How Long Did Leonardo DiCaprio and Blake Lively Date?

Celebrity relationships have long been a source of fascination and speculation. Leonardo DiCaprio has been a bona fide heartthrob since he was a teenager. That means his entire dating history — including his first date in eighth grade — has been of interest to the public. 

While DiCaprio has a storied dating history, there are some relationships along the way that stick out. DiCaprio once dated Blake Lively. Here’s what we know about this brief romance, how it began, and when it ended. 

Leonardo DiCaprio and Blake Lively dated in 2011 

Fresh from a split with prior girlfriend (and model) Bar Refaeli, DiCaprio made headlines back in May 2011 when he was spotted getting cozy with Lively on a yacht in Cannes. As E! Online reports, the pair had met during an event for potential cast members for The Great Gatsby. 

Over the next few weeks, the pair was spotted in several locales across the globe including Italy, the French Riviera, and even Disneyland! By July, the gossip columns had suggested the two had split, but they put the rumors to rest by appearing together on a joint shopping trip in Santa Barbara. The next month, they were biking together in New York City. All of this could have been seen as pretty casual, but then Lively visited DiCaprio on set while he filmed in Australia, which suggested things might be getting more serious. That was their last public appearance together — in August 2011. 

By October, their split was official news, and the short-lived romance came to an end just before Lively was publicly reported as spending time with Ryan Reynolds — the man who would eventually become her husband. 

Leonardo DiCaprio and Blake Lively had a seemingly amicable split

After their split, there was plenty of ink spilled analyzing what went wrong, but the answer may be quite simple: they may not have been looking for the same thing out of a relationship. As ScreenRant reports, there was rampant speculation that DiCaprio — who was said to be “smitten” with the “captivating” Lively — would finally settle down after a lifetime of leaping from romance to romance. Of course, we have hindsight to tell us that wasn’t the case. 

Lively, for her part, went on to a serious relationship and settled down into the role of wife and mother in addition to her thriving professional career. DiCaprio is still unmarried. Could it be simply that they weren’t on the same page about what they wanted out of the relationship? The two haven’t shared much about their fling, but they don’t seem to harbor any ill will toward one another. They likely simply moved on to other relationships once they realized that their time together had run its course. 

Blake Lively married while Leonardo DiCaprio remains a bachelor

Notably, Lively’s very next relationship became a forever after kind of love. Lively and Ryan Reynolds began dating within weeks of her split from DiCaprio, and the two tied the knot about a year later in September 2012. Since then, they’ve welcomed three daughters into the world and have delighted fans with their very public banter on social media. 

For his part, DiCaprio has remained one of Hollywood’s most eligible bachelors. Now nearing 50, DiCaprio has made it clear he’s in no rush to get married. His tendency to date much younger women has also drawn headlines. As Cosmopolitan reports, DiCaprio has never dated a woman over 25, and his latest relationship is with 24-year-old Camila Morrone. Much has been made of their 22-year age gap, but DiCaprio and Morrone both insist it’s not anyone else’s business. 

Only time will tell if this relationship will be a longer-lasting one or not.