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Movies like Whole Head Vacation (2026)

The best movies like Whole Head Vacation (2026) are What a Mess! (1995), Kidnapping, Caucasian Style (1967) and Babes (2024). If Whole Head Vacation hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. What a Mess! (1995)

    A Russian criminal steals a giant diamond from the Mafia, hides it, and suddenly runs into his unknown brothers; unexpected, absurd events with participation of the mob, doctors, musicians, Americans, militia, and gypsies ensue.

    Why it matches: Recommended by TMDB viewers · both comedy

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  2. Kidnapping, Caucasian Style (1967)

    Shurik, a kind but naïve ethnography student, falls in love with the intelligent, athletic and beautiful All-Union Leninist Young Communist League member Nina. He has a rival in the wealthy comrade Saakhov, who concocts a kidnapping scheme to force Nina to marry him.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  3. Babes (2024)

    After getting pregnant from a one-night stand, a single woman leans on her married best friend and mother of two to guide her through gestation and beyond.

    Why it matches: Recommended by TMDB viewers · both comedy

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  4. The Land of OZ (2015)

    In Yekaterinburg over the Christmas period, shop assistant Lenka Shabadinova experiences a number of incredible events and unexpected meetings.

    Why it matches: Recommended by TMDB viewers · both comedy

  5. Jackass Presents: Bad Grandpa (2013)

    86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.

    Why it matches: Recommended by TMDB viewers · both comedy

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  6. Driver's Ed (2026)

    A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.

    Why it matches: Recommended by TMDB viewers · both comedy

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  7. Peculiarities of the National Fishing (1998)

    General Ivolgin, forester Kuzmich, and good-natured Lyova lose their way on a fishing trip and wind up in a neighboring country, where they decide to have a good time anyway but end up leaving their vodka and fishing equipment behind.

    Why it matches: Recommended by TMDB viewers · both comedy

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  8. The Wedding Year (2019)

    A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.

    Why it matches: Recommended by TMDB viewers · both comedy

  9. I'm Losing It (2018)

    There's two great loves in Anya's life, her athlete boyfriend Zhenya and food. Zhenya is not happy how Anya has been gaining weight due to her eating habits and decides to dump her. But Anya doesn't want to give up and decides to get rid of excess weight with the help of Nikolai, an overweight man obsessed with the healthy living.

    Why it matches: Recommended by TMDB viewers · both comedy

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  10. Anuvahood (2011)

    Kenneth (who likes to call himself Kay) begins to realise he's just another wannabe bad boy... even less than a loser in fact. After quitting his job at Laimsbury's, Kay vows to become a respected gangster... or cry trying. A pulls-no-punches, coming-of-age story, centering on one directionless hopeless "shotter", who finds his true worth in the face of urban adversity.

    Why it matches: Recommended by TMDB viewers · both comedy

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  11. 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

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  12. A Bad Idea Gone Wrong (2017)

    Two would-be thieves forge a surprising relationship with an unexpected housesitter when they accidentally trap themselves in a house they just broke into.

    Why it matches: Recommended by TMDB viewers · both comedy

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  13. 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
  14. 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

  15. The Horse's Mouth (1958)

    Gulley Jimson is a boorish aging artist recently released from prison. A swindler in search of his next art project, he hunkers down in the penthouse of would-be patrons the Beeders while they go on an extended vacation; he paints a mural on their wall, pawns their valuables and, along with the sculptor Abel, inadvertently smashes a large hole in their floor. Jimson's next project is an even larger wall in an abandoned church.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  16. 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
  17. Hannibal Buress: Comedy Camisado (2016)

    He's a kamikaze gambler. A one-arm cuddler. And if his fly is down, so be it. A night of sly riffs and slow burns.

    Why it matches: Recommended by TMDB viewers · both comedy

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  18. Adam Sandler: Love You (2024)

    Adam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  19. The F**k-It List (2020)

    After a prank blows up a studious high school senior's life, he shares a list of certain things he wishes he'd done differently — and maybe still can.

    Why it matches: Recommended by TMDB viewers · both comedy

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  20. Hard to Die (1990)

    While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series of killings six months previously, is at the bottom of the whole thing. Little do they know the real horror that they face in the end.

    Why it matches: Recommended by TMDB viewers · both comedy

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Like Whole Head Vacation and something else?

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

Frequently asked questions

What are the best movies like Whole Head Vacation?

The closest matches to Whole Head Vacation are What a Mess! (1995), Kidnapping, Caucasian Style (1967) and Babes (2024). Below are 17 more, each with the reason it matches.

What should I watch after Whole Head Vacation?

Start with What a Mess! (1995), the closest match to Whole Head Vacation.

What is the highest-rated movie like Whole Head Vacation?

Kidnapping, Caucasian Style (1967), rated 7.7/10 by 310 TMDB users.

What is the newest movie like Whole Head Vacation?

Driver's Ed (2026) is the most recent release on this list.

How are movies similar to Whole Head Vacation chosen?

First come films that Trakt’s viewers watch alongside Whole Head Vacation, 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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