A Visual History of Leonardo DiCaprio and His Endless Hats


When Jeff Bezos and Lauren Sánchez tied the knot earlier this summer, an A-list crowd of wedding guests gathered in Venice for the splashy affair. With paparazzi lingering at every corner, most attendees dressed to be seen (see: the entire Kardashian family, Oprah Winfrey, and Sydney Sweeney) though other stars chose to fly more under-the-radar. Take Leonardo DiCaprio, who spent the entire weekend concealing his face underneath a sleek black baseball cap—an unsuccessfully-incognito move. “Leo DiCaprio thinking a hat pulled low and he wouldn’t get recognized,” wrote one Threads user.

The face-concealing cap has become DiCaprio’s signature accessory. These days, you rarely catch the Oscar-winning star out on the streets without one. Whether he is vacationing in Ibiza with his model girlfriend Vittoria Ceretti, or attending Paris Fashion Week in the front row, wearing a low-slung hat has become DiCaprio’s personal form of armor at all times—a strategic wardrobe staple to fend off any eye-contact with fans seeking autographs or selfies. When duty calls, movie star Leo will hit a red carpet premiere sans chapeau—but if that humble cap is on during a day off, it proclaims: Leave me alone!

DiCaprio at the 2025 wedding of Jeff Bezos and Lauren Sánchez

Video: Getty Images

A quick look back on DiCaprio’s off-duty style, however, and you will find that the actor has worn the utilitarian cap for years—long before sneaky iPhone pics were even a thing. When he first burst onto the scene as a Hollywood heartthrob in the ’90s, you could often find DiCaprio wearing caps from his favorite sports teams. He has worn team merch from the Lakers, Boston Red Sox, Florida State Seminoles, Golden State Warriors, and countless others. (Go. . . sports.)



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