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Movies like Vacation Friends (2021)

The best movies like Vacation Friends (2021) are Vacation Friends 2 (2023), Barb & Star Go to Vista Del Mar (2021) and His Kind of Woman (1951). If Vacation Friends hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Vacation Friends 2 (2023)

    Newly married Marcus and Emily invite Ron and Kyla, who are also newly married with a baby, to join them at a Caribbean resort, where Marcus is meeting with the owners about a construction contract for a Chicago hotel. But when the party begins the couples' relaxing vacation quickly becomes a wild adventure.

    Why it matches: Recommended by TMDB viewers · both comedy

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  2. Barb & Star Go to Vista Del Mar (2021)

    The story of best friends Barb and Star, who leave their small midwestern town for the first time to go on vacation in Vista Del Mar, Florida, where they soon find themselves tangled up in adventure, love, and a villain’s evil plot to kill everyone in town.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  3. His Kind of Woman (1951)

    Career gambler Dan Milner agrees to a $50,000 deal to leave the USA for Mexico, only to find himself entangled with fellow guests at a luxurious resort and suspecting that the man who hired him may be the deported crime boss Nick Ferraro aiming to re-enter to the USA.

    Why it matches: Recommended by TMDB viewers · both comedy

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  4. We're the Millers (2013)

    A veteran pot dealer creates a fake family as part of his plan to move a huge shipment of weed into the U.S. from Mexico.

    Why it matches: Recommended by TMDB viewers · both comedy

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  5. Head Above Water (1996)

    Judge George brings his young wife, Nathalie, to a remote island for a vacation. But while George accompanies their only neighbor -- Nathalie's childhood friend Lance -- on a fishing trip, Nathalie spends time with her ex, Kent. When Kent ends up dead the next morning, Nathalie tries to hide the evidence before her husband gets home. After the body is found, the events of the previous night unravel, with unexpected revelations.

    Why it matches: Recommended by TMDB viewers · both comedy

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  6. Very Bad Things (1998)

    Kyle Fisher has one last night to celebrate life as a single man before marrying Laura, so he sets out to Vegas with four of his best buddies. But a drug and alcohol filled night on the town with a stripper who goes all the way, turns into a cold night in the desert with shovels when the stripper goes all the way into a body bag after dying in their bathroom. And that's just the first of the bodies to pile up before Kyle can walk down the aisle...

    Why it matches: Recommended by TMDB viewers · both comedy

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  7. Harold & Kumar Go to White Castle (2004)

    Nerdy accountant Harold and his irrepressible friend, Kumar, get stoned watching television and find themselves utterly bewitched by a commercial for White Castle. Convinced there must be one nearby, the two set out on a late-night odyssey that takes them deep into New Jersey. Somehow, the boys manage to run afoul of rednecks, cops and even a car-stealing Neil Patrick Harris before getting anywhere near their beloved sliders.

    Why it matches: Recommended by TMDB viewers · both comedy

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  8. The Wedding Ringer (2015)

    Doug Harris is a loveable but socially awkward groom-to-be with a problem: he has no best man. With less than two weeks to go until he marries the girl of his dreams, Doug is referred to Jimmy Callahan, owner and CEO of Best Man, Inc., a company that provides flattering best men for socially challenged guys in need. What ensues is a hilarious wedding charade as they try to pull off the big con, and an unexpected budding bromance between Doug and his fake best man Jimmy.

    Why it matches: Recommended by TMDB viewers · both comedy

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  9. Vacation (2015)

    Hoping to bring his family closer together and to recreate his childhood vacation for his own kids, a grown up Rusty Griswold takes his wife and their two sons on a cross-country road trip to the coolest theme park in America, Walley World. Needless to say, things don't go quite as planned.

    Why it matches: Recommended by TMDB viewers · both comedy

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  10. Cedar Rapids (2011)

    A naive Midwesterner insurance salesman travels to a big-city convention in an effort to save the jobs of his co-workers.

    Why it matches: Recommended by TMDB viewers · both comedy

  11. The Overnight (2015)

    Alex, Emily, and their son, RJ, are new to Los Angeles. A chance meeting at the park introduces them to the mysterious Kurt, Charlotte, and Max. A family “playdate” becomes increasingly interesting as the night goes on.

