Movies like Separate Vacations (1986)
The best movies like Separate Vacations (1986) are Duplex (2003), The Wedding Year (2019) and Hard to Die (1990). If Separate Vacations hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedJohn Mulaney: Kid Gorgeous at Radio City (2018)7.9/10 from 259 votes
- NewestMy Dead Summer (2026)Released 2026
Duplex (2003)
When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe 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
SnoozefestMovies 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 thisBill Burr: Drop Dead Years (2025)
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisHeld Up (1999)
What should have been a romantic getaway turns into one hilarious debacle after another when Michael's woman dumps him in the desert where he gets carjacked by a teenager and he is taken hostage in a stickup at the local Sip and Zip.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies 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 thisAdam 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 thisJohn Mulaney: Kid Gorgeous at Radio City (2018)
John Mulaney relays stories from his childhood and "SNL," eviscerates the value of college and laments getting older in this electric comedy special.
Why it matches: Recommended by TMDB viewers · both comedy
Absolute CinemaMovies like thisMe Time (2022)
With his family away, a devoted stay-at-home dad enjoys his first me time in years by joining his hard-partying old friend on a wild birthday adventure.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisAmerican Dreamer (2022)
In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy won’t be as easy as he thought.
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 thisRicky Gervais: Humanity (2018)
In his first special in seven years, Ricky Gervais slings his trademark snark at celebrity, mortality and a society that takes everything personally.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThe Roast of Tom Brady (2024)
Offensive lines. Full-contact comedy. Kevin Hart hosts this all-star roast of NFL legend Tom Brady.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJim Jefferies: Freedumb (2016)
Returning for a second Netflix comedy special, Jim Jefferies unleashes his famously ferocious black humor to a packed house in Nashville, Tennessee.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisChris Rock: Selective Outrage (2023)
Chris Rock delivers an electric stand-up set on non-racist yoga pants, spoiling his kids, the Kardashians and his thoughts on the Will Smith fiasco.
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 thisRicky 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
Worth the HypeMovies like thisChris Rock: Tamborine (2018)
Chris Rock takes the stage for his first comedy special in 10 years, filled with searing observations on fatherhood, infidelity and American politics.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisChris Rock: Never Scared (2004)
Chris Rock, the three-time Emmy Award-winner, comedian, actor, and host of HBO's acclaimed The Chris Show, stars in his fourth solo stand-up special for HBO, Chris Rock: Never Scared. Featuring his unique, insightful, and hilarious views on a host of social, political and, celebrity issues, Rock confirms his stature as the leading comic of our time.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisBabes (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
Popcorn FlickMovies like thisMy Dead Summer (2026)
A wanna-be blogger embarks on a wild summer road trip as a psychedelic concert-goer along with his dog, step-dad, and a small film crew.
Why it matches: Similar story and style · both comedy
Red Lips (2011)
In Mexico City, Ricardo is a family man, pressed by responsibilities, when he finally lands a better job as creative director for an ad agency. But that's when his problems really begin: his boss is a martinet, and suddenly Ricardo finds himself unable to perform in bed with his luscious wife, whose red lips have driven him wild to now. She's dismayed that he's seemingly lost interest; she seeks advice from friends and tries to spice things up with Ricardo. Meanwhile, at the office, he faces other temptations. Can Ricardo find a way to succeed at work and succeed at home?
Why it matches: Similar story and style · both comedy
DeAr (2024)
A newly married couple faces challenges when the wife's snoring interrupts the husband's sleep. Their struggles depict the compromises needed for a lasting marriage.
Why it matches: Similar story and style · both comedy
The Comedy of Terrors (1964)
An undertaker who hasn't had any 'customers' in a long time is forced to pay one year's back-rent. To get money he starts to kill people, which brings absurd results.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisMurder Mystery (2019)
On a long-awaited trip to Europe, a New York City cop and his hairdresser wife scramble to solve a baffling murder aboard a billionaire's yacht.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisLife in Flight (2010)
A successful New York architect with a beautiful wife and an adoring young son is forced to reevaluate his outwardly idyllic life after a chance meeting with an urban designer reveals the cracks in the foundation of his paradise.
Why it matches: Similar story and style · both comedy
Where's the Love? (2014)
Married couple Ryan and Sebastian are professional love and relationship therapists, and the stars of the hit television series 'Where Is The Love.' Unfortunately, their love didn't last and they have separated. However, in fear of losing their clients and damaging their reputations, they decide to keep their split a secret and operate as though they are a happily married couple.
Why it matches: Similar story and style · both comedy
Tutti gli uomini del deficiente (1999)
Nearing death, videogame genius Leone Stella holds a contest to find an heir: several people named like him will compete in a live-streamed reenactment of his most famous exploits, and the winner will inherit his billion-dollar fortune.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisSummer Camp (2024)
Childhood best friends Nora, Ginny and Mary used to spend every summer at sleepaway camp together, and now, fifty years later, seize the opportunity to get back together for a reunion at the camp — full of food fights, river rafting and emotional revelations.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisMatilda (1996)
Matilda Wormwood is an brilliant and intelligent little girl. Unfortunately, her parents, Harry and Zinnia, fail to see that fact. As time passes, she finally starts school and has a kind teacher, loyal friends, and a terrifying, sadistic headmistress. As she becomes fed up with the constant cruelty, she discovers she has a special gift that she just might be able to use to outwit the unruly adults around her.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like Separate Vacations?
The closest matches to Separate Vacations are Duplex (2003), The Wedding Year (2019) and Hard to Die (1990). Below are 27 more, each with the reason it matches.
What should I watch after Separate Vacations?
Start with Duplex (2003), the closest match to Separate Vacations.
What is the highest-rated movie like Separate Vacations?
John Mulaney: Kid Gorgeous at Radio City (2018), rated 7.9/10 by 259 TMDB users.
What is the newest movie like Separate Vacations?
My Dead Summer (2026) is the most recent release on this list.
Are there English movies like Separate Vacations?
Yes: Duplex (2003), The Wedding Year (2019) and Hard to Die (1990).
How are movies similar to Separate Vacations chosen?
First come films that Trakt’s viewers watch alongside Separate Vacations, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.