Kate Winslet and Leonardo DiCaprio's adorable friendship

They'd met before 'Titanic', Their magic flowed on-screen, A lifelong friendship began, DiCaprio had the cutest response, They continue to gush about each other, And the greatest interview exit on record, Reflecting on how they'd changed, They had their hopes up for more collaborations, DiCaprio blew a kiss from the audience, DiCaprio walked Winslet down the aisle, They party together, Winslet refused to boycott the Oscars because of him, They worry about each other, We can only imagine what their hangouts look like, They miss each other

While normal friendships are hard enough to maintain, the added pressure of Hollywood’s limelight can make long-lasting friendships something of a rarity. That’s why Kate Winslet and Leonardo DiCaprio’s relationship is truly a gem.

Beginning with ‘Titanic’ in 1997, the two met when they were in their twenties and kicked off an on-screen and off-screen legacy. Now, after over two decades of red carpet laughs and heart-melting moments, these stars are upholding one of Hollywood’s strongest bonds.

Click through to see their sweetest moments and quotes over the years.

They'd met before 'Titanic'

They'd met before 'Titanic', Their magic flowed on-screen, A lifelong friendship began, DiCaprio had the cutest response, They continue to gush about each other, And the greatest interview exit on record, Reflecting on how they'd changed, They had their hopes up for more collaborations, DiCaprio blew a kiss from the audience, DiCaprio walked Winslet down the aisle, They party together, Winslet refused to boycott the Oscars because of him, They worry about each other, We can only imagine what their hangouts look like, They miss each other

While many say they met during 'Titanic,' the duo actually first met at the Cannes Film Festival, after they'd both heard that the other had auditioned, Winslet told Magnus Sundholm.

Their magic flowed on-screen

They'd met before 'Titanic', Their magic flowed on-screen, A lifelong friendship began, DiCaprio had the cutest response, They continue to gush about each other, And the greatest interview exit on record, Reflecting on how they'd changed, They had their hopes up for more collaborations, DiCaprio blew a kiss from the audience, DiCaprio walked Winslet down the aisle, They party together, Winslet refused to boycott the Oscars because of him, They worry about each other, We can only imagine what their hangouts look like, They miss each other

While promoting 'Titanic' in 1997, DiCaprio told Entertainment Tonight, "She's such a terrific person in general that our chemistry naturally happened on screen. We just like each other as people." 

A lifelong friendship began

They'd met before 'Titanic', Their magic flowed on-screen, A lifelong friendship began, DiCaprio had the cutest response, They continue to gush about each other, And the greatest interview exit on record, Reflecting on how they'd changed, They had their hopes up for more collaborations, DiCaprio blew a kiss from the audience, DiCaprio walked Winslet down the aisle, They party together, Winslet refused to boycott the Oscars because of him, They worry about each other, We can only imagine what their hangouts look like, They miss each other

Rose said, "I'll never let go Jack," but little did they know just how true that statement would remain.

DiCaprio had the cutest response

They'd met before 'Titanic', Their magic flowed on-screen, A lifelong friendship began, DiCaprio had the cutest response, They continue to gush about each other, And the greatest interview exit on record, Reflecting on how they'd changed, They had their hopes up for more collaborations, DiCaprio blew a kiss from the audience, DiCaprio walked Winslet down the aisle, They party together, Winslet refused to boycott the Oscars because of him, They worry about each other, We can only imagine what their hangouts look like, They miss each other

When Oprah played the clip for him in 2004, he responded, "That's my girl," and added that he felt the same about her. "It was just the toughest film we ever had to make and we were partners together."

They continue to gush about each other

They'd met before 'Titanic', Their magic flowed on-screen, A lifelong friendship began, DiCaprio had the cutest response, They continue to gush about each other, And the greatest interview exit on record, Reflecting on how they'd changed, They had their hopes up for more collaborations, DiCaprio blew a kiss from the audience, DiCaprio walked Winslet down the aisle, They party together, Winslet refused to boycott the Oscars because of him, They worry about each other, We can only imagine what their hangouts look like, They miss each other

In 2005, during an interview with Extra on the SAG red carpet, DiCaprio said Winslet hasn't changed a bit, despite the fame. "She's a fantastic human being." 

And the greatest interview exit on record

They'd met before 'Titanic', Their magic flowed on-screen, A lifelong friendship began, DiCaprio had the cutest response, They continue to gush about each other, And the greatest interview exit on record, Reflecting on how they'd changed, They had their hopes up for more collaborations, DiCaprio blew a kiss from the audience, DiCaprio walked Winslet down the aisle, They party together, Winslet refused to boycott the Oscars because of him, They worry about each other, We can only imagine what their hangouts look like, They miss each other

As DiCaprio left the Extra interview, he gave Winslet a kiss on the cheek and said, "I love you, sweetheart," sending tremors through the hearts of every hopeless romantic.

Reflecting on how they'd changed

They'd met before 'Titanic', Their magic flowed on-screen, A lifelong friendship began, DiCaprio had the cutest response, They continue to gush about each other, And the greatest interview exit on record, Reflecting on how they'd changed, They had their hopes up for more collaborations, DiCaprio blew a kiss from the audience, DiCaprio walked Winslet down the aisle, They party together, Winslet refused to boycott the Oscars because of him, They worry about each other, We can only imagine what their hangouts look like, They miss each other

In an interview on Today, Winslet said they'd both gotten more wrinkles, and that DiCaprio hadn't changed much, other than becoming "less puny."

