Movies like Holiday in Havana (1949)
The best movies like Holiday in Havana (1949) are Louis C.K.: Ridiculous (2026), Shane Gillis: Beautiful Dogs (2023) and Fun with Dick and Jane (1977). If Holiday in Havana hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedAnimal Crackers (1930)6.9/10 from 279 votes
- NewestSpa Weekend (2026)Released 2026
Louis C.K.: Ridiculous (2026)
From a bee getting shot in New York City to paying strangers to take his aging father, Louis C.K. unleashes the ridiculous thoughts in his mind.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisShane 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 thisFun with Dick and Jane (1977)
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAnimal Crackers (1930)
The well-known explorer and hunter Captain Spaulding has just returned from Africa, and is being welcomed home with a lavish party at the estate of influential society matron Mrs. Rittenhouse when a valuable painting goes missing. The intrepid Captain Spaulding attempts to solve the crime with the help of his silly secretary Horatio Jamison, while sparring with the anarchic Signor Emanuel Ravelli and his nutty sidekick The Professor.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisFist Fight (2017)
When one school teacher gets the other fired, he is challenged to an after-school fight.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisOscar (1991)
Angelo "Snaps" Provolone made his dying father a promise on his deathbed: he would leave the world of crime and become an honest businessman. Despite having no experience in making money in a legal fashion, Snaps sets about to keep his promise.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThunderstruck (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 thisThe Rutles: All You Need Is Cash (1978)
The story of the rise and fall of the Pre-Fab Four.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Ladies Man (1961)
After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many, many women. Can he live in the same home with all these females?
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSong of the Thin Man (1947)
While attending a glamorous jazz cruise on New York’s East River, Nick and Nora Charles witness the fatal shooting of a wealthy patron. When suspicion falls on a young bandleader and his musicians, the couple steps in to clear their friends and uncover the real killer. Their investigation leads through a lively world of jazz clubs, radio personalities, high society, and backstage rivalries, where almost everyone has a secret and the next clue may be hidden in the music.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJackass 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
Popcorn FlickMovies like thisRock 'n' Roll High School (1979)
A group of rock-music-loving students, with the help of the Ramones, take over their school to combat its newly installed oppressive administration.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSpa Weekend (2026)
Four lifelong friends realize that somewhere between careers, relationships, families, and everyday responsibilities, they’ve forgotten how to take care of themselves and each other. Burned out and overdue for a break, the women escape to a luxury spa retreat for an unforgettable weekend dedicated to fun, laughter, and a lot of really bad decisions.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Cocoanuts (1929)
During the Florida land boom, the Marx Brothers run a hotel, auction off some land and thwart a jewel robbery.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSwitched (2020)
Tired of being bullied, Cassandra Evans prays that her nemesis, Katie Sharp, the queen bee of social media, would know what it’s like to walk a day in her shoes. Her prayer is answered in an unexpected way when they get switched.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisGabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)
Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisPitch Perfect 3 (2017)
After the highs of winning the world championships, the Bellas find themselves split apart and discovering there aren't job prospects for making music with your mouth. But when they get the chance to reunite for an overseas USO tour, this group of awesome nerds will come together to make some music, and some questionable decisions, one last time.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHard 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
Popcorn FlickMovies like thisImpractical Jokers: The Movie (2020)
The story of a humiliating high school mishap from 1992 that sends the Impractical Jokers on the road competing in hidden-camera challenges for the chance to turn back the clock and redeem three of the four Jokers.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisCarry On Regardless (1961)
After a bunch of no-hopers approaches an employment agency, the anarchy mounts as they do a series of odd jobs, including a chimp's tea party, trying to stay sober at a wine tasting… and demolishing a house.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBran Nue Dae (2009)
In the Summer of 1965 a young man is filled with the life of the idyllic old pearling port Broome - fishing, hanging out with his mates and his girl. However his mother returns him to the religious mission for further schooling. After being punished for an act of youthful rebellion, he runs away from the mission on a journey that ultimately leads him back home.
Why it matches: Similar story and style · both comedy
Fantasy Mission Force (1983)
A force of loners and fighters is put together to try and rescue the generals and save the war effort with the promise of gold and pardons of past crimes.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisBikini Beach (1964)
A millionaire sets out to prove his theory that his pet chimpanzee is as intelligent as the teenagers who hang out on the local beach, where he is intending to build a retirement home.
Why it matches: Similar story and style · both comedy
The Adventures of Timmy the Tooth: Malibu Timmy (1995)
Timmy and his friends go to the beach, but there is just one problem: Timmy cannot swim, and neither can Waxie! Timmy then imagines himself as a lifeguard, and his friends are competing in a surfing competition against the notorious cheater Goon Doggy.
Why it matches: Similar story and style · both comedy
The Adventures of Timmy the Tooth: Lost My Brush (1995)
The Cavity Goon and Miss Sweety plot to capture Brushbrush in order to bait Timmy and hand him over to the Tooth Fairy.
Why it matches: Similar story and style · both comedy
The Adventures of Timmy the Tooth: The Brush in the Stone (1996)
Timmy gets a case of the itchy polka dots on the day of the Flossmore Valley Fair. It's up to Mr. Wisdom to read Timmy a medieval story about the origins of the childhood disease.
Why it matches: Similar story and style · both comedy
The Adventures of Timmy the Tooth: An Eye for a Tooth (1995)
Young Sidney Cyclops wants nothing more than to be the greatest paperboy in the world. Unfortunately, he cannot see. It's up to Timmy, Brushbrush and Bubbles to help Sidney.
Why it matches: Similar story and style · both comedy
The Adventures of Timmy the Tooth: Rainy Day Adventure (1995)
During a rainy day, Timmy imagines that he is Captain Good Guy, and Brushbrush is his first mate. They work to save Sunny the Sun from The Cavity Goon and Miss Sweety.
Why it matches: Similar story and style · both comedy
Burning Man: The Musical (2021)
Follow Molly, a promising young tech grad, as she returns to the playa of Black Rock City - this time employed by the very tech company that, unbeknownst to her, seeks to destroy it. After being given the task of acquiring drugs for her boss’s exclusive party, Molly finds herself on a journey inward - and through the community of Burning Man - finds her truest self.
Why it matches: Similar story and style · both comedy
The Nights of Istanbul (1950)
The events that happened to Recep and Saban who came to Istanbul for the first time.
Why it matches: Similar story and style · both comedy
Like Holiday in Havana and something else?
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Frequently asked questions
What are the best movies like Holiday in Havana?
The closest matches to Holiday in Havana are Louis C.K.: Ridiculous (2026), Shane Gillis: Beautiful Dogs (2023) and Fun with Dick and Jane (1977). Below are 27 more, each with the reason it matches.
What should I watch after Holiday in Havana?
Start with Louis C.K.: Ridiculous (2026), the closest match to Holiday in Havana.
What is the highest-rated movie like Holiday in Havana?
Animal Crackers (1930), rated 6.9/10 by 279 TMDB users.
What is the newest movie like Holiday in Havana?
Spa Weekend (2026) is the most recent release on this list.
Are there English movies like Holiday in Havana?
Yes: Louis C.K.: Ridiculous (2026), Shane Gillis: Beautiful Dogs (2023) and Fun with Dick and Jane (1977).
How are movies similar to Holiday in Havana chosen?
First come films that Trakt’s viewers watch alongside Holiday in Havana, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.