There’s a reason Leonardo DiCaprio has a reputation as Hollywood’s most eligible bachelor.
The heartthrob is never without a lady on his arm – from Rihanna to Naomi Campbell and even Paris Hilton – but despite this, he’s also never married.
The American star, 51, who is known for films including Titanic and The Wolf of Wall Street, is currently dating Italian model, Vittoria Ceretti, 27, who has walked for the likes of lingerie giant Victoria’s Secret, like his ex Gisele Bündchen.
The pair mostly keep their romance underwraps, having reportedly been dating for three years, since first being linked back in August 2023.
But despite their romance going strong, the pair are rarely photographed together.
More recently, the pair attended the Oscars in Los Angeles on Sunday, March 15, but failed to walk the red carpet as a duo and instead being spotted inside the star-studded event.
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Before Ceretti, he was linked to supermodel Gigi Hadid, 30.
Let’s take a look back at all the women who have turned the Oscar-winner’s head over the years.
Leo’s latest love, Italian model Vittoria Ceretti
Ceretti posed up for pictures at the Vanity Fair Oscars Party by herself, stunning in a sleek burgundy gown, instead being right by DiCaprio’s side inside the Hollywood ceremony.
Perhaps the couple bonded over their Italian background; with DiCaprio being of German and Italian descent, while Ceretti hails from a city called Brescia in Northern Italy.
She was previously married to Italian DJ Matteo Milleri, 37, but they reportedly split in 2023 before she started dating the Hollywood actor.
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DiCaprio and Ceretti last year attended the lavish and star-studded nuptials of billionaire Amazon founder Jeff Bezos and his partner Lauren Sánchez Bezos in Venice, Italy, also attended by the likes of Kim Kardashian.
Speaking about upholding his privacy despite being in Hollywood, he told Time in December: ”It’s been a balance I’ve been managing my whole adult life.”
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“I’m still I’m not an expert. I think my simple philosophy is only get out there and do something when you have something to say, or you have something to show for it. Otherwise, just disappear as much as you possibly can.”
Supermodel and Victoria’s Secret alum Gigi Hadid
Before dating Ceretti, the Hollywood heavyweight was linked to American supermodel, Gigi Hadid, in late 2022 to early 2023.
They were once spotted leaving the same restaurant in New York City.
“He really likes that she has her life together,” a source once told People amid romance rumours.
Now, she’s dating fellow Hollywood star Bradley Cooper, 51, who she was first linked to in October 2023.
Camila Morrone
DiCaprio began dating American-Argentinian actress and model Camila Morrone, now 28, or at least were linked, reportedly from December 2017 to 2022, and had a 23-year age-gap.
She once defended their age-gap romance, telling The Los Angeles Times: “There’s so many relationships in Hollywood – and in the history of the world – where people have large age gaps. I just think anyone should be able to date who they want to date.”
Nina Agdal
DiCaprio and Danish model Nina Agdal, who was about 24 at the time, dated for a year before ending things in 2017.
Their relationship was thought to be serious with the pair gallivanting around the globe together for the 12 months when they were together.
Now, she’s 33 and married to YouTuber and wrestler Logan Paul, 30, who she wed last year.
Singer Rihanna
In January 2015, rumours emerged that DiCaprio was dating singer Rihanna after the pair were spotted together on multiple occasions.
Two months later, however, the pop star remarked they were just friends, claiming she was too busy to commit.
“I’m so busy right now that I just don’t have a lot of time to offer to a man so it wouldn’t even be fair to be thinking of pulling somebody else into this life,” she said at the time.
Now she has a family with musician A$AP Rocky.
Model and actress Kelly Rohrbach
The actor and Kelly Rohrbach made their first public appearance together at a New York awards after-party in June 2015.
After months of dating, their busy schedules got in the way, and they called time on their romance in 2016.
Not long after, Rohrbach was announced to play Pamela Anderson’s TJ in Baywatch.
Toni Garrn
The Oscar-winner’s 18-month relationship with German Victoria’s Secret model Toni Garrn, now 33, hit this skids in 2014.
