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  • 233 S Wacker Dr, Chicago, IL 60606, USA
    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.
  • Piazza del Duomo, Milano MI, Italy
    The historic and modern center of the city, the Piazza del Duomo (the square surrounding the cathedral’s base) remains a popular meeting place, hangout and hub of Milanese life. Local vendors setup shop (selling fresh coconut in the summer, toys and tourist wares), kids run and play (free from traffic) and shoppers trickle in from the walking street surrounding the huge plaza. The statue of Victor Emmanuel II, the first king of Italy, is the best place to meet, sit, recharge and watch the city go by.
  • Pariser Platz, 10117 Berlin, Germany
    Napoléon and his armies marched through it; revolutionaries and Nazis gathered beneath it; the Berlin Wall ran right behind: It’s safe to say that Berlin’s iconic Brandenburg Gate, completed in 1791, has pretty much seen it all. Designed by Carl Gotthard Langhans, who drew inspiration from the entrance to the Acropolis in Athens, the gate is best approached via Unter den Linden, the tree-lined boulevard that runs between the gate and the former Royal Palace. You can combine a visit here with nearby sights such as the Reichstag, Tiergarten Park, and the Memorial to the Murdered Jews of Europe. Since 2016, an impressive high-tech museum at the gate has offered a history of the city through the perspective of the iconic structure.
  • Av. Alvear 1891, C1129 CABA, Argentina
    The Alvear Palace is a Buenos Aires landmark. Dreamed up by businessman and socialite Dr. Rafael de Miero, who wanted to bring back 1920s Paris grandeur to his hometown, the hotel was erected in 1932 on the corner of Avenida Alvear and Ayacucho after a decade of on-and-off construction. Then after much fanfare, it expanded in 1940, taking over an old mansion next door. For several decades, Alvear Palace was owned by the Duke of Hornes, a cousin of King Juan Carlos I, though Argentina’s economic situation saw the hotel’s reputation steadily decline. Since Anglo-Argentine developer David Sutton Dabbah (also co-owner of Patagonia’s Llao Llao Hotel & Resort) purchased the property in 1984, the Palace has been renovated and renovated again, top-to-bottom in 2011, which lowered the room count and revived the lavish Louis XV furnishings, and most recently in 2016, with the debut of sleek rooftop suites, an indoor pool, solarium, and a rooftop bar. Bathroom amenities are custom-made by Hermès. The lobby bar exudes Belle Epoque elegance, and many of the rooms, while still as picture-perfect as ever, could be mistaken for another century. There are touches of modern luxury in the spa, but over-the-top opulence is still the dominant theme running through the signature French restaurant and afternoon tea, as high society lingers.
  • 60 Tuckers Point Drive, Hamilton Parish HS 02, Bermuda
    The centerpiece of a vast resort, golf club, and residential community complex, Rosewood Bermuda sits on 240 acres of waterfront land overlooking Castle Harbour, Harrington Sound, and the Atlantic Ocean. The recently refurbished resort is anchored by the Manor House, where 88 guest rooms blend classic cottage-style architecture and modern interiors that continue to set the standard for today’s luxury seekers: think canopy and four-poster beds, plantation shutters, and colonial-era antiques, all set against a cool white backdrop. Spring for a deluxe poolside room, which also has access to a private poolside daybed. Just don’t expect too much down time. Three on-site restaurants and two bars are beyond selfie-worthy, treatments at the spa incorporate local ingredients like cedar and juniper, and hotel guests receive membership to the 18-hole Roger Rulewich–designed golf course, tennis courts, and a beach club that sits on an exclusive stretch of pink sand for the duration of their stay.
  • Belize City, Belize
    Belize’s liveliest time of the year comes in September, when the entire country celebrates independence for three entire weeks leading up to Sept. 21. The major towns and cities host various events, and a countrywide calendar is published on Sept. 1, allowing you to follow along with the fun wherever you might find yourself in Belize. The most popular events are a steel pan concert called Pan Yaad, held in Belize City, and two full-blown carnival parades. Belize City Carnival, with soca and Caribbean music blaring, is held in mid-September, while Orange Walk Carnival takes place on Independence Day and celebrates Mestizo heritage. Take advantage of low-season fares to get a unique culture-filled experience in Belize in September.
