the boat launch outside of the park you can find Two Step, a phenomenal scuba and snorkeling spot.