Top 10 Women Who’ve Dated Leonardo DiCaprio Over the Years

Top 10 Women Who’ve Dated Leonardo DiCaprio Over the Years

Leonardo DiCaprio has been one of Hollywood’s most eligible bachelors for decades. The Oscar-winning actor’s dating life has attracted almost as much attention as his stellar movie performances. From supermodels to actresses, Leo has had relationships with some of the world’s most beautiful women. Here’s a look at ten notable women who have been romantically linked with the ‘Titanic’ star over the years.

1. Gisele Bündchen

The Brazilian supermodel captured Leo’s heart from 2000 to 2005, making them a power couple that dominated tabloid headlines. Their five-year relationship coincided with her rise as one of the world’s highest-paid models.

During their time together, they attended numerous red carpet events, including the Oscars. Many fans believed Gisele might be the one to finally settle down the notorious bachelor.

After their split, Bündchen later married NFL quarterback Tom Brady, while DiCaprio continued his pattern of dating models. Their relationship remains one of Leo’s longest and most high-profile romances to date.

2. Bar Refaeli

Following his split from Gisele, Leo found romance with Israeli model Bar Refaeli in 2005. Their on-again, off-again relationship lasted about six years, becoming one of his longest relationships.

The couple was known for keeping their private life out of the spotlight as much as possible. They were often spotted vacationing together in exotic locations or attending sporting events rather than Hollywood functions.

Despite engagement rumors that circulated throughout their relationship, the pair ultimately called it quits in 2011. Friends reportedly claimed the split happened because Leo wasn’t ready to settle down and start a family.

3. Blake Lively

Summer 2011 saw a brief but memorable romance between Leo and ‘Gossip Girl’ star Blake Lively. Their whirlwind relationship began in Cannes and took them on a European adventure through Italy and France.

Paparazzi captured the photogenic couple riding bicycles in New York City and enjoying intimate dinners. Unlike Leo’s typical model girlfriends, Lively was already an established actress with her own successful career.

The romance lasted only five months before Blake moved on to her future husband, Ryan Reynolds. This short-lived relationship stands out as one of the few times DiCaprio dated a fellow actor rather than a model.

4. Erin Heatherton

Victoria’s Secret Angel Erin Heatherton caught Leo’s eye in December 2011. The Illinois-born model began dating DiCaprio shortly after he ended things with Blake Lively.

Their relationship included romantic getaways to Mexico and Australia, where Leo was filming ‘The Great Gatsby.’ Friends described their connection as fun and easy-going, with the couple enjoying outdoor activities together.

After about ten months of dating, the pair amicably split in October 2012. Sources claimed their busy work schedules made maintaining the relationship difficult, with distance becoming the primary factor in their breakup.

5. Toni Garrn

In May 2013, German model Toni Garrn stepped into Leonardo DiCaprio’s world, sparking a year-and-a-half romance. Just 20 at the time, Garrn seemed to perfectly match Leo’s well-known taste for young blonde models.

The couple maintained a relatively low profile during their time together. They were occasionally spotted vacationing in Mediterranean locations or attending tennis matches at the U.S. Open.

By December 2014, the relationship had run its course. Reports surfaced that they split after Leo was seen leaving a Miami nightclub with twenty women—a dramatic ending to what had seemed like a stable relationship by DiCaprio standards.

6. Kelly Rohrbach

Sports Illustrated swimsuit model Kelly Rohrbach began dating Leo in early 2015. Their relationship featured plenty of PDA moments, from bike rides through New York City to beach outings in the Hamptons.

The Georgetown University graduate stood out among Leo’s exes for her athletic background as a former collegiate golfer. Engagement rumors swirled around the couple during their time together, though these proved to be unfounded.

After about six months, the pair split in late 2015, with sources citing the familiar refrain of busy schedules. Rohrbach later transitioned into acting, landing a role in the 2017 ‘Baywatch’ movie alongside Dwayne Johnson.

7. Camila Morrone

In late 2017, Argentine-American model and actress Camila Morrone entered Leonardo DiCaprio’s life, sparking a relationship that caught media attention—especially for their 23-year age difference.

Unlike some of his previous relationships, Leo and Camila were spotted at several high-profile events together, including the 2020 Oscars. This public acknowledgment suggested a more serious commitment than his typical pattern.

The couple dated for nearly five years before splitting in August 2022, shortly after Camila’s 25th birthday. This breakup reignited discussions about Leo’s apparent tendency to end relationships with women once they reach their mid-twenties.

8. Helena Christensen

Danish supermodel Helena Christensen was briefly linked to Leo back in 1997, during the height of his ‘Titanic’ fame. Their short romance came at a time when both were ascending in their respective careers.

As one of the original supermodels of the 1990s, Christensen was already established in the fashion world when she caught Leo’s attention. Their relationship remained largely out of the public eye, with only occasional sightings together.

Though their time together was brief, it marked one of Leo’s early relationships with a high-profile model. This pattern would later become his signature dating style throughout his career in Hollywood.

9. Anne Vyalitsyna

Anne Vyalitsyna, the Russian model often called Anne V, was linked to Leonardo DiCaprio in 2009 during a brief break in his tumultuous relationship with Bar Refaeli.

As a Victoria’s Secret model and Sports Illustrated swimsuit regular, Anne fit perfectly into Leo’s type. The pair was spotted spending time together on the Spanish island of Ibiza, enjoying yacht parties and beach outings.

Their fling was short-lived but captured media attention due to Anne’s rising profile in the modeling world. She later went on to date Maroon 5 frontman Adam Levine, while Leo eventually reconciled with Bar before their final split in 2011.

10. Nina Agdal

In the summer of 2016, Danish Sports Illustrated swimsuit model Nina Agdal captured Leonardo DiCaprio’s heart. At 24, she was nearly half Leo’s age—he was 41 when they started dating.

Their relationship included romantic getaways to the Bahamas, Montauk, and Malibu. Friends described them as having a playful, fun-loving connection centered around their shared enjoyment of beach life and outdoor activities.

After approximately a year together, the couple split in May 2017. Sources close to the actor claimed the relationship had simply run its course naturally, with no dramatic falling out. Nina later spoke positively about the experience, showing there were no hard feelings between them.