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The second most famous public sculpture in Chicago is 50ft high, made of steel and no one knows what it means. It’s doesn’t even have a proper name so it’s just known as “The Picasso.” Pablo Picasso gifted this untitled sculpture to the city of Chicago in 1967 and it caused a big ruckus because, well, it’s weird looking and no one knew what it was supposed to be. A woman? A chimera? A face? Hard telling. We do know that it was the first modern sculpture installed in the downtown area and it’s now the pride and joy of Chicagoans and photographed almost as much as the Bean. On sunny days you’ll see kids sliding down that sloping steel base and I love that the city still allows those jungle gym antics on such famous real estate.

Visiting at least one of the five museums that make up Museum Island, a UNESCO World Heritage site, is a must for any serious culture-seeker in Berlin. A pioneering concept, this ensemble of public institutions brimming with exquisite artworks and historical artifacts traces its origin back to 1810 and King Friedrich Wilhelm III’s decision to open a museum for his personal collection of royal treasures. Today, the original Altes Museum—located opposite the former Royal Palace—is joined by the Pergamon Museum, with its jaw-dropping Middle Eastern antiquities; the Neues Museum and its treasures from ancient Egypt; the Alte Nationalgalerie’s collection of 19th-century European masters; and the Bode Museum, which hosts one of Europe’s most important sculpture collections.

Everyone in these parts eagerly awaits the Florida stone crab season, which runs from October through May. As soon as it starts, they flock to Joe’s Stone Crab, a South Beach institution that’s been cracking the sweet crustaceans for more than 100 years. Tuxedo-clad waiters serve claws ranging from medium to colossal, best eaten with a side of mustard sauce (while wearing a bib). Joe’s tangy Key lime pie is the way to end your meal. While the crab, sold at market price, never comes cheap, the fried chicken is a steal at $6.95.

Sit down to dine at The Mansion, and you may come face to face with a spread that looks like this: Skagit River sockeye salmon with green risotto and confit tomatoes; Snake River flat iron steak with beet sauce; and sprigs of fresh lavender in a dainty vase. Certainly you can be sure you’ll be sampling the finest Pacific Northwest bounty, given the restaurant’s commitment to sourcing most ingredients—including stone fruit, mushrooms, oysters, Mangalitsa pigs, and greens—from Orcas Island and its environs. The restaurant occupies the waterfront veranda of historic Moran Mansion, part of Rosario Resort & Spa and named for shipbuilder and former Seattle mayor Robert Moran.

Why we love it: A pedigreed stay that perfectly marries fin de siècle charm with modern luxury

The Highlights:
- A French Renaissance–style building designed by America’s first female professional architect
- Fireplaces and deep-soaking tubs in some rooms
- An in-house craft brewery that serves pints in a “bar-cade” with pinball machines

The Review:
When The Lafayette opened in 1904, it was immediately hailed as one of the country’s finest hotels. America’s first female professional architect, Louise Blanchard Bethune designed the seven-story, redbrick-and-white-terra-cotta property to blend “the best that science, art, and experience can offer for the traveling public,” which at the time meant telephones and hot water in every room. Renovations in the late 1940s introduced several Art Deco elements that still remain, while a 2012 restoration helped bring the hotel into the modern era.

Today, The Lafayette is part of the Wyndham Hotel Group’s Trademark Hotel Collection and features 13,500 square feet of meeting space. It’s also home to a 15-barrel craft brewery, where guests can enjoy beers and pub fare while playing arcade games; a small-batch coffee roastery with freshly baked pastries; and an outpost of Groom Service Beauty & Dry Bar for blow-outs, professional makeup, manicures, and more. The 57 rooms and suites feature wall murals of vintage photos, designed to complement a palette of plum, brown, and dusty gold. Some have fireplaces, deep-soaking tubs, and full kitchens, too. If you’re looking to indulge, book the Lafayette Suite, which includes a Juliet balcony, double-sided hearth, and dining table suitable for large gatherings.

