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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.

A little beyond the city walls, and just a few blocks from the Musée National des Beaux-Arts de Québec and the Plains of Abraham, Avenue Cartier offers a different shopping experience than what you’ll find in Old Town. This is a part of the city more popular with locals than tourists, and instead of shops selling sweatshirts with moose and maple-leaf designs, you’ll find upscale stores and boutiques. The street is also known for its dining and nightlife options, offering a wide selection of restaurants, pubs, and bars where you can take a break from the hard work of shopping.

The Hong Kong-based Swire Hotels launches in the U.S. with their 352-room EAST, Miami, located in city’s bustling financial district. L.A.-based Studio Collective and New York’s Clodagh Design paired up to design the interiors, which mix intricate woodwork with sleek furnishings. Original artwork from notable names such as China-born Zha Songgang and Miami-based Alexander Mijares hangs throughout the hotel, along with photographs that highlight Miami’s colorful scenery and Modernist architecture. Quinto La Huella, an outpost of a famous seafood restaurant in José Ignacio, Uruguay, promises to draw locals and visitors alike, while the hotel’s rooftop space serves Asian-inspired tapas with views of the skyline. From $259

Well worth the effort it takes to locate this tiny establishment, Flower Gin is a hybrid gin bar and flower shop that feels as though you’ve stumbled into a bygone speakeasy, yet smells like an English country garden. The space is decorated with Alice in Wonderland-esque images, and serves six different cocktails, all created with cucumber-infused Hendrick’s gin. Opt for the classic G&T, or get fancy with an Elderflower Collins or Hot Gun Punch. All are picturesque and served with a delicate pink rose on top. Be sure to say hi to Coco the Boston Terrier, the little mascot that happily greets patrons who are lucky enough make their way in. Kyungnidan 684, Itaewon-dong, Yongsan-gu, Seoul

Sandwiched in between the Railyard District and the plaza, this breezy brick-and-adobe-exposed Mexican-inspired spot features a sprawl of folk art, majolica tiles, distressed windowpanes, and leather banquettes. There’s a range of diverse delights on the menu: duck carnitas, marrow tacos, grilled whole sea bass and, for vegetarians, cauliflower Frito tacos topped with Marcona almonds, raisins, and Spanish olives. For a side dish, order the warm Mexican street corn, known as esquites. To sip, it’s all about house-shaken tequila, smoky mezcal cocktails, and classic Mexican brews like Sol and Bohemia.

For the location of their first independent hotel, Atelier Ace (the creative arm behind the buzzy Ace Hotel Group) chose Panama City’s historic Casco Viejo, a once gang-ridden neighborhood now teeming with trendy restaurants, cafes, and wine bars in 16th- and 17th-century buildings. The American Trade Hotel occupies a stately property on Plaza Tómas Herrera, complete with 50 minimal-chic rooms and suites outfitted in Frette linens and custom, reclaimed-wood furnishings. Plush “Jardin” suites open onto a private garden courtyard, while others feature vaulted ceilings or views of the Gulf of Panama. On-site dining and drinking options abound, ranging from Café Unido for pour-over coffee made from Panama Geisha beans, to a jazz club created by Grammy-winning Panamanian jazz pianist and composer Danilo Perez.

The Museo Soumaya, financed by Carlos Slim, the richest man in Mexico, has the ambitions of the Guggenheim Bilbao from the outside. It’s a stunning building whose sweeping, soaring curves couldn’t help but make it an instant landmark near Polanco, one of Mexico City‘s ritziest neighborhoods. Inside, the museum recalls the Guggenheim New York, with galleries off of a ramp which spirals down (or up) the building. Unfortunately the museum’s permanent collection isn’t as impressive as those at either Guggenheim. The Soumaya does have some strengths—one of the world’s largest collection of Rodins and some especially noteworthy colonial Mexican works—but it can feel hit or miss, with many undistinguished pieces. Slim’s museum is free, however, so you won’t regret paying admission even if you just pass through quickly to take in the building itself and some highlights.

Established in 1800, the Library of Congress is the oldest federal institution in the United States. The library was destroyed by British troops just 14 years after its conception, and Congress used Thomas Jefferson’s collection of 6,487 volumes to replace it. Today, the collection of the Library of Congress—housed across three buildings—grows by approximately 12,000 items a day and is the second largest library in the world with 164 million items and 838 miles of shelves (that’s farther than the distance from Washington, D.C. to Chicago!). The library holds the world’s largest collection of comic books and one of only three remaining Gutenberg bibles. The Library of Congress offers daily guided tours to explore its historic collection and famous Beaux-Arts architecture.—Miranda Smith

Centuries-old catacombs decorated with human bones pepper the crypts at this Franciscan monastery dating to 1774. Decked out in impressive Spanish Baroque architecture, the canary-yellow church and monastery also house a remarkable library with some 25,000 antique texts (some predating the Spanish Conquest) and are flush with romantic courtyards and cloisters. Don’t forget to look up: A magnificent Moorish-style cupola, carved of Nicaraguan cedar in 1625, oversees the main staircase.

