15 Heartwarming Facts About Kate Winslet And Leonardo DiCaprio's Friendship

Jordan Claes
Jack and Rose "flying" in 'Titanic'.
Paramount Pictures | Paramount Pictures

Titanic is one of the most iconic and beloved films of the '90s. Not only did it help usher the entertainment industry into the 21st century, but also birthed one of the greatest friendships in the history of Hollywood.

Since their very first interactions on set, Leonardo DiCaprio and Kate Winslet have been the very best of friends. For those who thought they knew everything there is to know about the iconic duo, here are 15 heartwarming facts about Kate and Leo's friendship.

They met for the first time in a hotel room in Cannes.

Leo DiCaprio and Kate Winslet in 'Revolutionary Road'.
Paramount Vantage | Paramount Vantage

While describing their first encounter in an interview with Magnus Sundholm, Kate explained how their first meeting was magic — literally. She and Leo were introduced in a hotel room, alongside magician David Blaine.

Before filming began on 'Titanic', Kate was worried that she'd end up falling for Leo.

Jack and Rose on the door in 'Titanic'.
Paramount Pictures | Paramount Pictures

"I did think to myself beforehand, it's going to be hard because, you know, what if I really fancy him? And I so thought I was going to because he is absolutely gorgeous," Kate told Access Hollywood.

Kate and Leo auctioned themselves off for charity.

Billy Zane, Kate Winslet, and Leonardi DiCaprio at charity dinner.
instagram | @billyzane

Back in 2017, during Leo's annual LDF charity dinner, Leo and Kate decided to auction off a dinner with the two of them for three lucky Titanic super fans. They even brought along Billy Zane for good measure.

Kate always hoped Leo would be cast as Jack.

Jack drawing in 'Titanic'.

Before filming began, the actors both knew of one another but had never actually worked together on anything prior. In a 1998 interview with Access Hollywood, Kate admitted how she desperately hoped Leo would get the part.

Leo walked Kate down the aisle at her wedding to Ned Rocknroll.

Jack and Rose kissing in 'Titanic'.
Paramount Pictures | Paramount Pictures

The wedding ceremony was such a big secret that apparently Kate's own parents weren't even aware that it had happened. According to British media reports, Leo was the one who gave Kate away.

They still quote 'Titanic' lines to one another.

Rose asking to be painted in 'Titanic'.

During an interview with Glamour, Kate confessed that she and Leo will still drum up old bits of dialogue from the iconic film. She wouldn't go as far as to say which lines they were, only that their conversations often get incredibly silly.

Kate refused to boycott the 2016 Oscars because of Leo.

Leonardo DiCaprio in 'The Revenant'.
20th Century Fox | 20th Century Fox

It was the year that a vast majority of actors abstained from attending, due to the lack of inclusivity. Kate, however, said that she just knew that this was Leo's year and wouldn't have missed it for the world. It turns out that she was right!

Leo has said that Kate is the best on-screen kiss he's ever had.

Leonardo DiCaprio and Kate Winslet on the couch in 'Revolutionary Road'.
Paramount Vantage | Paramount Vantage

He pondered the question for a moment, joking that he'd kissed a lot of bad actresses. Finally, he said with a smile that he couldn't choose anyone other than Kate.

According to Kate, Leo is one of the most loyal friends she's ever known.

Leonardo DiCaprio shrugging his shoulders in 'Revolutionary Road'.

“He’s a solid, loyal person,” Winslet told People in 2016. “He’s a great friend, he always has been, and not just to me, but to everyone around him. He still has friends he had when we made Titanic.”

The COVID-19 pandemic was especially hard for Kate Winslet.

Due to COVID restrictions, Kate and Leo weren't able to leave their respective countries. When they finally reunited, after three years of not seeing one another, Kate couldn't hold back her emotions and wept uncontrollably.

Leo has a great relationship with all of Kate's children.

Kate Winslet in 'Eternal Sunshine of the Spotless Mind'.

Kate has had some bumps and bruises when it comes to romance, and Leo has always been there to help her pick up the pieces. Her kids love him and they even refer to him as "Uncle Leo."

Leo and Kate have actively tried to work with one another since 'Titanic'.

Jack and Rose dancing in 'Titanic'.
Paramount Pictures | Paramount Pictures

The opportunity came roughly a decade after Titanic when Leo and Kate were cast as April and Frank Wheeler in Revolutionary Road. A film which Leo said was years in the making.

Kate and Leo have never had a romantic relationship.

Rose sipping champagne in 'Titanic'.

Despite rumors abound, Leo and Kate have never once even thought about entering into a romantic relationship with one another. According to Kate, their affection for one another is more on the level of brother/sister.

Leo has put a ring on it.

Leonardo DiCaprio and Kate Winslet in 'Revolutionary Road'.
Paramount Vantage | Paramount Vantage

Probably not in the manner in which your thinking, as this ring was a friendship ring. While filming Revolutionary Road, Leo gifted Kate a gold engraved band as a symbol of their unbreakable bond.

Kate flashed Leo on their first day of filming 'Titanic'.

Rose Dawson in 'Titanic'.

In the official BTS book on Titanic, Leo said "She wanted to break the ice a little beforehand, so she flashed me. I wasn’t prepared for that, so she had one up on me. I was pretty comfortable after that.”

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