Critters 3 (1991)
DiCaprio's journey as a promising actor began with Critters 3, a creature-feature sequel that marked his debut in feature films. In this direct-to-video movie, DiCaprio portrays Josh, the stepson of a corrupt landlord, as he encounters alien creatures hungry for mayhem and human flesh. Despite the film's forgettable nature, it served as a stepping stone for DiCaprio's future endeavors.
Leonardo DiCaprio gets bitten by a Critter in Critters 3
Rent on Apple TV.
What's Eating Gilbert Grape? (1993)
In this drama, DiCaprio delivers an unforgettable performance as Arnie, earning his first Oscar nomination. Portraying the developmentally disabled brother of the title character, DiCaprio's portrayal was hailed for its grace, believability, and innocence. What's Eating Gilbert Grape showcased DiCaprio's ability to shine in emotionally compelling roles, solidifying his status as a promising young talent.
Arnie (Leonardo DiCaprio) covered in scratches in What's Eating Gilbert Grape
WATCH ON PRIME VIDEO
Romeo + Juliet (1996)
In this modern take on Shakespeare's classic, DiCaprio collaborates with visionary director Baz Luhrman to bring a wild reimagining of the iconic romantic lead. His portrayal of Romeo cements his status as a heartthrob and showcases his versatility in adapting to different genres. With riveting performances and poetic visuals, Romeo + Juliet demonstrates DiCaprio's ability to breathe life into timeless characters.
An image of Romeo looking serious in the 1996 movie, Romeo + Juliet.
Rent on Apple TV.
Marvin's Room (1996)
In this intimate drama, DiCaprio shares the screen with acting legends, delivering a compelling portrayal of Hank, a mentally ill son. While the movie's emotional depth and outstanding cast are its main appeal, DiCaprio's performance stands out, showcasing his ability to hold his own alongside seasoned actors. Marvin's Room marks a significant milestone in DiCaprio's career, highlighting his range as a versatile actor.
Leonardo DiCaprio sits on the hood of a car with Diane Keaton in Marvin's Room
Rent on Apple TV.
The Quick And The Dead (1995)
DiCaprio's role in Sam Raimi's Western film stands out as he portrays Fee 'The Kid' Herod, showcasing his talent in a different genre. The movie's inventive style, over-the-top excitement, and stellar cast add to its appeal, with DiCaprio's performance earning praise for its depth and impact. The Quick and The Dead demonstrates DiCaprio's versatility and willingness to explore diverse characters.
A distressed Leonardo DiCaprio reaching out his bloody fingers in The Quick and the Dead.
WATCH ON AMC
This Boy's Life (1993)
In this intense portrayal, DiCaprio goes head-to-head with Robert De Niro, delivering a raw and convincing performance as Tobias Wolff. The movie served as a catalyst for DiCaprio's collaboration with Martin Scorsese, showcasing his potential as a compelling lead in emotionally charged narratives. This Boy's Life laid the foundation for DiCaprio's future collaborations and highlighted his ability to hold his own alongside industry legends.
Leonardo DiCaprio and Robert De Niro in Boy Scout uniforms in This Boy's Life
Rent on Apple TV.
Titanic (1997)
DiCaprio's portrayal of Jack Dawson in James Cameron's epic romance propelled him to A-list status, solidifying his place as a leading actor in blockbuster films. His chemistry with co-star Kate Winslet and his ability to capture the essence of a timeless love story resonated with audiences worldwide. Titanic marked a pivotal moment in DiCaprio's career, showcasing his ability to anchor monumental productions.
Jack holding Rose from behind as she holds her arms out wide in Titanic.
WATCH ON PARAMOUNT+
The Basketball Diaries (1995)
Based on Jim Carroll's autobiographical novel, this addiction drama features DiCaprio in a leading role, portraying the harrowing journey of a high school basketball star. Despite mixed reviews, DiCaprio's performance shines through, demonstrating his commitment to challenging and complex characters. The Basketball Diaries showcases DiCaprio's raw talent and willingness to delve into gritty, thought-provoking narratives.
Leonardo DiCaprio and Mark Wahlberg smoke in The Basketball Diaries
No streaming options are available.
Poison Ivy (1992)
In this erotic thriller, DiCaprio's wordless role as an extra in a private school setting sets the stage for his future endeavors. While the film missed the mark, DiCaprio's presence hints at the potential that would later define his career. Poison Ivy serves as a reminder of DiCaprio's early exploration of the film industry and his journey towards becoming a celebrated actor.
Leonardo DiCaprio walking through school carrying books in Poison Ivy
No streaming options are available.
Total Eclipse (1995)
Total Eclipse showcases DiCaprio's fearless acting in a gay love story set against the backdrop of 19th-century France. Despite mixed reception, the movie highlights DiCaprio's ability to immerse himself in challenging roles and bring depth to historical narratives. Total Eclipse reflects DiCaprio's dedication to portraying complex characters and his willingness to push boundaries in storytelling.
DiCaprio lays in bed with another man in Total Eclipse
No streaming options are available.