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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.

Washington Square Park is only a fraction of the size of Central Park, but it is as almost as much of an icon of New York as its much larger counterpart uptown. It’s likely because it sits in the heart of Greenwich Village, and has thus served as a backdrop for many events in the city’s history. In the late 19th century, it was one of New York’s most fashionable addresses (that period was captured by Henry James in his 1880 novella Washington Square, later the basis for The Heiress, a play that was also adapted into a movie). The arch along its northern side dates to 1892 and was designed by Stanford White to replace an earlier one, in wood and plaster, erected in 1889 to mark the centennial of George Washington’s inauguration. When Greenwich Village became the haunt of artists and writers, the park was a green space for the city’s counterculture; folk singers and street performers are still a common sight, and the park is also frequently used for political protests and rallies. On sunny days, especially during the academic year, the park is filled with NYU students, neighborhood residents, and tourists taking in the scene.

Many who have not visited Arizona think that its saguaros grow in a Sahara-like setting...but the mountainous desert around Tucson hides many lush spots, like this riparian canyon on the NE edge of the city. Late fall paints the cottonwoods along the creek below cactus-studded slopes in Sabino Canyon. Hikers hike, runners run, and deer roam...

Starting in 2014, this collection of historic buildings was reinvented as a gastronomic hub—helping to revitalize the city’s downtown in the process. An early 20th-century citrus packing warehouse became the Anaheim Packing House, a virtual United Nations of food: Walking through the 42,000-square-foot hall, you’ll find citrusy ceviche at Urbana, fried chicken sandwiches at Sweetbird, garden-fresh hot pot at Rolling Boil, organic curry at ADYA, and matcha shaved snow at I Am. Craft beer—quickly becoming a signature of Southern California—is in no short supply, thanks to bars like Anaheim Brewery, housed inside a 1925 mission revival building. A circa 1917 marmalade factory became the MAKE Building, where you can linger over a flight of California reds at Pali Wine Co. or a plate of pulled pork at Jav’s Barbecue. The compact district is distinctly Californian, from the succulents and air plants inside to the palm trees and olive groves of Farmers Park outside—a grassy knoll where, at any given time, you might happen upon a free yoga class, a gardening demo, or a live acoustic band playing under the sun.

Born in Auvergne, Thierry Busset trained with European masters before taking his pastry prowess to London’s Le Gavroche and Marco Pierre White (both of which peaked at three Michelin stars). His talent even tamed the famously mercurial Gordon Ramsay, who called Busset “one of the finest pastry chefs in the world.” Nestled on Alberni Street (which is rapidly turning into Vancouver’s version of Rodeo Drive), Busset’s eponymous café is constantly bustling. Pop in for the pillowy macarons, but stay for the soups, quiches, and sandwiches crafted with house-baked bread. Open until midnight daily, the chic eatery also serves spiked drinks, perfect for sipping on the gorgeous heated patio. If you have your heart set on a particular treat, swing by early—fan favorites can easily sell out before noon.

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.

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.

Designed by Danish architect Jørn Utzon, the Sydney Opera House was inspired by its dramatic setting on Bennelong Point in Sydney Harbour, a location that’s long been sacred to the native Gadigal people. While construction took 16 years, including four years to figure out the spherical solution to the icon’s soaring sails, any controversies melted away when the masterpiece was completed in 1973. The same outside-the-box thinking that built the shell-shaped sculpture seeps through its walls today in the form of boundary-pushing opera, theater, and dance as well as contemporary music and mind-opening lectures. The landmark is also home to the beloved Opera Bar and Bennelong Restaurant upstairs, where diners can eat pavlova shaped like the landmark in which they sit.

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.

Even in a city with picturesque scenes around every corner, the Petit Champlain area, located along the waterfront in the Lower Town, stands out as an especially charming corner of Old Québec. The heart of the neighborhood is the Place Royale while its spine is Rue du Petit-Champlain. While the area claims the distinction of being North America’s oldest commercial district, for most of its history its buildings housed the offices of fur traders and stevedores lodged in the tenement apartments. Today, while it’s still a bustling neighborhood, the boutiques and bistros are what draw visitors to the cobblestoned lanes. In the summer, café tables spill out into the streets; in the winter, the neighborhood exudes a Québecois sense of coziness, especially at night after a snowfall, when every restaurant offers a tempting shelter from the cold.

A short trip to the hilltop town of Monreale, just outside Palermo, offers the chance to explore some exceptional Norman-era buildings, most notably the Monreale Cathedral. The church’s interior has an extravagant mosaic that covers more than 6,000 square meters (66,000 square feet), much of it glittering with gold. Afterward, stroll through town to window-shop along the narrow lanes and enjoy the view of Palermo in the valley below.

Old San Juan offers historically and culturally significant experiences including a walk through 500-year-old forts, visits to UNESCO sites, historic churches, museums, the second oldest cathedral in the Americas and Ponce de Leon’s mansion. Cobblestone streets and pastel buildings are perfect for exploration during the day and variety of restaurants and shops make for a complementary evening.

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.