Movies Like Cary Grant: A Celebration of a Leading Man

If you liked Cary Grant: A Celebration of a Leading Man (1988), a documentary movie directed by Suzette Winter and Gene Feldman, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
I Am Heath Ledger (2017)
★ 7.4/10Also documentary
The life and career of an actor, artist, and icon. His own journey through his own camera.
2
Sly (2023)
★ 7.2/10Also documentary
His love of film began as an escape from a rocky childhood. From underdog to Hollywood legend, Sylvester Stallone tells his story in this documentary.
3
Spielberg (2017)
★ 7.5/10Also documentary
A documentary on the life and career of one of the most influential film directors of all time, Steven Spielberg.
4
I Am Chris Farley (2015)
★ 7.1/10Also documentary
I am Chris Farley tells his hilarious, touching and wildly entertaining story - from his early days in Madison, Wisconsin, to his time at Second City and Saturday Night Live, then finally his film career (which…
5
Sidney (2022)
★ 6.9/10Also documentary
This revealing documentary honors the legendary Sidney Poitier—iconic actor, filmmaker, and civil rights activist. Featuring interviews with Denzel Washington, Spike Lee, Halle Berry, and more.
6
Love, Antosha (2019)
★ 7.4/10Also documentary
From a prolific career in film and television, Anton Yelchin left an indelible legacy as an actor. Through his journals and other writings, his photography, the original music he wrote, and interviews with his family…
7
Woody Allen: A Documentary (2011)
★ 6.9/10Also documentary
An intense portrait of the iconic filmmaker, writer, actor, comedian and musician Woody Allen: his life, family and friends; his writing and directing habits, and his relationship with performers.
8
As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000)
★ 7.8/10Also documentary
A compilation of over 30 years of private home movie footage shot by Lithuanian-American avant-garde director Jonas Mekas, assembled by Mekas "purely by chance", without concern for chronological order.
9
Being Eddie (2025)
★ 6.8/10Also documentary
From teen comedian to Hollywood legend, Eddie Murphy revisits his extraordinary showbiz ride with raw honesty and humor.
10
Pamela, a love story (2023)
★ 7/10Also documentary
In her own words, through personal video and diaries, Pamela Anderson shares the story of her rise to fame, rocky romances and infamous sex tape scandal.
11
Being James Bond (2021)
★ 7.8/10Also documentary
Daniel Craig candidly reflects on his 15 year adventure as James Bond. Including never-before-seen archival footage from Casino Royale to the upcoming 25th film No Time To Die, Craig shares his personal memories in…
12
QT8: The First Eight (2019)
★ 7.2/10Also documentary
A detailed account of the life and artistic career of legendary filmmaker Quentin Tarantino, from his early days as a video club manager to the scandalous fall in disgrace of producer Harvey Weinstein. A story about…
13
Chris Brown: Welcome to My Life (2017)
★ 6.4/10Also documentary
This compelling Documentary moves beyond the spotlight and past the attention-grabbing headlines to give pop superstar Chris Brown a chance to tell his own story. New interviews with the international phenomenon reveal…
14
Gilbert (2017)
★ 6.7/10Also documentary
The life and career of one of comedy's most inimitable modern voices, Mr. Gilbert Gottfried.
15
John Candy: I Like Me (2025)
★ 7.9/10Also documentary
Those who knew iconic funnyman John Candy best share his story, in their own words, through never-before-seen archival footage, imagery, and interviews.
16
The Mystery of Marilyn Monroe: The Unheard Tapes (2022)
★ 6.3/10Also documentary
This documentary explores the mystery surrounding the death of movie icon Marilyn Monroe through previously unheard interviews with her inner circle.
17
For the Love of Spock (2016)
★ 7.4/10Also documentary
The life of Mr. Spock, as well as that of Leonard Nimoy, the actor who played him for almost fifty years, written and directed by his son: Adam.
18
Whitney (2018)
★ 7.3/10Also documentary
Examines the life and career of singer Whitney Houston. Features never-before-seen archival footage, exclusive recordings, rare performances and interviews with the people who knew her best.
19
Scotty and the Secret History of Hollywood (2018)
★ 6/10Also documentary
A deliciously scandalous portrait of unsung Hollywood legend Scotty Bowers, whose bestselling memoir chronicled his decades spent as sexual procurer to the stars.
20
My Mom Jayne (2025)
★ 8/10Also documentary
Through deeply personal interviews with her siblings and an examination of the photographs, letters, and belongings left behind, Mariska assembles a new portrait of her mother Jayne Mansfield, an extraordinary and…