There’s something almost cheeky about the Prince Charles Cinema. Tucked in a little alley behind Leicester Square, it seems to thumb its nose at the great swathes of visitors who go to the square to spend silly money in its vast multiplexes. If you don’t want to drop $20 on a second-rate blockbuster, the slightly dilapidated but always charming Prince Charles will offer you an eclectic mix of nearly new and utterly classic films for a fraction of the price. If you’re free to go to a daytime screening, it’s even cheaper. Then there are its famous marathon screenings, where you can spend an entire weekend geeking out on John Hughes movies, or staying overnight for a Harry Potter sleepover. It’s more than a cinema, really—it’s a community center for movie geeks.

A prime specimen of the region, Garibaldi Fjord is known for its beautiful glaciers, which rise as tall as New York skyscrapers. The glaciers extend across a series of steep mountains and valleys, but they still harbor a rich ecosystem of plants and wildlife. As your ship passes by the fjord, watch for Andean condors, sea lions, Magellanic penguins and possibly even a pod of orcas. If you’re lucky, you’ll see a glacier splinter and calve, dropping an enormous chunk of ice into the sea. Fun fact about glacial ice: It has no air in it, so if you put a piece in a drink, it will sink to the bottom rather than float. Some glacial ice has remained in a frozen state for tens of thousands of years.

The black-sand Plage de Malendure on Basse-Terre is a water sports hub, home to dive shops that head out to the Jaques Cousteau Reserve. It’s a great spot to park the family for a day of swimming, snorkeling, or kayaking over to the Pigeon Islands. It’s busy and social, but that doesn’t take away from its beautiful bluff and sea views.

The Rome Cavalieri, like the Hassler and St. Regis, is synonymous with five-star luxury in Rome. The hotel, opened in the 1960s, channels a Versailles-meets–Dolce Vita vibe, and given its unbridled opulence, it’s a top destination for honeymooners and jet-setters seeking the ultimate comforts. Its location atop Montemario, a hillside residential district north of the Vatican, offers spectacular views of the city from various terraced levels and many of the rooms. The very location, affording such panoramas, is also a drawback for travelers wishing to be in the thick of it all, so the Rome Cavalieri is best suited to those who relish spending significant time in the hotel rather than out on the town.

There are plenty of appealing amenities for guests who choose to stick around the property. The outdoor pools, the finest in Rome, are set amid lush gardens. The pool area doubles as a sort of private club for local elite and is ripe for Italian athlete and celebrity sightings. Back inside, the lobby and rooms are sumptuously furnished and feature antiques and original works of art.

From the porte-cochère entry at the Westin Puntacana Resort & Club, you’ll catch an inviting first glimpse of coconut palms, manicured grass, and a long swimming pool that seems to end at the sea. The view only gets better upstairs, where all 200 rooms—including 16 suites—offer swoon-worthy ocean vistas. On the hottest of days, the high-ceilinged, open-air lobby is a great place to hang with a cold one while catching the ocean breezes. When it’s cooler, have lunch by the pool or at the beachside La Palapa, and plan for dinner at the open-air Brassa. As a guest at the Westin, you also have access to Puntacana Resort & Club’s eight restaurants, two golf courses, tennis center, Six Senses Spa, aquatic center, and Grupo Puntacana Foundation activities.

On a hilltop perch overlooking 8,000 acres of grounds designed by famed landscape architect Frederick Law Olmsted, the Inn on Biltmore Estate’s 210 rooms and suites evoke traditional 19th-century manor houses, with dark mahogany beds and desks, billowing window treatments, and comfortable overstuffed chairs; book a room with a balcony to breathe fresh mountain air while appreciating views of rolling hills—or simply take in the vista from the hotel’s veranda. The formal dining room showcases seasonal specialties using estate-raised cattle and lamb, vegetables from the on-site garden, and wine from the property’s own winery, where you can participate in a free tasting, then ride back in a complimentary shuttle. If you’re looking for something more casual, the lobby lounge and library bar offer salads and sandwiches—and no dress code. But the main attraction is the 250-room Biltmore château, the Gilded Age mansion George Vanderbilt built here in the late 1800s, and its 16th-century tapestries, Renoir and Sargent originals, and 65 fireplaces.