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  • 50 W Washington St, Chicago, IL 60602, USA
    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.
  • Place Saint-Jean de Malte, 13100 Aix-en-Provence, France
    Art lovers will have to wait until at least 2121 for the opening of Aix’s Jacqueline and Pablo Picasso Museum, which will include 2,000 works from when the artist was married to his second wife. Until then, they can find Picasso on the walls of the Musée Granet, which also boasts pieces by Cézanne, Rembrandt, Degas, Renoir, Monet, and Van Gogh, plus an American exhibition, a neoclassical sculpture collection, and several Pop Art works. The museum is a little tricky to find—look for the Church of St. John off Cours Mirabeau—but once you’re there, it only costs 5.50 euros (around $6) for a ticket. Admission nearly doubles during the summer season but also includes entry to the nearby modern art museum, Granet XXe.
  • Place du Général de Gaulle, 06570 Saint-Paul-de-Vence, France
    The Riviera was a refuge for many artists during the war, and when the owners of La Colombe d’Or in St-Paul-de-Vence exchanged meals for works of art, they eventually found themselves with a world-class collection. Today, pieces by Fernand Léger, Pablo Picasso, and Joan Miró adorn the cozy dining room where guests savor regional specialties.
  • Carretera Fed, Av. Boca Paila km 9.5, 77780 Tulum, Q.R., Mexico
    Why we love it: A city slicker–approved beach retreat with a vibrant art collection

    The Highlights:
    - The secret indoor pool up a staircase from the main pool area
    - Fresh-baked breads by pastry chef Simone Colla served daily in the Filosofía restaurant
    - An entryway featuring a rare sculpture by KAWS and vintage armchairs hung like swings from the ceiling

    The Review:
    The people watching is just as entertaining as the artwork at Casa Malca, a mansion once maintained by Colombian drug lord Pablo Escobar but now owned by New York gallerist and art collector Leo Malca. Set on a Caribbean-facing swath of sand next to the Sian Ka’an Biosphere Reserve—and just a short bike ride from Tulum’s beachfront boutiques and restaurants—the hotel features 71 rooms, complete with polished concrete floors, floor-to-ceiling windows overlooking the ocean, and bold artwork from Malca’s personal collection. A black-and-white print inspired by Keith Haring covers the lobby bar, while antique baby dolls adorn the walls in one of the hotel’s three restaurants. The pool and beach areas are more sedate, with cerulean daybeds and colorful hammocks studded like jewels among the leafy palms.
  • 228 Rue de Rivoli, 75001 Paris, France
    What kind of hotel might attract such diverse guests as Pablo Picasso and Elizabeth Taylor, Mata Hari and FDR, Queen Victoria and Jay-Z, Tchaikovsky and the Olsen Twins? The answer is Le Meurice. Opened in 1815 as one of the world’s first five-star hotels, this icon near the Tuileries Garden has long appealed to both the posh and creative sets; its ties to the art world are particularly strong, having hosted Picasso’s wedding dinner and served as Salvador Dalí’s Parisian pied-á-terre for over 30 years.

    For recent renovations of the public spaces, interiors guru Philippe Starck and his designer daughter, Ara Starck, took inspiration from Dalí for some of the more playful touches (like the quirky portraits of 18th-century personalities painted on the backs of leather seats). In the 118 rooms and 42 suites, designer Charles Jouffre maintained a French classical style, with traditional and antique furnishings, rich fabrics, Garnier Thiebaut linens, deep-soaking tubs, and—in higher-category rooms like the Pompadour Suite—oak floors and fireplaces.
  • Monte Alegre 149, Valparaíso, Región de Valparaíso, Chile
    Built in the 1920s by a Croatian businessman, Palacio Astoreca underwent two years of refurbishment and restoration before opening its doors as a boutique hotel in 2012. The work was carried out to a meticulous degree, maintaining the original parquet floors, and adding splashes of color with art deco furniture and modern art, including one piece by Switzerland’s Frédéric Clot. The stucco-and-brick mansion rises up from the streets of Chile’s port city, Valparaíso, like a piece of red-and-white confectionary.

