Movies Like Errol Flynn: Portrait of a Swashbuckler

If you liked Errol Flynn: Portrait of a Swashbuckler (1983), a documentary movie directed by Craig Haffner, 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
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.
3
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.
4
Come See Me in the Good Light (2025)
★ 7.1/10Also documentary
In an intimate and joyful story of love in the face of loss, celebrated poets Andrea Gibson and Megan Falley find strength—and unexpected hilarity—in what might be their final year together.
5
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…
6
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.
7
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…
8
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…
9
Gilbert (2017)
★ 6.7/10Also documentary
The life and career of one of comedy's most inimitable modern voices, Mr. Gilbert Gottfried.
10
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.
11
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…
12
Charlie: The Life and Art of Charles Chaplin (2003)
★ 7/10Also documentary
Brilliant, long in-the-works story of the life and art of the world's greatest comedian and the cinema's first genius, Charlie Chaplin. Produced, written and directed by renowned film critic Richard Schickel.
13
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.
14
Jennifer Lopez: Dance Again (2014)
★ 7.4/10Also documentary
A documentary that chronicles Jennifer Lopez's life on and off-stage during her first ever world tour. Throughout the majority of her music career, beginning in 1999, a world tour by Lopez was anticipated, though it…
15
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.
16
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.
17
The Curse of the Dragon (1993)
★ 7.2/10Also documentary
A 1993 documentary film about Bruce Lee. The film includes interviews from some of his fellow students and opponents who worked alongside him in his movies.
18
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.
19
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…
20
Avatar: The Deep Dive - A Special Edition of 20/20 (2022)
★ 7.2/10Also documentary
An inside look at one of the most anticipated movie sequels ever with James Cameron and cast.