Movies Like Vintage Sinatra

If you liked Vintage Sinatra (2003), a music and documentary movie directed by John Scheinfeld and David Leaf, 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
Adele One Night Only (2021)
★ 7.7/10Also music and documentary
A primetime special with performances from the superstar including Adele’s first new material in six years plus her chart-topping hits. The special will also feature an exclusive interview with Adele by Oprah Winfrey…
2
Western Stars (2019)
★ 7/10Also music and documentary
The incomparable Bruce Springsteen performs his critically acclaimed latest album and muses on life, rock, and the American dream, in this intimate and personal concert film co-directed by Thom Zimny and Springsteen…
3
OLIVIA RODRIGO: driving home 2 u (a SOUR film) (2022)
★ 7.8/10Also music and documentary
Grammy® winner singer-songwriter Olivia Rodrigo takes a familiar road trip from Salt Lake City, where she began writing her debut album “SOUR,” to Los Angeles. Along the way, Rodrigo recounts the memories of writing…
4
Oasis: Don't Look Back in Anger (2026)
★ 6.9/10Also documentary and music
Experience the meteoric rise of Oasis through rare footage and untold stories as the band reunites for Oasis Live '25, chronicling their journey from Manchester streets to global rock stardom.
5
Billie Eilish - Hit Me Hard and Soft: The Tour (Live in 3D) (2026)
★ 8.4/10Also music and documentary
Captured during Billie Eilish's sold-out world tour, a concert experience from one of the most celebrated and successful artists of her generation, presented in immersive 3D.
6
David Bowie: The Last Five Years (2017)
★ 7.1/10Also music and documentary
In the last five years of his life, David Bowie ended nearly a decade of silence to engage in an extraordinary burst of activity, producing two groundbreaking albums and a musical. David Bowie: The Last Five Years…
7
Selena Gomez: My Mind & Me (2022)
★ 8.4/10Also documentary and music
After years in the limelight, Selena Gomez achieves unimaginable stardom. But just as she reaches a new peak, an unexpected turn pulls her into darkness. This uniquely raw and intimate documentary spans her six-year…
8
That's Entertainment! (1974)
★ 7.4/10Also documentary and music
Various MGM stars from yesterday present their favorite musical moments from the studio's 50 year history.
9
Justin Bieber's Believe (2013)
★ 6.9/10Also documentary and music
A backstage and on-stage look at Justin Bieber during his rise to super stardom.
10
Bad 25 (2012)
★ 7.3/10Also documentary and music
Spike Lee pays tribute to Michael Jackson's Bad on the twenty-fifth anniversary of the epochal album, offering behind-the-scenes footage of Jackson recording the album and interviews with confidants, musicians…
11
Halftime (2022)
★ 6.8/10Also documentary and music
Global superstar Jennifer Lopez reflects on her multifaceted career and the pressure of life in the spotlight in this intimate documentary.
12
Demi Lovato: Simply Complicated (2017)
★ 7.6/10Also music and documentary
A personal and intimate look into Demi Lovato's life as not only a regular 25 year old, but also one of the biggest pop stars in the world.
13
Michael Jackson: 30th Anniversary Celebration (2001)
★ 8/10Also music and documentary
Celebrating the 30 year anniversary of Michael Jackson's solo career, this legendary performance took place on September 10, 2001.
14
David Bowie: Five Years (2013)
★ 7.5/10Also documentary and music
Featuring a wealth of previously unseen archive, this film looks at how Bowie continually evolved: from Ziggy Stardust to the Soul Star of Young Americans, to the ‘Thin White Duke’. It explores his regeneration in…
15
An Audience with Adele (2021)
★ 8.4/10Also music and documentary
Joining multi-Grammy Award winning and one of the biggest UK artists of all time, Adele, for a unique and special night at the legendary London Palladium, where she performs her chart-topping single Easy On Me, as well…
16
Thriller 40 (2023)
★ 8.7/10Also documentary and music
Forty years after the release of Michael Jackson’s ‘Thriller,’ the best-selling album of all-time, director Nelson George takes fans back in time to the making of a pop masterpiece, featuring never-before-seen footage…
17
Happier Than Ever: A Love Letter to Los Angeles (2021)
★ 7.8/10Also music and documentary
Fresh off the heels of her brand-new album, "Happier Than Ever," this cinematic concert experience features an intimate performance of every song in the album's sequential order – for the first and only time – from the…
18
Junun (2015)
★ 7.2/10Also music and documentary
A documentary capturing the creation of the album Junun inside Rajasthan’s 15th-century Mehrangarh Fort. Paul Thomas Anderson follows Jonny Greenwood, Shye Ben Tzur, Nigel Godrich, and the Rajasthan Express as they…
19
Beastie Boys Story (2020)
★ 7.5/10Also music and documentary
Here's a little story they're about to tell... Mike Diamond and Adam Horovitz share the story of their band and 40 years of friendship in a live documentary experience directed by friend, collaborator, and their former…
20
The Beach Boys (2024)
★ 6.7/10Also documentary and music
A celebration of the legendary band that revolutionized pop music, and the iconic, harmonious sound they created that personified the California dream, captivating fans for generations and generations to come.