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Movies like Keep Sailing (2016)

The best movies like Keep Sailing (2016) are OLIVIA RODRIGO: driving home 2 u (a SOUR film) (2022), Western Stars (2019) and David Byrne's American Utopia (2020). If Keep Sailing hooked you with its music and documentary, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. OLIVIA RODRIGO: driving home 2 u (a SOUR film) (2022)

    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 and creating her record-breaking debut album and shares her feelings as a young woman navigating a specific time in her life. Through new live arrangements of her songs, intimate interviews and never-before-seen footage from the making of the album, audiences will follow Olivia along on a cinematic journey exploring the story of “SOUR.”

    Why it matches: Recommended by TMDB viewers · both music & documentary

    Worth the HypeMovies like this
  2. Western Stars (2019)

    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 himself.

    Why it matches: Recommended by TMDB viewers · both music & documentary

    Worth the HypeMovies like this
  3. David Byrne's American Utopia (2020)

    A filmed version of David Byrne's Broadway show, a unifying musical celebration that inspires audiences to connect to each other and to the global community.

    Why it matches: Recommended by TMDB viewers · both music & documentary

    Worth the HypeMovies like this
  4. Shawn Mendes: In Wonder (2020)

    A portrait of singer-songwriter Shawn Mendes' life, chronicling the past few years of his rise and journey.

    Why it matches: Recommended by TMDB viewers · both music & documentary

    Absolute CinemaMovies like this
  5. Oasis: Don't Look Back in Anger (2026)

    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.

    Why it matches: Recommended by TMDB viewers · both documentary & music

    Popcorn FlickMovies like this
  6. Junun (2015)

    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 record a cross-cultural fusion of Indian, Israeli, and Western music.

    Why it matches: Recommended by TMDB viewers · both music & documentary

    Worth the HypeMovies like this
  7. Avicii: True Stories (2017)

    Documentary about the arena-packing Swedish DJ, chronicling his explosive rise to fame and surprising decision to retire from live performances in 2016.

    Why it matches: Recommended by TMDB viewers · both music & documentary

    Absolute CinemaMovies like this
  8. Selena Gomez: My Mind & Me (2022)

    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 journey into a new light.

    Why it matches: Recommended by TMDB viewers · both documentary & music

    Absolute CinemaMovies like this
  9. Live Aid (1985)

    Live Aid was held on 13 July 1985, simultaneously in Wembley Stadium in London, England, and the John F. Kennedy Stadium in Philadelphia, United States. It was one of the largest scale satellite link-ups and television broadcasts of all time: watched live by an estimated global audience of 1.9 billion, across 150 nations. "It's twelve noon in London, seven AM in Philadelphia, and around the world it's time for Live Aid...!"

    Why it matches: Recommended by TMDB viewers · both music & documentary

    Worth the HypeMovies like this
  10. Billie Eilish - Hit Me Hard and Soft: The Tour (Live in 3D) (2026)

    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.

    Why it matches: Recommended by TMDB viewers · both music & documentary

    Absolute CinemaMovies like this
  11. The Show Must Go On: The Queen + Adam Lambert Story (2019)

    A documentary chronicling Queen and Lambert's incredible journey since they first shared the stage together on "American Idol" in 2009.

    Why it matches: Recommended by TMDB viewers · both music & documentary

    Worth the HypeMovies like this
  12. Matangi / Maya / M.I.A. (2018)

    Drawn from a never before seen cache of personal footage spanning decades, this is an intimate portrait of the Sri Lankan artist and musician who continues to shatter conventions.

    Why it matches: Recommended by TMDB viewers · both music & documentary

    Worth the HypeMovies like this
  13. High School Musical: The Musical: The Holiday Special (2020)

    The cast of “High School Musical: The Musical: The Series” delivers an abundance of feel-good holiday cheer as they perform their favorite Christmas, Hanukkah and New Year’s songs and share their fondest holiday memories.

    Why it matches: Recommended by TMDB viewers · both music & documentary

    Worth the HypeMovies like this
  14. Rolling Thunder Revue: A Bob Dylan Story by Martin Scorsese (2019)

    Part documentary, part concert film, part fever dream, this film captures the troubled spirit of America in 1975 and the joyous music that Dylan performed during the fall of that year.

    Why it matches: Recommended by TMDB viewers · both documentary & music

    Worth the HypeMovies like this
  15. Tupac: Resurrection (2003)

    Home movies, photographs, and recited poetry illustrate the life of Tupac Shakur, one of the most beloved, revolutionary, and volatile hip-hop MCs of all time.

    Why it matches: Recommended by TMDB viewers · both music & documentary

    Absolute CinemaMovies like this
  16. Michael Jackson's Journey from Motown to Off the Wall (2016)

    Director Spike Lee chronicles Michael Jackson's early rise to fame.

    Why it matches: Recommended by TMDB viewers · both music & documentary

    Worth the HypeMovies like this
  17. Savage X Fenty Show Vol. 2 (2020)

    Rihanna invites you to a high energy and visually stunning experience where you can watch and shop her latest lingerie line. Hear from Rihanna, those closest to her, and go behind-the-scenes of the Savage X Fenty brand as you sit front row to see top artists and models featuring Travis Scott, Rosalia, Bad Bunny, Lizzo, Cara Delevingne, Miguel, Bella Hadid, Normani, Willow Smith and many more.

    Why it matches: Recommended by TMDB viewers · both music & documentary

    Worth the HypeMovies like this
  18. Joe Strummer: The Future Is Unwritten (2007)

    As the front man of the Clash from 1977 onwards, Joe Strummer changed people's lives forever. Four years after his death, his influence reaches out around the world, more strongly now than ever before. In "The Future Is Unwritten", from British film director Julien Temple, Joe Strummer is revealed not just as a legend or musician, but as a true communicator of our times. Drawing on both a shared punk history and the close personal friendship which developed over the last years of Joe's life, Julien Temple's film is a celebration of Joe Strummer - before, during and after the Clash.

    Why it matches: Recommended by TMDB viewers · both music & documentary

    Worth the HypeMovies like this
  19. Beastie Boys Story (2020)

    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 grandfather, Spike Jonze.

    Why it matches: Recommended by TMDB viewers · both music & documentary

    Worth the HypeMovies like this
  20. The Beach Boys (2024)

    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.

    Why it matches: Recommended by TMDB viewers · both documentary & music

    Popcorn FlickMovies like this

Like Keep Sailing and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Keep Sailing?

The closest matches to Keep Sailing are OLIVIA RODRIGO: driving home 2 u (a SOUR film) (2022), Western Stars (2019) and David Byrne's American Utopia (2020). Below are 17 more, each with the reason it matches.

What should I watch after Keep Sailing?

Start with OLIVIA RODRIGO: driving home 2 u (a SOUR film) (2022), the closest match to Keep Sailing.

What is the highest-rated movie like Keep Sailing?

Selena Gomez: My Mind & Me (2022), rated 8.4/10 by 624 TMDB users.

What is the newest movie like Keep Sailing?

Oasis: Don't Look Back in Anger (2026) is the most recent release on this list.

Are there English movies like Keep Sailing?

Yes: OLIVIA RODRIGO: driving home 2 u (a SOUR film) (2022), Western Stars (2019) and David Byrne's American Utopia (2020).

How are movies similar to Keep Sailing chosen?

First come films that Trakt’s viewers watch alongside Keep Sailing, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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