Located in a former home built more than 100 years ago, this intimate restaurant excels in ambience and Caribbean specialties. Outdoor tables sit next to a pool and pretty tropical gardens, while the dining room boasts an array of European antiques. A son of the restaurant’s original owners, the current chef specializes in such dishes as bouillabaisse, crunchy okra, and cinnamon-and-brown-sugar sweet potato mash. Also on offer is seafood prepared with local spices and coconut milk. Whatever you choose, don’t miss the wine cellar, which once functioned as the home’s cheese room and now features nearly 2,000 bottles by 120 labels.

With killer views of the waves crashing onto Ocean Beach, the Beach Chalet Brewery & Restaurant is one of the best places to grab a bite and watch the sunset in San Francisco. Before its current incarnation, the 1925 Spanish revival building served as a beach changing room, an Army outpost during WWII, and a VFW hall. The disused building was shuttered in 1970, but spared for its landmark WPA murals and mosaics. Come to see the murals, and stay for the food and Ocean Beach views. Upstairs, above the visitor center, the Beach Chalet Restaurant serves fresh fish and steaks. Downstairs, opening out to Golden Gate Park, the sunny and more casual Park Chalet offers burgers or fish and chips, and live music on weekends.

With more than 250 acres of grounds, the New York Botanical Garden manages to fit a number of different landscapes and experiences into its garden walls. The garden was established in 1891, the inspiration of Nathaniel Lord Britton and his wife, Elizabeth, who returned from a trip to England determined that New York should have its own equivalent to London‘s Kew Gardens. They found backing among New York society and created one of the country’s leading research institutions that also happens to be an ideal place to commune with nature right in the city. The rose garden designed by Beatrix Farrand is a highlight, while an abundance of azaleas reaches their peak in May. In all there are some 20 different gardens, including one dedicated to native plants, a rock garden, and a wetlands trail. The conservatory, constructed in 1902, is the largest in the country and includes 11 different climatic zones. When the last of the fall foliage has fallen from the trees, the conservatory hosts the popular annual Holiday Train Show (from the end of November to mid-January).

At Helen’s, it’s all about the pie. Sure, there’s more on the menu, but the wild-Maine-blueberry pie at the restaurant has earned fame far beyond the state’s borders. For starters, it’s an authentic taste of down east Maine. To be truly down east, you should be here, in Washington County, Maine’s wild-blueberry country, with a landscape defined by blueberry barrens studded with glacial erratics. Machias, the county’s biggest town and one of the few with a traffic light, is home to the Wild Blueberry Festival in August—and to Helen’s, which has been dishing out slabs of freshly baked wild-blueberry pie since 1950. One bite, and you’ll understand the love.

Why we love it: A historic property full of local details that make guests feel at home in Minneapolis

The Highlights:
- Prime location in the trendy North Loop
- Site of one of Minneapolis’s best restaurants, Tullibee
- Local literature, artwork, and spirits in every room

The Review:
A former farm implement warehouse, the Hewing Hotel has a rustic yet refined sensibility. Located in the heart of the North Loop, just a short walk from some of Minneapolis’s best restaurants and shops, the property mixes exposed timber and brick, tall ceilings, and original industrial elements with high-end finishes, creating an environment that’s at once local and luxurious. Available in five different layouts, the 124 rooms, including 14 suites, are individually designed with exposed wood, metal, and brick accents, plus local details like books, artwork, minibars, and Faribault Woolen Mills throws that speak to Minneapolis. Should you be traveling with your pet, simply pay a $75 fee and you’ll find their name written on a chalkboard alongside those of other furry guests, all under the heading “V.I.Pets,” as well as a treat-stocked bowl in your room.

