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.



































Don't Wait for Your Dreams to Bring You What You Crave
That “thing” you are chasing is not going to bring you everything you’re imagining.
If you are reading this, you are probably striving to achieve something great in your life. You have a vision for how things will be better in a week, month, or year from now. Not an hour goes by where you don’t think about what it will feel like to have that thing you crave.
You should hold your vision close. The clarity and sense of purpose that come from a strong vision will aid you as you move the needle closer to your goals. But there’s an inherent problem with always being focused on the future, too. When you always think forward, life speeds up. Questions about how and when you’ll get things pop up like whack-a-mole in your mind. Solving problems becomes increasingly difficult under this type of duress. You feel a chronic sense of urgency to achieve more than you did yesterday, and it can at times be overwhelming.
Forward thinking is useful, but it’s not the only tool in your toolbox. Whatever dream you are chasing, it would benefit you to slow down and remember what’s available to you right now. Make sure that the thing you are striving after isn’t already sitting in your pocket.
Don't Wait for Your Dreams to Bring You What You Desire
Take a moment to consider the goal you’ve set, and ask yourself:
What will you have, be, or be capable of doing once you’ve reached it that you undisputably cannot have, be or do now?
This question sheds light on the beliefs we hold about ourselves and the resources available to us right now. Is satisfaction impossible if you don’t reach your end result? Do you need to have, be or do something before you can feel great about yourself?
The most common obstacle I run into when asking people this question is that money will help them achieve their goals.
“Well if I had more money I could be/have/do this, and…”
I’m not saying more money won’t do that. It certainly can. But you run the risk of missing out on all that’s available to you right now if you only ever employ your focus forward towards the perceived promised land of more money or the accomplishments you’re seeking.
There are more, but here are three examples of things that money, personal achievements, or results of any kind cannot give you:
1. Self-love
Money can’t buy you a better relationship with yourself.
Do you scoff when you think about loving yourself? You’re certainly not alone. But I’d bet the house that you are consistently inconsistent and fall victim to self-sabotage often. It’s hard to be consistent when the process feels like a chore.
There are no real grandiose gestures to demonstrate a love for yourself, but it must come from within. Slow down. Measure how far you’ve come, and figure out a way to celebrate small milestones that will excite you and motivate you to keep going.
A sense of gratitude towards your physical body, efforts, and accomplishments helps balance and rejuvenate the relationship you have with yourself. Achievement is a game that requires you to effectively deal with yourself, and self-love is the most powerful tool at your disposal for doing so.
2. Willpower
Maybe your vision of success isn’t to make a boatload of money. Maybe, deep down, you believe that losing the weight or achieving the goal you’ve set will unlock the door behind which infinite willpower is kept. You're in search of that feeling of unlimited power so that you can be someone others look up to.
Guess what? Whatever your goal is, that’s not coming when you achieve it. It doesn’t matter how remarkable your goal is. The truth is, making the right choice on a consistent basis is the mother of willpower. When you slow down, you realize that you only have the power to make the right choice today. Tomorrow will come, and you’ll have an opportunity to make that choice again. It will feel awkward at first, but with enough repetitions, you’ll find the willpower you are searching for.
3. The power to change results you aren’t happy with
Maybe you’re searching for the magic to help you get started. Maybe one or two areas of your life, like work and personal finances, are in order, but you’re sorely lacking in others.
Quite possibly the worst feeling in the world is knowing others have changed something that you can’t figure out. We’ve all felt as though we’re flawed, incapable, or have wasted a significant amount of time.
“If only I knew this when I was younger, life would have been so different!”
Achieving your goal will not make your next success easier. We like to think that some people just have it all figured out, but that’s not the case. You must be willing to embrace the suck at first and enter each arena that you’d like to improve on separately. You’ll notice patterns from previous experiences, but the skills you’ll need to achieve your goals have to be developed from scratch.
Hold this close: you’re always one decision away from making the right decision. No result will allow you to wave a magic wand and achieve something else.
Stop and smell the roses
A life with a bigger bank account, a trimmer waist line, a happier family or a greater sense of purpose are all great things. You should want to want those things. Forward thinking will help you create the vision for your life that you want.
But don’t forget to stop and smell the roses every once in awhile. Remember what’s available to you right now, in this moment.
There is more right now than you can probably imagine.