From declarations of love to laughter on the red carpet, we've rounded up our favorite moments between the legendary Leonardo DiCaprio and Kate Winslet that have kept our hearts aflutter for over two decades.
The now 50-year-old Leo and 49-year-old Kate have had their share of memorable moments. And they're still culturally relevant. The 2023 film Anyone But You had Sydney Sweeney and Glen Powell recreate the Jack and Rose "leaning over the deck of the Titanic" scene we'll never forget.
Their First Kiss on the set of the Titanic
commons.wikimedia.orgMeeting on the set of Titanic in 1997, DiCaprio and Winslet instantly clicked amidst the gruelling seven-month shoot. Their chemistry was palpable, but both actors have insisted that their bond was purely platonic. Winslet once shared that while her friends were swooning over DiCaprio, to her, he was just “silly old Leo.” This early connection started a friendship that would endure the test of time and Hollywood’s pressures.
Oscar Buzz and Romance Buzz

Photo By Ron Wolfson/Getty Images
Their friendship has only blossomed over the years, punctuated by countless public appearances that left fans buzzing. Take the 1998 Golden Globes, for instance—Leo and Kate’s camaraderie was on full display as they cheered each other on, despite the endless swirl of romantic rumors. This pattern of mutual support and affectionate displays has persisted, proving that true friendship not only survives but thrives under the bright lights of Hollywood’s spotlight.
Reuniting On The Silver Screen

Kate Winslet and Leonardo DiCaprio on the set of Revolutionary Road
In 2008, DiCaprio and Winslet reunited on screen for Revolutionary Road, a film about a disintegrating marriage. Despite the intense and somewhat uncomfortable scenes, especially with Winslet’s then-husband Sam Mendes directing, their chemistry was as electric as ever. Winslet later reflected on their effortless ability to fall back into sync, likening it to muscle memory. This reunion showcased their incredible acting skills and highlighted the depth of their enduring friendship.
She Thanked Leo (Before Her Husband)!
At the 2009 Golden Globe Awards, Cameron Diaz and Mark Wahlberg presented the award for Best Actress in a Motion Picture Drama to Kate Winslet for her stunning performance in Revolutionary Road. Winslet, overwhelmed with emotion, took the stage and apologized to the other nominees before expressing her disbelief at winning a second award that night.
In her heartfelt speech, she thanked the Hollywood Foreign Press, her longtime agents, writer Richard Yates, the film’s cast and crew, the producers, the hair and makeup department, her dialect coach, and, notably, her co-star Leonardo DiCaprio before her husband and the film's director, Sam Mendes. Among the nominees were heavyweights like Anne Hathaway, Angelina Jolie, Meryl Streep, and Kristin Scott Thomas.
Winslet made sure to acknowledge her longtime friend and Revolutionary Road co-star, saying, "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. Your performance in this film is nothing short of spectacular."
Leo Walked Kate Down The Aisle

Photo by Alexandra Wyman/WireImage
In 2012, during a secret ceremony in New York, it was rumored that Leonardo DiCaprio gave Kate Winslet away at her wedding to Ned Rocknroll (born Abel Smith). This touching gesture demonstrated the depth of their bond, with DiCaprio standing by his friend’s side during one of the most significant moments of her life. This act of friendship showcased the unwavering support and love they have for each other, further cementing their status as one of Hollywood’s most beloved duos.
And The Oscar Goes To...
HOLLYWOOD, CA - FEBRUARY 28: Actor Leonardo DiCaprio (L) and Kate Winslet attend the 88th Annual Academy Awards at Dolby Theatre on February 28, 2016 in Hollywood, California. Photo by Christopher Polk/Getty ImagesWho can forget the 2016 Oscars when DiCaprio, finally nominated for his role in The Revenant, surprised Winslet on the red carpet? The reunion sparked joy and nostalgia for fans, reminding everyone of their timeless bond that began with Titanic.
During DiCaprio’s acceptance speech, Winslet couldn’t hold back her tears. As he spoke about the importance of protecting our planet, the camera caught Winslet’s emotional reaction, proving just how much his success meant
They Didn't See Each Other For 3 Years!

HOLLYWOOD, CA - FEBRUARY 28: Actors Leonardo DiCaprio (R) and Kate Winslet attend the 88th Annual Academy Awards at Hollywood & Highland Center on February 28, 2016 in Hollywood, California.
Photo by Dan MacMedan/WireImage
The COVID-19 pandemic posed a significant challenge to their friendship, as travel restrictions kept them apart. Winslet described their emotional reunion after nearly three years as tear-filled and overwhelming, emphasizing how much they missed each other. “I couldn’t stop crying,” Winslet confessed, illustrating the profound connection they share. This reunion underscored the strength of their bond, one that thrives even in challenging times.
Their friendship was once again in the spotlight during the release of Titanic's 4K Ultra HD edition, where Winslet reminisced about their early days on set. She described young DiCaprio as a magnetic presence, full of energy and freedom, qualities that made working with him a delightful experience. Winslet’s reflections remind us of the joyful and enduring nature of their bond.
Nearly 30 Years of Friendship

