Milan’s most famous landmark by a long shot, the Duomo is one of those rare structures that can accurately be described as “awe-inspiring.” A jaunt inside the 14th-century cathedral is worthwhile to glimpse the airy marble interiors and the exquisite stained-glass windows, which were wisely placed in a crypt for safekeeping during the Second World War; purchase your ticket online to skip the lines at the ticket office. Even if you don’t go inside, a walk around the statue-studded exterior and up to the cathedral’s roof is a must. While there are higher observation points in the city, there’s something exhilarating about glimpsing the Alps through the cathedral’s marble pinnacles and spires, adorned with heavenly statues and decorations—although if you look closely enough on the terrace, you can see something more secular: two boxers tussling. The sculpture is said to represent Primo Carnera, the first Italian to win the world heavyweight championship.
Time Out Tip: Visit in the morning, when the cathedral isn’t as packed. That way when you finish climbing its heights and admiring its statuary, you can walk to nearby Pizzeria Gino Sorbillo, the Milan outpost of this famous Naples pizzeria, and snag a table right when they open at noon.