  • Barnes Bay, West End 2640, Anguilla
    Four Seasons might have spruced up the property slightly when it took over management from Viceroy in 2016, but the original clean lines and sharp angles of the midcentury modern architecture coupled with Kelly Wearstler’s playfully eclectic interiors are still unmistakable at this stunning property overlooking Meads and Barnes bays. Epitomizing tropical modern luxury, the property is awash in marble, natural stone, and wood, with dramatic views of the Caribbean Sea from dining rooms and infinity pools that seem to hover from their cliffside perches. Spanning 35 acres, the resort is home to 166 spacious, serene, and stylish accommodations ranging from suites to townhomes and private villas. Indulge at five dining venues, including the aptly named alfresco Sunset Lounge for sushi and the fine-dining Cobà, where fresh seafood is paired with choice cuts of meat and an impressive wine list. With three swimming pools and two distinct beaches to choose from, the most stressful part of the day is deciding where to lounge.
  • Seestrasse 559, 8038 Zürich, Switzerland
    Located on the shores of Lake Zurich, Fischer’s Fritz restaurant is located on Zurich’s only campground—a favorite camping destination for the well-heeled city dwellers on holiday. The catch comes straight from Lake Zurich; the restaurant employs a fisherman to cast his net daily. Expect whitefish, trout, perk, pike, wels catfish, burbot and jellyfish to dot the menu. Try the fischknusperli (Swiss fish & chips) or Lake Zurich freshwater sushi prepared by a Japan-trained chef.
  • 416 Broadway B, Nashville, TN 37203, USA
    Storied honky-tonk joints—and tourists—crowd lower Broadway, but even locals are drawn to the classic country feel of Robert’s Western World. Two-step around the tiny dance floor to covers of songs by such favorites as Hank Williams, Patsy Cline, and Loretta Lynn.
  • 905 Country Club Rd, Ojai, CA 93023, USA
    There’s a comfortable stillness to the acres of Ojai Valley Inn and Spa that’s apparent even when a cacophony of voices fills the air. Sunlight shines brightly against the resort’s white façade, which gleams in unison from the restaurants, accommodations, spa, and pools outstretched on shaded grounds. Flowers – from roses to bougainvillea, lavender to jasmine – line pathways where views of the surrounding rolling mountains peek out between buildings. And even when bicyclists, pedestrians, and the occasional golf carts use those pathways, the motion is as calm and quick as the breeze. Originally built in 1923 as a country club and golf course, the inn has never lost its luxurious appeal for intimate, quiet privacy. Old Hollywood stars have come and gone through its Spanish-style property, and today, the resort is still known as a place where big names can tee off or swim undisturbed. Its more than 300 guest rooms are tucked away in a series of terracotta-topped buildings that share a style of calm blue and white shades. Many rooms feature fireplaces enclosed by a sitting area, and private balconies are scented by the surrounding blooms. In the morning, sip a Keurig coffee from the soft white sheets of bed, or step outside for the view. Then, walk or bike to breakfast before a swim in the newly opened, “adults only” pool.
  • 219 W 9th St, Kansas City, MO 64105, USA
    Why we love it: A hotel-cum-art-museum with a historical pedigree

    The Highlights:
    - 6,200 square feet of on-site exhibition space
    - Historical details like the art nouveau dome in the lobby
    - A hip restaurant with great cocktails

    The Review:
    This downtown hotel is the eighth property in the 21c collection, a concept founded by art collectors and preservationists Laura Lee Brown and Steve Wilson that blurs the lines between a boutique hotel and a contemporary art museum. Housed in what was once the Savoy Hotel and Grill—a luxurious destination for train travelers in the early 1900s—the 21c Kansas City pairs historical details (stunning stained-glass windows, original hotel sinks in each room) with modern art (including curated exhibitions, site-specific installations, and cultural programming). Designed by architecture firm Deborah Berke Partners and the Kansas City–based Hufft Projects, the 120 spacious rooms and suites carry the juxtaposition even further, complementing high ceilings and large windows with punchy purple sofas and original artwork.