BEVERLY HILLS, CA - JANUARY 11: Actors Kate Winslet (L) and Leonardo DiCaprio arrive at the 66th Annual Golden Globe Awards held at the Beverly Hilton Hotel on January 11, 2009 in Beverly Hills, California.
Photo by Kevork Djansezian/Getty Images
Leonardo DiCaprio and Kate Winslet’s friendship is a testament to the enduring power of genuine human connection amidst the glitz and glamour of Hollywood. Their story, filled with shared memories, mutual respect, and unwavering support, continues to inspire fans worldwide. In an industry where relationships can often be fleeting, their bond stands out as a heartwarming example of true friendship.
From their early days on the Titanic set to walking each other down the aisle and supporting each other’s career milestones, DiCaprio and Winslet's friendship reminds us that childhood friends never get old. As Winslet once said, “We’re bonded for life,” a sentiment that perfectly captures the deep and abiding connection they share.



































Feels Like Things Are Falling Apart? They Might Be Falling Into Place
Psychologist, author, and life coach Ralph Smart has said that at the moments in your life when it feels as though everything is falling apart, things might actually be falling into place. I am here to expand on Ralph's view with a personal story of my own.
Feels Like Things Are Falling Apart? They Might Be Falling Into Place
At the beginning of last month I reached rock bottom financially. I couldn't afford the rent for my house, let alone transport or sufficient food, since the dregs of my overdraft had been drained by the deposit for the house; I wrote articles every night, partly because my own positive advice was the only thing keeping me sane, but also because it would help pay rent; and I had to do something I hoped I'd never have to do again: ask family members for whatever money they could lend me in the meantime just to keep my feet on the ground.
I'm sure many of you can relate to the risk of having to put your security in the hands of your loved ones.
How life taught me to count my blessings
Beyond this, my childhood also lacked. I grew up in a starved-of-space, three-bedroomed house with four other siblings raised by a single mother who had no support. Sacrifices were made, part-time jobs taken on when I turned 16, and pocket money non-existent.
Would I go back and change any of this given the chance? No. Because I am, as Susan Jeffers put it, one of the "lucky ones in life." I am someone who has had to overcome hardships again and again, and thus been able to "emerge a much stronger person" as a result.
My childhood taught me empathy. It taught me that people have it bad in life, even worse than me, and yet still find the strength to overcome. Like my mother did. She spent the majority of her childhood alone and worried and fending for herself, being carted back and forth between children's homes and foster families. She in particular taught me the bravery it takes to rise and stand in the moments that make your knees shake.
And the past month taught me that life has a way of falling into place even when you initially thought it was falling apart.
Things fall apart... the better to fall back into place
Things fell into place this month when I paid my rent and still had money to buy food.
For some, this may seem like a tiny win, or perhaps not even a "win" at all. But for me, it was one of my greatest triumphs. Because, in the process, I had to ask for the tricky things. I had to ask for loans. Extra hours at work. I put my security in the hands of others. I had to be vulnerable. I had to persevere.
And, as Smart predicted, everything has fallen into place.
All obstacles moved out of the way so that I could afford my rent. I am one with Paulo Coelho's concept that when you really want something, all the universe conspires in helping you to achieve it.
Everybody's doubts dissolved when I held my head up high and said, "paid."
And, unusually, I came out the other end of this setback not more cynical, but rather even more grateful than I was before. A first for me.
What adversity awakens
Having to savor every penny made me thankful even for the smallest of things... The fact I have breath in my lungs; that I get to wake up in a bed; that I get to have a job; that I get to express myself through the written word.
Or that I get to live in the city I've dreamt about since I was 14, working towards the one thing I want from life more than anything: to become a professional actor.
This is not me claiming that things won't fall apart again. To the contrary. I know that they could fall apart on an even grander scale next time, for when you are putting yourself in more risky situations every day, naturally, the magnitude of failure will increase. Still, that's okay with me -- because as Susan Jeffers phrased it in Feel the Fear and Do it Anyway, "Whatever happens, I'll handle it!"
It is important to remember that there can be no joy without despair, no prosperity without poverty. If you feel like you are being tested, keep going. If your inner compass is moving you towards something, you'll know that quitting on your path is an option you will only later regret.
Your family, friends, teachers, loved ones, will all doubt you whenever you reach a pitfall. Be sure of it. They love you, and so they will send along their doubts (shrouded as heartfelt kiss-on-the-cheek concerns) without apology – and when that happens, I advise to you to change the channel. Just. Stop. Listening.
Unless of course you come from a family of Nobel Prize-winning experts in your desired field. But even THEN, only you know what is best for you.
So when things fall apart, let them fall.
I have learnt to trust that it'll be eventually clear they were just falling into place.