Movies like Frank Sinatra: The Vintage Years (1997)
The best movies like Frank Sinatra: The Vintage Years (1997) are As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000), Deliver Us from Evil (2006) and 28 Up (1985). If Frank Sinatra: The Vintage Years hooked you with its documentary, these 20 similar films are what to watch next, and every pick says why it matches.
Frank Sinatra: The Vintage Years
Quick picks
- Highest ratedDeliver Us from Evil (2006)7.2/10 from 216 votes
- NewestA Toxic Love Story (2026)Released 2026
As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000)
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.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisDeliver Us from Evil (2006)
Documentary filmmaker Amy Berg investigates the life of 30-year pedophile Father Oliver O'Grady and exposes the corruption inside the Catholic Church that allowed him to abuse countless children. Victims' stories and a disturbing interview with O'Grady offer a view into the troubled mind of the spiritual leader who moved from parish to parish gaining trust ... all the while betraying so many.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like this28 Up (1985)
Just two years away from turning 30, participants in Michael Apted's documentary series are facing serious questions of identity and purpose, wondering whether they've found their place in the world.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisMea Maxima Culpa: Silence in the House of God (2012)
Alex Gibney explores the charged issue of pedophilia in the Catholic Church, following a trail from the first known protest against clerical sexual abuse in the United States and all way to the Vatican.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisMy Mom Jayne (2025)
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 complex woman.
Why it matches: Recommended by TMDB viewers · both documentary
Absolute CinemaMovies like thisFuck (2006)
A documentary on the expletive's origin, why it offends some people so deeply, and what can be gained from its use.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisThey'll Love Me When I'm Dead (2018)
As his life comes to its end, famous Hollywood director Orson Welles puts it all on the line at the chance for renewed success with the film The Other Side of the Wind.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisMcQueen (2018)
Alexander McQueen's rags-to-riches story is a modern-day fairy tale, laced with the gothic. Mirroring the savage beauty, boldness and vivacity of his design, this documentary is an intimate revelation of McQueen's own world, both tortured and inspired, which celebrates a radical and mesmerizing genius of profound influence.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisThe Curious Birth of Benjamin Button (2009)
A documentary about the making of David Fincher's 2008 film THE CURIOUS CASE OF BENJAMIN BUTTON. Virtually every element in the evolution of the Fincher's film is documented here, from the project's attachment to numerous other directors during the 1990s, to its shoot in 2006 and 2007 in New Orleans, to its complex, CGI-intensive postproduction process.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisA Decade Under the Influence (2003)
A documentary examining the decade of the 1970s as a turning point in American cinema. Some of today's best filmmakers interview the influential directors of that time.
Why it matches: Recommended by TMDB viewers · both documentary
Absolute CinemaMovies like thisA Toxic Love Story (2026)
A string of threatening emails escalates into a revenge plot involving a newly married US marshal and his ex-girlfriend.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisHarry Dean Stanton: Partly Fiction (2013)
An impressionistic portrait of the iconic actor Harry Dean Stanton comprised of intimate moments, film clips from some of his 250 films and his renditions of American folk songs.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisBeing James Bond (2021)
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 conversation with 007 producers, Michael G Wilson and Barbara Broccoli.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisAmerican Boy: A Profile of Steven Prince (1978)
Martin Scorsese spends an evening with larger-than-life raconteur Steven Prince—a former drug addict, road manager for Neil Diamond, and actor—as he recounts stories from his colorful life.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisHalloween: 25 Years of Terror (2006)
Follow the evolution of the 'Halloween' movies over the past twenty-five years. It examines why the films are so popular and revisits many of the original locations used in the films - seeing the effects on the local community. For the first time, cast, crew, critics and fans join together in the ultimate 'Halloween' retrospective.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisBright Lights: Starring Carrie Fisher and Debbie Reynolds (2016)
An intimate portrait of Hollywood royalty featuring Debbie Reynolds, Todd Fisher, and Carrie Fisher.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisCapital in the Twenty-First Century (2019)
Film adaptation of French economist Thomas Piketty's ground-breaking global bestseller of the same name: an eye-opening journey through wealth and power.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisSidney (2022)
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.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisCameraperson (2016)
As a visually radical memoir, CAMERAPERSON draws on the remarkable footage that filmmaker Kirsten Johnson has shot and reframes it in ways that illuminate moments and situations that have personally affected her. What emerges is an elegant meditation on the relationship between truth and the camera frame, as Johnson transforms scenes that have been presented on Festival screens as one kind of truth into another kind of story—one about personal journey, craft, and direct human connection.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like this35 Up (1991)
Director Michael Apted revisits the same group of British-born adults after a 7 year wait. The subjects are interviewed as to the changes that have occurred in their lives during the last seven years.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like Frank Sinatra: The Vintage Years?
The closest matches to Frank Sinatra: The Vintage Years are As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000), Deliver Us from Evil (2006) and 28 Up (1985). Below are 17 more, each with the reason it matches.
What should I watch after Frank Sinatra: The Vintage Years?
Start with As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000), the closest match to Frank Sinatra: The Vintage Years.
What is the highest-rated movie like Frank Sinatra: The Vintage Years?
Deliver Us from Evil (2006), rated 7.2/10 by 216 TMDB users.
What is the newest movie like Frank Sinatra: The Vintage Years?
A Toxic Love Story (2026) is the most recent release on this list.
Are there English movies like Frank Sinatra: The Vintage Years?
Yes: As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000), Deliver Us from Evil (2006) and 28 Up (1985).
How are movies similar to Frank Sinatra: The Vintage Years chosen?
First come films that Trakt’s viewers watch alongside Frank Sinatra: The Vintage Years, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.



