Although Hewing guests are surrounded by one of the city’s most vibrant neighborhoods, they’ll want to save at least one night for dining at the hotel’s renowned restaurant, Tullibee, which serves rustic Nordic cuisine alongside craft cocktails, local beers, and house-made sodas. For something more casual, head to the Rooftop Bar & Lounge for drinks and city views. Also on the roof is a pool and Nordic-inspired sauna, though guests may be more inclined to visit the Hewing Spa, where they can enjoy a range of massages, plus add-on services like wraps, scrubs, and face masks. When you want something more active, head to the 24-hour fitness facility, stocked with treadmills, stationary bikes, and elliptical trainers; the yoga studio, which offers weekly classes through Gem Life Yoga; or the front desk, where you can rent a custom Handsome bicycle to explore the city.

Surrounded by swaying palms, tropical flowers, pink sand, and sapphire waters, the 100-acre Fairmont Southampton is Bermuda’s ultimate luxury destination. The 593 rooms and suites are among the largest on the island, and feature marble baths stocked with Le Labo products and private balconies that look out onto the Atlantic Ocean, Great Sound Harbour, or the lush landscaping of the on-site Turtle Hill Golf Club. A pool, beach club, dive center, kid’s camp, and tennis courts—plus that 18-hole championship course—offer plenty to keep guests busy. If you prefer to kick back, opt for a lavender-oil massage at Willow Stream Spa, a sprawling space complete with a well-stocked health club, sauna, and steam rooms, or grab a sundowner at one of the resort’s 10 restaurants, bars, and lounges.

Tucked into the Denny Regrade, this sleek new spot contains multitudes: a deli, butcher shop, crudo bar, and steakhouse devoted to Wagyu beef. Lock down your table early to descend the leather staircase—coiling around a 4,000-pound chandelier—into a luxurious, industrial-chic den, dreamt up in part by Kurt Dammeier of Beecher’s Handmade Cheese fame. Here Mishima Reserve meats take center stage: blending the signature marbled beef of Japanese Black Wagyu bulls with juicy, flavorful American Black Angus cows. But spare some love for the unusual appetizers and sides, which range from roasted bone marrow on an English muffin to smoky grits with mushrooms and red Fresno chili pepper.

Orlando’s centerpiece lake sits right in the middle of downtown, close to the pretty neighborhood and dining district of Thornton Park. A pedestrian-only path fringing the water stretches for nearly a mile, offering visitors a great place to stroll or jog. Along the lake you’ll also find an amphitheater for concerts and festivals, a picturesque pagoda overlook, and a kiosk where you can rent pedal boats shaped like swans. Bring the kids to feed the ducks and swans, or visit the farmers’ market, which takes place on the lake’s southeast corner every Saturday morning.

This sheet-metal fever dream by architect Frank Gehry is like a rock-and-roll Guggenheim, home to interactive exhibits that span music, sci-fi, fantasy, animation, video games, and other scrambled bits of modern life. A hands-on studio lets kids and grown-ups mess with real instruments and studio hardware. Originally intended to honor Jimi Hendrix, the building’s design echoes one of the legend’s smashed guitars (most obviously when viewed from atop the Space Needle). Critic Herbert Muschamp once accused it of “looking like something that crawled out of the sea, rolled over and died,” but visitors often enjoy the jumble of color and distorted reflections—perfect for quirky selfies!

New Orleans’ cemeteries are part of the city’s culture as well as its landscape—and St. Louis Cemetery No. 1 is the oldest and most famous. Opened in 1789 on the edge of the French Quarter, the cemetery is home to the tomb of Marie Laveau, a free woman of color who earned a reputation as the city’s most powerful voodoo queen in the 1800s. Her tomb is littered with tributes (money, alcohol, candy, trinkets) left by those who hope the queen will grant their desires from beyond the grave. In the Garden District, Lafayette Cemetery No. 1 made a cameo in several movies, including Interview with a Vampire and Double Jeopardy. Save Our Cemeteries, a non-profit dedicated to cemetery restoration and preservation, runs tours of both St. Louis No. 1 and Lafayette No. 1.