Skip to main content

Leonardo DiCaprio and Kate Winslet have been best friends for ages. After shooting Titanic, DiCaprio and Winslet became closer than ever before, and still talk on a regular basis to this day. Don’t believe us? Winslet has boldly stated that DiCaprio is still her “closest friend in the world.” Yet as often as we see the two walking hand in hand in photographs, the pair never decided to take their relationship to the next level. Keep reading to find out why.

Leonardo DiCaprio and Kate Winslet
Leonardo DiCaprio and Kate Winslet | Dan MacMedan/WireImage

Leonardo DiCaprio and Kate Winslet have grown up together

Winslet and DiCaprio have been a team unit since 1996. The Hollywood besties claim that they’ve grown up together in the industry. They also admit that they use each other as a support system throughout all the hurdles brought on by stardom. According to Winslet during her Rolling Stone issue, she and DiCaprio know everything there is to know about each other. She even knows the exact sandwich he prefers to eat.

As told by Rolling Stone,

“One night, very late, Winslet and DiCaprio were lying on the deck during a break. An assistant approached for food orders. ‘Leo was so tired,’ Winslet recalls; he had his head on her stomach and asked for a sandwich. ‘The assistant asked, ‘What do you want on it?’ and Leo said, ‘Oh, Kate will tell you.’ And Leo just kind of fell asleep. And I did know exactly what he wanted, this kind of cheese and no tomato and no pickle. I absolutely knew. And I thought, ‘God, that’s really weird that I know this person so well.’ It was brilliant.”   

The real reason Kate Winslet and Leonardo DiCaprio never dated

Kate Winslet and Leonardo DiCaprio
Leonardo DiCaprio and Kate Winslet attend The 22nd Annual Screen Actors Guild Awards Dimitrios | Kambouris/Getty Images for Turner

The truth of the matter is, Winslet and DiCaprio never “fancied” each other. The Eternal Sunshine of the Spotless Mind actress tells Rolling Stone that any kind of romantic relationship between them would feel too “incestuous” because they are like siblings. Plus, the two need each other as support systems, and it would be more difficult for them to maintain that sort of support if they entered a romantic relationship. 

“In a lot of ways, Kate and I have really grown up in this industry together,” says DiCaprio. “We’ve been a support mechanism for each other for such a long period of time. We’ve been there for each other and helped guide each other.”

Regarding their strictly platonic relationship, Winslet admits, “I think the reason that friendship works is because there was never any romantic thing. It’s so disappointing for people to hear that because, in the soap opera of the Kate and Leo story, we fell in love at first sight and had a million snogs, but we never did.” Winslet then says, “We needed each other to lean on because we were very young and working all kinds of crazy bloody hours and it was a shock to the system.”

There was one moment when Kate Winslet had feelings for Leonardo DiCaprio (or Jack at least)


Leonardo DiCaprio and Kate Winslet Still Quote ‘Titanic’ Together

Although Winslet has said on multiple occasions that she and DiCaprio have a brother-sister relationship, there was one point during the making of Titanic where she found herself attracted to her best friend. (Or at least attracted to the character he was portraying.) Her feelings got muddled during the scene where Jack and Rose are intimate for the first time in the touring car. Surrounded by steam and passion, Winslet explains to Rolling Stone that the “Rose” in her loved the “Jack” in DiCaprio, which ended up creating some complex feelings. 

“Doing that scene,” Winslet tells Rolling Stone, “it so wasn’t us. And yet we were so locked into what all that had to be about. The Rose in me was really sort of loving the Jack in him. And even though I didn’t feel that way about Leo, it was quite nice to sort of feel that way in the scene. It was quite lovely. And then, y’know, the camera stopped rolling, and he gets up and walks off, and the scene’s done. And I remember lying there thinking, ‘What a shame that’s over.’ Because it was quite nice. It was.”