    A statement staircase winds up to the 23 rooms, some of which have stand-alone bathtubs. And the basement level is home to a small spa with an open-air, wood-fueled hot tub set alongside a living wall. The reception level and entrance hall open out onto a terrace where lunch, tea, and cocktails are served, allowing guests prime views over the hilly city and Pacific Ocean. There are quiet corners for those seeking a solitary moment, including a library and a piano bar, which comes to life in the evenings with live music.
  • Place Georges-Pompidou, 75004 Paris, France
    The Centre Pompidou, France‘s national museum of modern art, led the way for steel-and-glass buildings in the 1970s. Now the museum leads the way in modern art with its extraordinary collection, currently the world’s second largest. Masterpieces include Pablo Picasso’s Parade and—one of my favorites—Tamara de Lempicka’s Young Girl in Green. Go for the museum, but check out the public library and the view of Paris that becomes more and more impressive as the museum’s escalators rise from floor to floor. Spot the Eiffel Tower and Sacré-Coeur (and perhaps a street entertainer or two with a gawking audience of kids) from the sprawling roof terrace.
  • 71 Bd du Général de Gaulle, 06230 Saint-Jean-Cap-Ferrat, France
    Sitting at the tip of the peninsula of St-Jean-Cap-Ferrat, which juts out into the Mediterranean, the iconic Grand-Hôtel du Cap-Ferrat, is now under the management of the Four Seasons brand. Located halfway between Nice and Monaco in the striking Antibes cape, the beyond-glamorous property first opened in 1908, and remains the epitome of the bonne vie, Jazz-era French Riviera. A destination resort, it has hosted everyone from Winston Churchill to Charlie Chaplin to Pablo Picasso, and is set on multiple lushly landscaped acres full of gardens, pools, and tennis courts that tumble down to the Mediterranean. Rooms are in three buildings. Try for one in the hotel’s original core, as these have soaring ceilings and floor-to-ceiling, sliding-glass-door windows looking out to the sea. The suites are also enormous, but ask for a higher floor for the best ocean views.
  • Ruta Provincial 94, km 11, M5565, Mendoza, Argentina
    American entrepreneur Michael Evans and Argentine winemaker Pablo Gimenez Riili joined forces to create an unparalleled viticultural paradise for wine lovers from around the world. Set on 1,500 pristine acres in the heart of the Uco Valley, the Vines Resort & Spa is a haven of laid-back luxury with a robust offering of culinary and wellness activities, winemaking endeavors, and outdoor adventures. Every aspect of the hotel is designed to share Mendoza’s natural beauty, superior wines, and Argentina’s warm culture through a tailored guest experience provided by the resort’s “Gauchos”—personal concierges and tour guides who curate one-of-a-kind itineraries for visitors.