    Located between Kansas City’s Power & Light District and River Market, the hotel is ideally situated for exploring the city’s best dining and shopping, as well as the 100-plus market stalls selling produce, baked goods, and flowers. When you don’t feel like leaving the property, however, there’s The Savory at 21c restaurant, housed in what was once the oldest restaurant west of the Mississippi and a favorite of prominent figures like President Truman (his preferred booth still sits in the bar and lounge area). Here, Kansas City native Joe West now serves a creative take on classic Americana, with a traditional cocktail list to match. In case you feel yourself slipping into nostalgia, just head out to the lobby, where a massive glowing chandelier by Ken+Julia Yonetani will remind you that you’re at one of Kansas City’s most modern stays.
  • Running for more than eight miles through the southwest part of the island of Montréal, the Lachine Canal is a window onto the city’s industrial history, reborn in recent decades as a place where nature and the city meet. Originally opened in 1825, the canal, with its five locks, allowed ships traveling between the upper St. Lawrence River and the sea to avoid the treacherous Lachine Falls. (Before the canal opened, ships would typically off-load their cargo at the village of Lachine, which would then be loaded onto another ship on the other side of the falls.) The canal’s banks would soon be filled with small factories, but by 1950 the area had started to decline, in part due to the success of the railway. In 1970, it was closed to shipping completely. Recent efforts to clean up the canal have been successful, and now bikers and walkers take advantage of the paths that line it, while many of the former factories and warehouses have been converted into luxury lofts and condos. In 2002, the canal was opened to boats again—pleasure crafts, not barges—that travel its length. If you decide to explore the canal, the Atwater Market was one of the early projects to redevelop the area, and it remains a great place to buy all the items needed for a picnic.
  • 2259 Kalakaua Ave Honolulu, HI 96815
    Built in the Roaring Twenties, the Royal Hawaiian ushered in the glam age of Waikiki Beach. The so-called Pink Palace, a Spanish Moorish–style confection set on bright-green lawns was, at the time, the priciest hotel project in the Pacific and a fast favorite of Hollywood royalty and East Coast blue bloods (who, in those early years, arrived by steamship, along with their piles of trunks and chauffeured cars). For those first few decades, anyone who was anyone, it seemed, stayed at the Royal Hawaiian; on any given day, you might see the likes of Spencer Tracy autographing a coconut or Joe DiMaggio surfing off the hotel’s beach. Once other luxury hotels sprouted up on Oahu, the Royal Hawaiian’s star faded some, but after a massive renovation in 2008, it became a member of Starwood’s Luxury Hotel Collection and, once again, one of the top spots on the island. The makeover managed to keep those graceful old bones and art deco flourishes (miles of tile, sweeping arches), while giving the whole place a long overdue upgrade. Genteel surroundings aside, the hotel is as lively as ever. But at night, when the oceanfront Mai Tar bar is rocking, guests can still scope out quiet corners. Retreat to the gracious portico lined with rocking chairs or the garden pathways dreamily lit by torches, and you’ll discover that the romance of old Waikiki lives on.
  • College Green, Dublin 2, Co. Dublin, Ireland
    Pass through the iconic arched doorway at College Green and enter the elegant quads, handsome architecture and verdant lawns of Trinity College, one of Ireland‘s most prestigious universities. Among its many attributes is the atmospheric 18th-century Old Library, whose most precious tome is the 1,200-year-old Book of Kells, a priceless illuminated manuscript. Also worth a visit are the college’s Douglas Hyde Gallery, devoted to contemporary art, and the thought-provoking Science Gallery.
  • Negril, Jamaica
    Negril, or the “Capital of Casual” as it’s known in Jamaica, is everyone’s favorite getaway, from locals to the visitors who return year after year. The buzz of activity on Seven Mile Beach’s powdery white sands is tempered by the breathtaking, serene views of the West End’s cliffs towering over the Caribbean. Lots of bars, hotels, and restaurants line Seven Mile Beach, and local eateries and smaller boutique resorts are perched up on the cliffs. While there’s more hustle and bustle and throngs of tourists on this end of Jamaica, the region still offers many secluded spots and unique experiences.