How To Spend The Ultimate Romantic Weekend In Milan

Milan might be known as Italy’s fashion capital, but explore beyond its bevy of designer shops—and it’s also one of Europe’s most under-the-radar romantic cities. Whether you and your partner prefer strolling ancient cobbled streets or an aperitivo on the town, read on for the best spots to sip, stay and play on the ultimate couple’s getaway weekend in Milan.

Cozy up at a cafe in the Brera. From its cobbled streets to old-world Milanese stone buildings that dazzle with shuttered windows and wrought iron balconies, the artsy Brera district is love at first sight. Twosomes can wander the quaint, pedestrianized streets lined with artisan workshops, art galleries, antique shops, and indie boutiques. Then cozy up in a charming café, like the adorable (and delish!) Sicilian Brera, and sip up la bella vita.

Stroll the canals along the Navigli. Milan’s Navigli quarter sets a stunning Italian scene with its breathtaking canals, Naviglio Grande and Naviglio Pavese, dotted with delish bars and restaurants. And come early evening, when sunset and shop lights glitter off its waterways, you’ll find the perfect spot to savor an aperitivo together.

Marvel at Italy’s most-loved works of art. Is there anything more romantic than Italian art? At Pinacoteca di Brera, you can ogle over 500 ancient masterpieces to your heart’s content—the mind-blowing collection includes works from Tintoretto and Caravaggio to Rembrandt, Mantegna, Bellini, and beyond. But the standout: Il Bacio, by Francesco Hayez, depicting a couple from the Middle Ages engaged in a passionate kiss.

See a swoon-worthy performance at La Scala. Sumptuous red velvet, opulent soaring ceilings, and tiers of gilded stucco dating back to the eighteenth century—it’s a scene set for romance at stunning Teatro alla Scala. Seeing a performance in this legendary neoclassical hall where the world’s greatest composers, operas, and ballets have premiered is an unrivaled experience. Insider Tip: Don’t miss the epic love story Onegin, the classical ballet with music by Tchaikovsky that’s art come to life from gorgeous sets to stunning costumes and dancers that defy gravity.

Stay at ultra-romantic Four Seasons Hotel Milano. From its vaulted and frescoed lobby with historic granite pillars to insanely spacious suites with balconies boasting romantic Italian rooftop vistas, this 15th-century former convent is the perfect twosome haven in the city. Set around a gorgeous cloistered garden, the dreamy courtyard is idyllic for sharing a glass of Chianti beneath a shaded cabana. Insider tip: Lunch is a must in Zelo Restaurant and Stilla Bar where you can gaze at the historic building’s ancient architecture while savoring deliciously elegant Italian cuisine.

Steal away in style. You couldn’t find a better buongiorno to Milano than Blacklane. This luxe car service will sweep you off your feet—from top-notch airport greeting on arrival to chauffeured vehicle of your choice—and zip you to any destination in the city.

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