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.






































How Death Can Be Life's Greatest Gift
If you were told that you only had a couple of months, days, or hours left to live, would you regret anything? When reflecting on your life, is there anything you would change?
Life is precious, yet temporary. You never know the exact moment when you will die, so you need to live as if you were to die tomorrow.
How Death Can Be Life's Greatest Gift
In my nursing career, I have met many people who were suffering from a life-threatening illness, and who were soon to meet death. They did not know the exact moment they would die, but they knew their time was short. There was no longer any hope that they would overcome their illness, as it was only a matter of time before their body would fail them.
I could tell that some of these individuals had trouble confronting the idea of death. I could see the pain in their eyes, and could hear the anguish in their voice. These individuals were fearful of what was to come, and were disheartened with their current situation. They were angry with their life and knew that their time was running out.
READ: Gain the Strength to Accept the Things You Cannot Change
Yet on the opposite end of the spectrum, I've met individuals who have chosen to face death with bravery and grace. I have been inspired by the way some patients courageously met death with a smile on their face. Even through the pain and suffering, they remained optimistic, and took everything in stride.
What you leave behind
I believe that the patients who accepted death accepted it because they were accepting of their life. They were content with the idea of passing on because they were content with how they had lived. Because they were satisfied with their life, it was easier for them to leave it.
Although everyone deals with death differently, what is universal is the aspect of death. We are all going to die -- it’s how we approach the idea of death that distinguishes us.
When you approach the end of your life, which type of person will you be? Will you be the one who looks at your life with displeasure and discontent? Or are you going to be the one who nears death with a smile because you are incredibly grateful for the life you've lived?
How will you choose to live?
Having the knowledge that you are going to die is one of the greatest gifts that you have been given. Thinking about your imminent death forces you to reflect on your life and the way that you've been living. By doing so, you gain clarity and become empowered to shape your life in the way you choose.
READ: How Writing Your Own Eulogy Can Help You Follow Your Heart and Live Your Best Life
If you are unsatisfied with life, then decide to change it. Is there someone you’ve been meaning to call but you've been putting it off? Call them! Have you been dreaming of visiting the south of France but are hesitant to purchase a ticket because you think its too expensive? Save up your money and purchase the ticket! Are you working in a spirit-sucking job that you hate and are only staying because you think you have no other option? Do your research and change jobs!
Be the one who strives to take advantage of the time they have by choosing to live life to the fullest. Stop procrastinating on your to-do lists and putting things off for “some other time.” Be grateful for what you do have, and stop wasting time being ungrateful for what you don’t. Don't finally knock on death’s door with unfulfilled wishes and dreams, so start making the steps to ensure that doesn’t happen.