Kate Winslet and Leonardo DiCaprio, In Their Own Words

Kate and Leo on Kate and Leo.
By Madeline Boardman
February 29, 2016 at 09:30 PM EST

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Kate Winslet and Leonardo DiCaprio Through the Years

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It’s been 20 years since the release of Titanic, but Leonardo DiCaprio and Kate Winslet will never let go of the friendship they forged playing Jack and Rose. See what the two have had to say about each other and their friendship, ahead.

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On the set of Titanic in 1997

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“She’s still as beautiful and radiant as she was the day I met her,” DiCaprio told Matt Lauer on the Today show.

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At the 55th Annual Golden Globe Awards on Jan. 18, 1998

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“In a lot of ways, Kate and I have, we’ve really grown up in this industry together,” DiCaprio told Oprah Winfrey in 2009. “We’ve been a support mechanism for each other for such a long period of time and we’ve been there for each other and helped guide each other.”

 

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At the 1998 Golden Globe Awards on Sept. 10, 1998

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“She’s such a terrific person in general that our chemistry sort of just naturally happened I think onscreen,” DiCaprio said in a ’90s interview with Entertainment Tonight. “We just like each other as people. I think that definitely showed [in Titanic].”

 

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At the 64th Annual Golden Globe Awards on Jan. 15, 2007

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“Leo and I always had a laugh together,” Winslet told Oprah Winfrey. “We always got on incredibly well… I was, like probably all the women in this audience are about Leonardo DiCaprio initially, I thought, ‘Ah! How am I going to work with this beautiful man? And he’s such a brilliant actor!’ I met him and honestly, he’s so lovely and down to earth and normal and so good at what he does. But it was actually never about that. It was actually a real brother-sister thing. We’re very, very, very close and really stuck together.”

 

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At the 2007 Vanity Fair Oscar Party on Feb. 25, 2007

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“Kate Winslet is one of my dearest friends,” DiCaprio told Esquire. “We have the ultimate trust in each other and the best of intentions for what we want to do.”

 

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Filming Revolutionary Road in 2008

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“We’ve been great friends for a long period of time,” DiCaprio said of Winslet on the red carpet outside of the Golden Globe Awards. “We were actively looking for something to do together. It felt really natural. She’s my homie.”

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On the cover of Entertainment Weekly's Dec.19, 2008 issue

BRIGITTE LACOMBE for EW

Featured ahead of the release of Revolutionary Road, DiCaprio told EW of his costar, “Over the years, I would find myself stopping and saying, ‘I don’t know if we should do this again.’ And then I’d think, ‘What are you, an idiot? Why wouldn’t I want to work with the best actress of her generation? Am I going to be prejudiced against a project just because Kate’s in it?’ I think we both had been actively looking for something else to do together, but we fundamentally knew that we couldn’t tread on any sort of similar territory.”

Winslet chimed in, telling EW of DiCaprio, “We have a level of understanding which I really don’t have with another actor that I’ve ever worked with at all.”

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At the Los Angeles premiere of Revolutionary Road on Dec. 15, 2008

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“He’s a solid, loyal person,” Winslet told PEOPLE. “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.”

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At the 66th annual Golden Globe Awards on Jan. 11, 2009

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Winslet found time for her longtime friend in her acceptance speech a the 2009 Golden Globes, saying of her Revolutionary Road costar, “Leo, I’m so happy I can stand here and tell you how much I love you and how much I’ve loved you for 13 years, and your performance in this film is nothing short of spectacular. I love you with all my heart, I really do.”

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At the 66th annual Golden Globe Awards on Jan. 11, 2009

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“Every time I talk about him I honestly want to burst into tears,” Winslet said of DiCaprio on The Oprah Winfrey Show. “If you look at his career from Gilbert Grape to Basketball Diaries to Titanic, The Departed, Blood Diamond… for me, and I think for most of us, he is the leading actor of his generation. I just think everything he does is flawless. He gives 100 percent of himself.”

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At the 66th annual Golden Globe Awards on Jan. 11, 2009

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“Leo is my love of my life,” Winslet told PopSugar.

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At the European premiere of Revolutionary Road on Jan. 18, 2009

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“In many ways he hasn’t changed a bit, but in other ways he absolutely has changed…” Winslet told PEOPLE of DiCaprio. “He’s a stronger actor in this moment than he’s ever been. I think he’s more handsome than he’s ever been. And he feels, to me, the most settled he’s ever felt, in himself, right now, which is quite strange, really, given that there’s a lot happening around him… He’s quite centered and calm, and that’s different to the way he was 20 years ago.”

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At the 69th annual Golden Globe Awards on Jan. 15, 2012

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Asked by a member of the Oprah Winfrey Show audience about his best onscreen kiss, DiCaprio said, “Hmm, oh boy… I’m just gonna go with, you know, Kate Winslet, a good old classic. We did it more times than anyone could ever imagine.”

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At the 22nd annual Screen Actors Guild Awards on Jan. 30, 2016

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“We’re very fortunate to have the chemistry that we have and the the history that we have and the trust that we have,” Winslet said of DiCaprio.

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At the 22nd annual Screen Actors Guild Awards on Jan. 30, 2016

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“I think he probably will win…” Winslet told BBC of her friend, before he finally captured his first Oscar at the 2016 Academy Awards. “I think you can sort of feel it, and I think that everyone wants it for him. It would be amazing, it would just be amazing.”

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At the Leonardo DiCaprio Foundation 4th Annual Saint-Tropez Gala on July 26, 2017

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“I walked away [from Titanic] with one of the greatest friendships of my life in my back pocket, which is Leo,” Winslet said at the 2017 Toronto International Film Festival. “We know each other in a very unique way, I think, because of the experience we both had on that film and having to take care of one another.”

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