At a Glance
- Leonardo DiCaprio has dated 23+ high-profile women, mostly supermodels under 25
- His current girlfriend, Vittoria Ceretti, is 26 – they’ve been linked since August 2023
- The actor’s dating pattern has become pop-culture fodder, with comedians mocking his age preferences
- Why it matters: The Oscar winner’s romantic life continues to fascinate fans and spark debates about Hollywood’s age-gap relationships
Leonardo DiCaprio’s romantic life has been under scrutiny since the mid-1990s, with the actor linked to an extensive list of supermodels and celebrities. From his teenage years to his current relationship with Italian model Vittoria Ceretti, DiCaprio’s dating history reveals a consistent preference for younger women in the fashion industry.
Early Relationships (1994-1999)
DiCaprio’s first high-profile connection came in 1994 when he was spotted with fellow teen Bridget Hall. Though never confirmed, a spokesperson called them “friends.” The pattern of dating models began early – Kristen Zang, then 22, dated the actor before Titanic made him a megastar. They attended the 1996 Romeo + Juliet premiere together.
After Titanic launched him to A-list status, DiCaprio’s dating life intensified. In 1998 alone, he was linked to four women: 30-year-old Helena Christensen, 24-year-old Amber Valletta (who he allegedly spotted in a magazine), 18-year-old Bijou Phillips, and 24-year-old Eva Herzigová – though Herzigová later clarified her marriage had already ended.
The Gisele Era (2000-2005)
The actor’s most significant early relationship was with Gisele Bündchen, then 20. Their five-year romance included the 2005 Oscars where DiCaprio was nominated for The Aviator. It would be 15 years before he brought another girlfriend to the ceremony. Bündchen told Vanity Fair in 2009: “We were very young, and we grew together in a lot of ways. We were just not meant to be boyfriend and girlfriend, but I respect him enormously.”
The Bar Refaeli Years (2005-2011)
Following Bündchen, DiCaprio began dating 20-year-old Israeli model Bar Refaeli in 2005. Their relationship survived a six-month break in 2009 but ended for good in 2011. During their break, he briefly dated 23-year-old Russian model Anne Vyalitsyna.
Brief Encounters (2011-2015)
The early 2010s saw rapid-fire relationships. Blake Lively, then 24, dated DiCaprio for several months in 2011 while filming Gossip Girl in L.A. Executive producer Joshua Safran revealed Lively would send DiCaprio photos of a doll during their European travels.
Other short-term relationships included:
- Erin Heatherton (22, nearly a year)
- Mădălina Ghenea (24, a few dates in Australia)
- Toni Garrn (20, initially connected at Cannes 2013, with brief reconnections in 2017)
In 2015, rumors linked him to Rihanna, though sources described them as “flirty” rather than serious. That same year, he dated 24-year-old Sports Illustrated model Kelly Rohrbach for a few months before scheduling conflicts ended things.
The Age Debate Intensifies (2016-2022)
DiCaprio’s pattern became pop-culture commentary. At the 2026 Golden Globes, hostess Nikki Glaser joked: “We don’t know anything else about you, man. There’s nothing else, open up.”
The relationships continued:
- Nina Agdal (24, one year) – sources said DiCaprio “wasn’t ready to settle down”
- Ela Kawalec (21, brief NYC romance)
- Georgia Fowler (24, Cannes connection)
His longest relationship in recent years was with Camila Morrone, 20 when they began dating in December 2017. They lasted nearly four years, with Morrone attending the 2020 Oscars – DiCaprio’s first romantic date to the ceremony since Bündchen. They split in August 2022 when Morrone was 25.
The Hadid Interlude (2022-2023)
Following Morrone, DiCaprio was linked to 27-year-old Gigi Hadid starting September 2022. Sources described him as “taken with Gigi” and “understanding about her being a mom.” By February 2023, the relationship had “fizzled” with sources noting “they are at very different places in life.”
Current Relationship (2023-Present)
Since August 2023, DiCaprio has been linked to Vittoria Ceretti, then 25. They’ve been photographed kissing in Ibiza, vacationing with his mother in Milan, and yachting in St. Barths. In March 2025, Ceretti told Vogue France about dating “one of the most desired people in the world”: “If what you’re experiencing is real, if you know you love each other, then there’s no reason to be alarmed.”
Key Takeaways
- DiCaprio has consistently dated models, predominantly under 25
- His longest relationships (Bündchen, Refaeli, Morrone) each lasted several years
- The age gap has become cultural commentary, referenced by comedians
- At 49, his current girlfriend Ceretti is 26 – marking a slight shift in his typical age preference
The actor’s romantic history spans three decades and dozens of high-profile women, cementing his reputation as Hollywood’s most famous bachelor with a very specific type.
