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Movies like Grandpa 21 (2025)

The best movies like Grandpa 21 (2025) are The Air Up There (1994), Shane Gillis: Beautiful Dogs (2023) and Ricky Gervais: Mortality (2025). If Grandpa 21 hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The Air Up There (1994)

    Jimmy Dolan is a college basketball coach who wants a big promotion. To get it, he needs to make a dramatic find. He ends up deep in Africa, hoping to recruit Saleh, a huge basketball prodigy Jimmy glimpsed in a home movie. But Saleh is the chief's son and has responsibilities at home, since the tribe's land is threatened by a mining company with its own hotshot basketball team.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  2. Shane Gillis: Beautiful Dogs (2023)

    In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  3. Ricky Gervais: Mortality (2025)

    Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  4. Louis C.K.: Hilarious (2010)

    In this unique and dynamic live concert experience, Louis C.K.'s exploration of life after 40 destroys politically correct images of modern life with thoughts we have all had...but would rarely admit to.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  5. Thunderstruck (2012)

    After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  6. Dave Chappelle: Sticks & Stones (2019)

    Dave Chappelle takes on gun culture, the opioid crisis and the tidal wave of celebrity scandals in this defiant stand-up special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  7. Chief Daddy 2: Going for Broke (2021)

    The Beecroft family are ready to spend all of Chief Daddy's inheritance, but not if the CEO of his company has anything to do with it.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  8. Easy Money (1983)

    To inherit his mother-in-law's colossal fortune, a hard living gambling addict must change his unhealthy ways before it gets the best of him.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  9. Adventures in Public School (2018)

    A socially-awkward, home-schooled kid forces his way into public school against his suffocating, but loving, mother's wishes.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  10. The Willoughbys (2020)

    When the four Willoughby children are abandoned by their selfish parents, they must learn how to adapt their Old-Fashioned values to the contemporary world in order to create something new: The Modern Family.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  11. Clear History (2013)

    Nathan Flomm, in order to avoid the humiliation of having missed out on a hugely successful business, assumes a new identity on Martha's Vineyard. He plots revenge when his former business partner moves to the same town.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  12. Trailer Park Boys: Don't Legalize It (2014)

    Out of jail and broke, Julian concocts an outrageously greasy scheme to get rich and, to make it even greasier, he will have to deliver his product to his arch-enemy, Cyrus, who’s waiting in Montreal to close the dirty deal. Meanwhile, Ricky’s dope growing business is under a major threat when the government announces a plan to legalize marijuana. Bubbles reluctantly joins them on his own quest to claim an inheritance left to him by his long-lost parents.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  13. Taylor Tomlinson: Look at You (2022)

    Breakups. Therapy. Bangs. Taylor's gone through some stuff since her quarter-life crisis, and she spins her mental health journey into insightful comedy.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  14. A Flintstones Christmas Carol (1994)

    Fred is cast as Ebenezer Scrooge in a stage adaption of the classic Christmas story, but is acting a bit stingy in real life.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  15. I Love My Dad (2022)

    A hopelessly estranged father catfishes his son in an attempt to reconnect.

    Why it matches: Recommended by TMDB viewers · both comedy

  16. Dave Chappelle: Killin' Them Softly (2000)

    Dave Chappelle returns for a stand-up to D.C. and riffs on politics, police, race relations, drugs, Sesame Street and more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Absolute CinemaMovies like this
  17. Taylor Tomlinson: Have It All (2024)

    Can Taylor Tomlinson have it all? From dating woes to dream jobs to inventive dirty talk, she shares life's ups and downs in this stand-up comedy special.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. A Burlesque on Carmen (1915)

    A gypsy seductress is sent to sway a goofy officer to allow a smuggling run.

    Why it matches: Recommended by TMDB viewers · both comedy

  19. Ali Wong: Single Lady (2024)

    After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Dylan Moran: Like, Totally (2006)

    Dylan Moran returns with an all-new stand-up show. Unpredictable, startling, bizarre, elegiac, but above all brilliant and hilariously funny, Moran is a master of comedy.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this

Like Grandpa 21 and something else?

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

Frequently asked questions

What are the best movies like Grandpa 21?

The closest matches to Grandpa 21 are The Air Up There (1994), Shane Gillis: Beautiful Dogs (2023) and Ricky Gervais: Mortality (2025). Below are 17 more, each with the reason it matches.

What should I watch after Grandpa 21?

Start with The Air Up There (1994), the closest match to Grandpa 21.

What is the highest-rated movie like Grandpa 21?

Louis C.K.: Hilarious (2010), rated 7.8/10 by 321 TMDB users.

What is the newest movie like Grandpa 21?

Ricky Gervais: Mortality (2025) is the most recent release on this list.

How are movies similar to Grandpa 21 chosen?

First come films that Trakt’s viewers watch alongside Grandpa 21, 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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