2000

Leonardo DiCaprio

April 22

Global Warning

An avid environmentalist, particularly concerned with global warming, DiCaprio chairs Earth Day 2000. He goes on to win a number of awards for environmental leadership and is often seen tooling around Hollywood in his hybrid Toyota Prius.

Leonardo DiCaprio

Summer

Rockin' Gisele's World!

DiCaprio frolics on the shores of Malibu with supermodel-of-the moment Gisele Bündchen. The two remain coy about their relationship, and eventually endure a rocky, five-plus-year, on-again, off-again relationship. The pair calls it quits (for good) in November 2005.

2002

Leonardo DiCaprio

December 20

Hiatus – Take 2

In a triumphant screen return, a grown-up DiCaprio stars in director Martin Scorsese's Gangs of New York with Cameron Diaz and Catch Me If You Can with Tom Hanks and an up-and-coming Amy Adams. "I've been extremely careful about the work that I get involved in nowadays," he tells PEOPLE.

2004

Leonardo DiCaprio

December 17

Flying High

DiCaprio reunites with Scorsese in The Aviator, playing the handsome, wealthy, brilliant and mentally ill Howard Hughes. "He was one of the most iconic men the country has ever seen," DiCaprio tells PEOPLE. His work, in which he stars alongside Cate Blanchett and Kate Beckinsale, earns him an Oscar nod for Best Actor.

2006

Leonardo DiCaprio

October 06

No Longer Departed

The Departed stars DiCaprio in the hard-hitting role of an undercover cop. "I've gotten to this great place where I'm able to steer the course of my career," he tells PEOPLE. "This is my opportunity to try to emulate the heroes that I had as a young actor – Robert De Niro, Jack Nicholson, people like that. That's why I'm in hardcore work mode now." The work pays off when he's nominated for a Golden Globe for Best Actor and a Screen Actors Guild Award for Best Supporting Actor.

Leonardo DiCaprio

December 08

Diamonds and Gold

DiCaprio stars in Blood Diamond, for which he receives Golden Globe, SAG and Oscar nominations for Best Actor. Although he goes on to date model Bar Refaeli for five years, he says there's only one woman he'd buy diamonds for…his mom.

2007

Leonardo DiCaprio

February 25

DiCaprio's 'Green' Crusade

Although DiCaprio loses the Best Actor Oscar, he makes history at the ceremony when he announces the show has gone "green." That night, former Vice President Al Gore's global warming film An Inconvenient Truth wins Best Documentary. In May, his eco commitment lands him on Time's 100 Most Influential list. Director Martin Scorsese says, "The 'kid' has grown up to be a man I'm proud to know and whom I feel lucky to count as a collaborator."

2008

Leonardo DiCaprio

December

Reuniting with Winslet

DiCaprio reunites with Titanic costar Kate Winslet for the film adaptation of Richard Yates' novel, Revolutionary Road. In the film, set in the 1950s about a young couple desperate to escape their suburban lives, DiCaprio and Winslet shine. "We have a level of understanding which I really don't have with another actor that I've ever worked with at all," Winslet tells EW of DiCaprio.

2010

Leonardo DiCaprio

February 19

Box Office Boost

DiCaprio reteams with Scorsese for the fourth time in Shutter Island, which tops the box office two weeks in a row. "It was a very intense filmmaking experience," DiCaprio says, "and it was one of the more challenging roles I've ever taken on to date." In July, the actor is back on top with Christopher Nolan's dreamy thriller, Inception, which reigns over the competition for three weeks and scores an Oscar nomination for Best Picture.

2011

Leonardo DiCaprio

May

A Lively Romance

Fresh off his split from Bar Refaeli, DiCaprio is spotted hugging actress Blake Lively on a yacht during the Cannes Film Festival in France. The pair continue their European jaunt in Italy the following week, where paparazzi capture the smitten stars holding hands. In October, DiCaprio's summer romance with Lively comes to an end.

Photo Credits

BIOGRAPHY (top to bottom): ZASI/BAUER-GRIFFIN; RONNIE TAYLOR/WIREIMAGE; ANDREW COOPER/DREAMWORKS; MIRAMAX; ANDREW COOPER/WARNER BROS.; Splash News; Gary Hershorn/Reuters/Landov; Francois Duhamel/Dreamworks; Paramount Pictures; Fame

Name
Leonardo DiCaprio
Date of Birth
November 11, 1974
Birth Place
Hollywood, Calif.
Relationships
Toni Garrn (linked in 2013)
Erin Heatherton, ex-girlfriend (2011 to 2012)
Blake Lively, ex-girlfriend (May 2011 to Sept. 2011)
Bar Refaeli, exgirlfriend, (2006 to 2011; on and off)
Gisele Bündchen, ex-girlfriend (2000 to 2005)
Kristin Zang, ex-girlfriend (1996 to 1997)
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Edited by Julia Wang

Leonardo DiCaprio

Celebrity Central / Top 25 Celebs

 

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