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Carlito's Way

A stylish, mournful gangster drama with De Palma’s signature bravura set pieces and one of Pacino’s most magnetic late-era performances. It’s less about crime mechanics than about a man trying, and failing, to outrun his past.

Carlito's Way

Where to watch: Buy

Movie · Crime · Drama

Wed · 2h 24m

Director: Brian De Palma

Starring: Al Pacino, Sean Penn, Penelope Ann Miller

Overview

Free after years in prison, Carlito Brigante intends to give up his criminal ways, but it's not long before the ex-con is sucked back into the New York City underworld.

Director

Brian De Palma

Cast

Al Pacino, Sean Penn, Penelope Ann Miller

Curator Review

Verdict

A stylish, mournful gangster drama with De Palma’s signature bravura set pieces and one of Pacino’s most magnetic late-era performances. It’s less about crime mechanics than about a man trying, and failing, to outrun his past.

Best for

  • fans of operatic crime films
  • viewers who like charismatic antiheroes
  • people drawn to tense chase sequences and big visual flourishes
  • fans of 1990s studio gangster dramas

Skip if

  • you want a lean, realistic crime thriller
  • you dislike heightened melodrama and flashy direction
  • you’re looking for a purely action-driven mob movie
  • you’re sensitive to dated ethnic caricature or macho posturing

Overview

Brian De Palma turns a familiar rise-and-fall gangster premise into something elegiac and feverish. Carlito is not chasing power so much as a second chance, and the film’s real tension comes from watching the past close in on him anyway.

Worth noting

Al Pacino gives the role a weary, romantic gravity, while Sean Penn is gloriously grotesque as the self-destructive lawyer who drags the story toward chaos. De Palma stages the movie with swooping confidence, building toward a finale that is both technically dazzling and emotionally fatalistic.

Bottom line

What lingers is the mood: a world of bad decisions, doomed loyalty, and the fantasy that one clean exit might still be possible. It’s a gangster film with a bruised heart, and that melancholy gives the spectacle its bite.

Top Letterboxd reviews

Patrick Willems (4★) · 2233 likes

De Palma's a legend for only casting Sean Penn as the most unlikable scumbags

matt lynch (4★) · 1924 likes

Once it was "The World is Yours", now it's "Escape to Paradise". Shit ain't what it used to be.

#1 gizmo fan (4★) · 1866 likes

would do literally anything to have al pacino break down my door just to have sex with me

SilentDawn (5★) · 1374 likes

96 "Adiós, counselor." Brian De Palma sets the stage and Al Pacino just walks off, disco blaring. The two are usually only as electrifying as their material, and here, with a sharp, swooning machismo weepie, they both shine as bright as can be. De Palma's set-pieces, whether operatic (the final nightclub/train station chase) or intimate (the playful seduction between Carlito and Gail behind the apartment door) are perfect, and Pacino is given plenty of space to create. A key moment… more

Chris Evangelista (4★) · 1280 likes

“Maybe he’ll make it this time,” I think every time I watch this

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Themes

redemption, fatalism, crime underworld, loyalty and betrayal, second chances, masculinity, urban decay, moral compromise

Topics

gangster drama, crime thriller, neo-noir, 1990s cinema, operatic style, antihero, redemption arc, New York City, macho melodrama, chase sequence

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