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.



































You Are Love: Reclaiming the Force and Beauty of Your Vulnerability
The truth of love lies in its purity and limitlessness. Love in its highest octave is a surging wave of strength; an undisguised energy that wears no masks, sees no barriers, and runs toward a call of need while everything else runs away. This is the love that is finely woven within us all. Every cell of our being is forged with a deep-seated urge to feel and give love, from our birth to death. Love shapes our entire spiritual and physical design; it is undeniable and fortuitous -- a chemistry of hope, creativity, acceptance and great passion.
Love illustrates to us the depth of who we are at our most fragile yet fearless. Love says that we are stronger and not weaker through her light. We can only love others with the same fibres of love that we have nurtured heroically from within, and so our love for self inspires us to love others with the same wholeheartedness. Hearts connect through an open dialogue of truth and authenticity, and we can only ask of love no more or less than we are first willing to give.
You Are Love: Reclaiming the Force and Beauty of Your Vulnerability
Love uncovers what fear attempts to hide away. Its essence resides in the distinct openness and giving space of our vulnerability -- the site of our most intrinsic strength. When we deny our vulnerability, we forsake ourselves. When we hide from love, we ultimately mask ourselves, and in that same obscurity inadvertently suppress all our gifts and inner treasures. Love needs an illuminating nakedness, a total stripping away of every fearful layer and veil of faintheartedness. How can we ask that love wraps us in her arms when we do not at first dare to expose her from our own darkness and fear to be seen? When we reveal ourselves to love, love unconditionally shows up.
The mechanics of our heart
Our hearts are configured to our own electro-magnetic rhythm and resonance. Hearts collide, feel and connect through an honest and tenacious exchange of higher love. Some may say that to love so openly is to show weakness, yet the infinite depth of a boundless love is the greatest measure of strength. Our elemental fragility is a bestowal we all carry -- it is the trademark of our humanity. When we shut down that inner brilliance as if it were a broken piece of our heart's engine, we lock ourselves out of life and every worthwhile experience that stems from it.
A locked out heart does not take chances, fight for dreams, or breathe in the wonders of living. Life essentially comes to a half-hearted halt. Fear casts an anxious shadow over our heart-space while love beams its amorous rays, and trust guides us through while suspicion keeps us asking questions. When we realize the capacity of our heart's true call, then we gain an idea of our vital inner strength and unique impression on all that we touch... and all that has the courage to touch us back.
Attachments to past wounds and old hurts
We deny our heart when we hold on to past wounds and the specters of old pain, some of which we may have never really recovered from. That inner pain erects another layer over the source of our vulnerability; it creates a sharper edge over what was once softer and imbued with love. The fears that we all feel at being exposed arise like scaffolding from the base of our being and cut right through the center of our heart. We allow fears and old ghosts to set up home in our space that was always intended as love's abundant abode.
We lose the truth of love when we encourage what has hurt us to overstay its welcome. When we cling to historic pain, it only tightens its grip on our heart. Our pain does not need our protection, it simply needs our love. When we patiently sift through inner anguish and weeping wounds, we can direct them to an exit point of rest and release. We move back to the nakedness of our soul when we can begin to peel back each layer of upset from every sword that left its mark. Liberating old wounds helps us find a pathway back to our heart's true north.
Being a heart-led human
Our mind will always channel fear and foreboding into our mind-space as a means of protection from us disclosing too much of our heart. Yet to refind the reality of love, we can swim towards an openness that we experienced before we felt heartbreak, betrayal, manipulation, and emotional weariness. We can reach that place of valiant vulnerability when we revert back to the loving intention we hold within; one that is resilient and mighty; electric and compelling.
We find revelation when we strip back our fears and tainted illusions. We are guided by our heart-led compass when we consciously rediscover each part of our intuitive tenderness. It is the love within us that flows like water, breathes in the newest air, and embraces each nuance and seemingly imperfect part of who we are. To know love, we must first be love -- unafraid, devoted and assured.
The beauty of vulnerability
As adventure-driven children, we innately knew love's value, and loved fearlessly, with our hearts wide open. We understood that its magic is free and expansive, with an all-consuming yearning that remains tucked away within us all; our fine blueprint.
Search for the blueprint by first acknowledging that it exists. We redefine love by being the most authentic expression and mirror of it -- propelled from within, with a velvety warmth that is intensely strong, yet exquisitely soft.
For more inspirational messages, check out these love quotes