They had their hopes up for more collaborations

They'd met before 'Titanic', Their magic flowed on-screen, A lifelong friendship began, DiCaprio had the cutest response, They continue to gush about each other, And the greatest interview exit on record, Reflecting on how they'd changed, They had their hopes up for more collaborations, DiCaprio blew a kiss from the audience, DiCaprio walked Winslet down the aisle, They party together, Winslet refused to boycott the Oscars because of him, They worry about each other, We can only imagine what their hangouts look like, They miss each other

During the 'Revolutionary Road' press tour in 2008, DiCaprio spoke about how great it is to work with one of his best friends, and that he'd always be looking to work with Winslet again.

DiCaprio blew a kiss from the audience

They'd met before 'Titanic', Their magic flowed on-screen, A lifelong friendship began, DiCaprio had the cutest response, They continue to gush about each other, And the greatest interview exit on record, Reflecting on how they'd changed, They had their hopes up for more collaborations, DiCaprio blew a kiss from the audience, DiCaprio walked Winslet down the aisle, They party together, Winslet refused to boycott the Oscars because of him, They worry about each other, We can only imagine what their hangouts look like, They miss each other

It's interesting to note, however, that at that time Winslet was married to Sam Mendes, the director of 'Revolutionary Road.' Perhaps unsurprisingly, that marriage didn't last...

DiCaprio walked Winslet down the aisle

They'd met before 'Titanic', Their magic flowed on-screen, A lifelong friendship began, DiCaprio had the cutest response, They continue to gush about each other, And the greatest interview exit on record, Reflecting on how they'd changed, They had their hopes up for more collaborations, DiCaprio blew a kiss from the audience, DiCaprio walked Winslet down the aisle, They party together, Winslet refused to boycott the Oscars because of him, They worry about each other, We can only imagine what their hangouts look like, They miss each other

Winslet had reportedly chosen DiCaprio to walk her down the aisle for her third marriage in 2012, to Ned Rocknroll.

They party together

They'd met before 'Titanic', Their magic flowed on-screen, A lifelong friendship began, DiCaprio had the cutest response, They continue to gush about each other, And the greatest interview exit on record, Reflecting on how they'd changed, They had their hopes up for more collaborations, DiCaprio blew a kiss from the audience, DiCaprio walked Winslet down the aisle, They party together, Winslet refused to boycott the Oscars because of him, They worry about each other, We can only imagine what their hangouts look like, They miss each other

At the 2016 Golden Globes, DiCaprio said he'd love to work with Winslet again because she's his favorite actress in the industry, and then added, "She's actually hanging out with me tonight. We're gonna go to the after-parties together."

Winslet refused to boycott the Oscars because of him

They'd met before 'Titanic', Their magic flowed on-screen, A lifelong friendship began, DiCaprio had the cutest response, They continue to gush about each other, And the greatest interview exit on record, Reflecting on how they'd changed, They had their hopes up for more collaborations, DiCaprio blew a kiss from the audience, DiCaprio walked Winslet down the aisle, They party together, Winslet refused to boycott the Oscars because of him, They worry about each other, We can only imagine what their hangouts look like, They miss each other

In 2016, while many people boycotted the Oscars because of the lack of diversity, Winslet couldn't because she felt it might be the year DiCaprio would win his first award. "He is my closest friend in the world and I just couldn't imagine not being there to support him," she said.

They worry about each other

They'd met before 'Titanic', Their magic flowed on-screen, A lifelong friendship began, DiCaprio had the cutest response, They continue to gush about each other, And the greatest interview exit on record, Reflecting on how they'd changed, They had their hopes up for more collaborations, DiCaprio blew a kiss from the audience, DiCaprio walked Winslet down the aisle, They party together, Winslet refused to boycott the Oscars because of him, They worry about each other, We can only imagine what their hangouts look like, They miss each other

In 2017, Winslet spoke to E! News about her role in 'The Mountain Between Us,' admitting that she told DiCaprio about the extremely cold weather conditions and he asked her if she really knew what she was setting herself up for.

We can only imagine what their hangouts look like

They'd met before 'Titanic', Their magic flowed on-screen, A lifelong friendship began, DiCaprio had the cutest response, They continue to gush about each other, And the greatest interview exit on record, Reflecting on how they'd changed, They had their hopes up for more collaborations, DiCaprio blew a kiss from the audience, DiCaprio walked Winslet down the aisle, They party together, Winslet refused to boycott the Oscars because of him, They worry about each other, We can only imagine what their hangouts look like, They miss each other

In 2017, Winslet said their conversations are so wildly funny that they find themselves saying to each other, "Can you imagine if the world really knew the stupid things we say?"

They miss each other

They'd met before 'Titanic', Their magic flowed on-screen, A lifelong friendship began, DiCaprio had the cutest response, They continue to gush about each other, And the greatest interview exit on record, Reflecting on how they'd changed, They had their hopes up for more collaborations, DiCaprio blew a kiss from the audience, DiCaprio walked Winslet down the aisle, They party together, Winslet refused to boycott the Oscars because of him, They worry about each other, We can only imagine what their hangouts look like, They miss each other

Back in 2021, when the actors reunited in Los Angeles after not seeing each other for three years because of the COVID-19 pandemic, emotions ran high. According to Page Six, Winslet said she "couldn’t stop crying." Indeed, their friendship has endured both distance and time.

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