    The resort’s 22 spacious villas have ample indoor/outdoor living space, with wood-burning fireplaces, open-air fire pits, plunge pools, hot tubs, and private rooftop terraces with 360-degree views. Siete Fuegos, the resort’s signature restaurant, showcases open-flame grilling techniques mastered by Argentina’s acclaimed chef Francis Mallmann. The fitness center and yoga studio look out to the Andes, while three miles of running trails weave through the property’s vineyards. There’s never a dull moment at the Vines, with horseback riding, hiking, biking, cooking lessons, and winetasting at your fingertips—unless lounging is your preferred activity, in which case a cabana next to the 1,000-square-foot infinity pool will be calling your name.
  • Museo 150, San Pablo Tepetlapa, 04620 Ciudad de México, CDMX, Mexico
    They intended it as their gift to Mexico, and what a gift it is. Diego Rivera and Frida Kahlo, two of the most famous artists of the 20th century, worked with renowned Mexican architect Juan O’Gorman to create Museo Anahuacalli, a temple-like structure that houses the 50,000+ pre-Hispanic objects Rivera collected during his lifetime. The museum, whose design was also influenced by Frank Lloyd Wright and his notions about the role of the physical environmental in the conceptualization and construction of buildings, also showcases hundreds of pieces of artisan and craft works representative of Mexico. Note that the museum is not open on Monday or Tuesday.
  • Domicilioiconocido s/n, San Sebastián de las flores, 68259 San Pablo Etla, Oax., Mexico
    This huge buffet restaurant, designed to look like an old hacienda, offers more than 120 dishes every day. Hacienda Santa Martha has extensive grounds with play areas for kids, an artificial pond with pedal boats, and even movies for kids projected inside an old DC-4 airplane. Sample seven different kinds of mole, have meats and seafood grilled to your liking, and fill up on soups, salads and almost any Oaxacan dish you can imagine. It’s a great option for families and picky eaters because you can choose what looks tastiest - or try a bit of everything until you find something you like. Hacienda Santa Martha is open from 1:30 to 6:30 pm daily except Monday.
  • Gral. Espejo 300, M5502 AVJ, Mendoza, Argentina
    Mendoza has suffered devastating earthquakes that have reduced the city to rubble. The earthquake of 1861 destroyed most of the city. Instead of repairing all the damage, the city decided to build a new city center southwest of the original location. They created a large principal plaza—Plaza Independencia—surrounded by four smaller plazas: Plaza San Martin; Plaza Chile; Plaza Italia; and the most picturesque, Plaza Espana. These open spaces created a safe retreat for residents to gather in the event of another destructive earthquake. On weekends the plazas come alive with artisan markets, food vendors, lip-locked lovers and families. Enjoy the people watching and be aware of your belongings.
  • 101 N Museum Dr, Palm Springs, CA 92262, USA
    It’s a sign of the Palm Springs boom that what started as a modest local museum is now a premier destination for art and design aficionados. Today, the establishment, first opened in 1938, celebrates performing arts, modern art, and architecture in three locations. The main building, a designated historic site designed by architect E. Stewart Williams, is the most trafficked, with works by Henry Moore, Ed Ruscha, Dale Chihuly, and other marquee names. The Palm Springs Art Museum in the Palm Desert location features a rotating selection of exhibits by contemporary artists, as well as a sculpture garden where you can have a contemplative afternoon picnic. The Architecture and Design Center, in a structure originally designed by Williams, hosts exhibitions on architecture and design that change twice a year, rounding out an extensive permanent collection that includes works by Julius Shulman, Alexander Calder, David Hockney, and Marc Chagall. Pro tip: The museum buzzes with energy, particularly on free Thursday evenings, but for a more tailored experience focused on a particular theme, take one of the tours led by passionate and knowledgeable docents.
  • 5 General F. Ramírez
    Pamela Echeverría founded her original Avenida Ámsterdam space in 2010, after experiences at Galería OMR and the Museo de Arte Carrillo Gil. Since then, the gallery has made a name for itself by providing a forum for contemporary-art proposals based on impassioned research; its catalog has included artists such as Teresa Margolles (2009 Venice Bienniale and the 2012 Prince Claus Award), Erick Beltrán, Santiago Sierra (2003 Venice Bienniale, representing Spain), and Héctor Zamora, as well as Jill Magid, Pablo Vargas Lugo, Terence Gower, and Antonio Vega Macotela. Labor’s current headquarters were originally functionalist architect Enrique del Moral’s 1948 residence and lie just across the street from 1980 Pritzker Prize winner Luis Barragán’s house, which was declared a UNESCO World Heritage site in 2004.
  • 28700 Arnold Dr, Sonoma, CA 95476, USA
    Pairings are everything at Ram’s Gate, one of the first wineries on the drive to wine country from San Francisco. First is the combination of sights: the wonders of architect Howard Backen’s open-concept tasting room in a refurbished barn and the panoramic vistas of Carneros and San Pablo Bay. Next is the marriage of wine and food—winemaker Jeff Gaffner’s single-vineyard designate chardonnays and pinot noirs matched perfectly with seasonal small bites from executive chef Taylr Benham Cuneo. The most popular tasting is called “Palate Play,” which marries five wines with five dishes from the kitchen. For a truly unparalleled afternoon, book the three-hour Vineyard Table experience, an immersion for four to 10 people that includes a glass of bubbly, a guided tour of the winery and on-site gardens, and a custom-designed meal with wine pairings served at a table in the vineyard. There are other, less involved ways to experience Ram’s Gate: seated wine tastings, stand-alone site tours, and picnics down by the pond. Whatever your fancy, just be sure to make a reservation before you go.