The former lovers reportedly reignited their flame in 2017 for a brief moment.
Miranda Kerr
Following the breakdown of her marriage to Orlando Bloom, Miranda Kerr reportedly found a friend in DiCaprio, however it’s not believed to have gone any further than platonic friendship.
In late 2013, the Victoria’s Secret model was seen enjoying dinner with DiCaprio in Las Vegas with friends.
The Aussie supermodel is now married to Snapchat co-founder, Evan Spiegel.
Erin Heatherton; another VS Model
He has a type!
Erin Heatherton is another VS model the Hollywood star has dated.
It seems it was too good to be true for model Erin Heatherton, who dated the star for 10 months in 2012, because when it ended, she was said to be devastated.
The pair are said to still be good friends.
Blake Lively
Before she got hitched to Ryan Reynolds in 2012, Blake Lively shared a whirlwind five-month romance with DiCaprio in 2011.
She was about 24 and he was 36 at the time.
Anne Vyalitsyna
Sports Illustrated Russian-American model Anne Vyalitsyna reportedly caught DiCaprio’s eye over in Ibiza, and the pair were linked in 2009, where he was reportedly on a break from his romance with Bar Refaeli.
Blink and you’ll miss it!
Bar Refaeli
2005 is said to be the start of the actor’s on-off relationship with Sports Illustrated model Bar Refaeli.
The pair initially split in 2009. Things ended for good in 2011 and she’s now married.
He is believed to have told Parade about marriage: “I want to get married and have children.”
“In saying that, I realise I am contradicting everything I’ve said before. I absolutely believe in marriage.”
Gisele Bündchen
Debuting his supermodel girlfriend Gisele Bündchen at the Oscars in 2000, the genetically blessed pair went on to date for five years.
However, things crumbled for the duo after Bündchen did some soul searching while trying to make sense of her panic attacks.
Leonardo DiCaprio’s life and career in photos
“No longer numbing myself with smoking, drinking and too much work, I was becoming more and more aware of things that I’d chosen not to look at,” she has said.
“Was I alone in wanting to do some serious soul-searching while he stayed the same? In the end, unfortunately, the answer was yes.”
Paris Hilton
DiCaprio reportedly hit it off with socialite and It-girl Paris Hilton in 2000, and the pair were linked for a short period of time.
Eva Herzigova
Czech model Eva Herzigova and DiCaprio are believed to have had a one to two-month ”fling” in 1998, after meeting at the premiere of The Man In The Iron Mask. Some publications have said it was an alleged ”affair”.
She was previously married to Bon Jovi rocker Tico Torres.
But she recently spoke about their romance that made headlines, clarifying: “My marriage had already ended. I had a meeting with DiCaprio, a nice one, come on …” Vantiy Fair Italia reports her as saying in a previous interview.
Amber Valletta
After seeing the model’s picture in a magazine, DiCaprio is said to have had his people track down Amber Valletta so he could meet her. They were linked in 1998.
They turned the page on that spark within weeks, though.
Helena Christensen
During his Titanic fame, around 1997, DiCaprio was linked to Victoria’s Secret model and beauty queen Helena Christensen. Neither of them confirmed the romance.
Kristen Zang
Just before he shot to fame in Titanic, DiCaprio, then 23, dated model Kristen Zang in the ’90s.
He took her as his date to the Romeo + Juliet red carpet premiere.
Zang penned a piece for People in 2022 and it’s reported they dated from 1995 to 1999.
“Leo was a very sweet and thoughtful boyfriend. We also had some hard times like all couples do, and broke up for a bit in 1997 and then got back together. Then, about 4 months after my 25th birthday (ha, I know what you’re thinking) it was over for good,” she said.
Naomi Campbell
Now close friends, DiCaprio and Campbell shared a reported ‘fling’ way back in 1995.
Though their romance was short, the pair have gone on vacations together with friends and even attended each other’s charitable events.
Bridget Hall
The first of many supermodel romances, DiCaprio dated Bridget Hall in 1994.
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