    Why it matches: Recommended by TMDB viewers · both comedy

  12. Bad Boys (1995)

    Marcus Burnett is a henpecked family man. Mike Lowrey is a footloose and fancy free ladies' man. Both Miami policemen, they have 72 hours to reclaim a consignment of drugs stolen from under their station's nose. To complicate matters, in order to get the assistance of the sole witness to a murder, they have to pretend to be each other.

    Why it matches: Recommended by TMDB viewers · both comedy

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  13. Eddington (2025)

    In May of 2020, a standoff between a small-town sheriff and mayor sparks a powder keg as neighbor is pitted against neighbor in Eddington, New Mexico.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  14. 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

  15. Gringo (2018)

    An American businessman with a stake in a pharmaceutical company that's about to go public finds his life is thrown into turmoil by an incident in Mexico.

    Why it matches: Recommended by TMDB viewers · both comedy

  16. Over Your Dead Body (2026)

    A dysfunctional couple head to a remote cabin to "reconnect", but each has secret intentions to kill the other.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. Bad Moms (2016)

    When three overworked and under-appreciated moms are pushed beyond their limits, they ditch their conventional responsibilities for a jolt of long overdue freedom, fun, and comedic self-indulgence.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. The Devil's Brother (1933)

    Two wannabe bandits join the service of a dashing nobleman, who secretly masquerades as Fra Diavolo, a notorious outlaw.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  19. Role Models (2008)

    Two salesmen trash a company truck on an energy drink-fueled bender. Upon their arrest, the court gives them a choice: do hard time or spend 150 service hours with a mentorship program. After one day with the kids, however, jail doesn't look half bad.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Down and Out in Beverly Hills (1986)

    Beverly Hills couple Barbara and Dave Whiteman find their lives altered by the arrival of a vagrant who tries to drown himself in their swimming pool.

    Why it matches: Recommended by TMDB viewers · both comedy

  21. Walking on Sunshine (2014)

    Set to the music of popular hit 1980s songs. A beautiful coastal village, present day Italy. After a whirlwind romance, Maddie is preparing to marry gorgeous Italian Raf, and has invited her sister Taylor to the wedding. Unbeknownst to Maddie, however, Raf is Taylor's ex-holiday flame, and the love of her life...

    Why it matches: Similar story and style · both comedy

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  22. Fear and Loathing in Las Vegas (1998)

    Raoul Duke and his attorney Dr. Gonzo drive a red convertible across the Mojave desert to Las Vegas with a suitcase full of drugs to cover a motorcycle race. As their consumption of drugs increases at an alarming rate, the stoned duo trash their hotel room and fear legal repercussions. Duke begins to drive back to L.A., but after an odd run-in with a cop, he returns to Sin City and continues his wild drug binge.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  23. Pokémon: Pikachu's Winter Vacation 2 (1999)

    When these Pokémon friends begin the holidays with Christmas quarreling, can Pikachu restore good cheer? Then, on a winter's eve, when not even a trailer is stirring, the Pokémon are making a Yuletide discovery you won't believe!

    Why it matches: Similar story and style · both comedy

  24. Moonstruck (1987)

    37-year-old Italian-American widow Loretta Castorini believes she is unlucky in love, and so accepts a marriage proposal from her boyfriend Johnny, even though she doesn't love him. When she meets his estranged younger brother Ronny, an emotional and passionate man, she finds herself drawn to him. She tries to resist, but Ronny, who blames his brother for the loss of his hand, has no scruples about aggressively pursuing her while Johnny is out of the country. As Loretta falls for Ronny, she learns that she's not the only one in her family with a secret romance.

    Why it matches: Similar story and style · both comedy

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  25. Until Death (2024)

    Alex and Chiara die in a car crash just after getting married. In the purgatory where they are now trapped, they are asked to make a decision : stay together or split up for good, as they are slyly advised in the afterlife.

    Why it matches: Similar story and style · both comedy

  26. The Bachelor (1999)

    Jimmie is seeing his single friends get married one by one. He isn't too worried until his girlfriend Anne catches the bouquet at his friend Marco's wedding. Suddenly, his wild mustang days are numbered. He finally decides to propose to her, but he sticks his foot in his mouth and botches the proposal. Being insulted by the defeatist proposal, Anne leaves town on an assignment. After she's gone, he finds out that his recently-deceased grandfather's will stipulates that he gets nothing of a multi-million dollar fortune unless he's married by 6:05pm on his 30th birthday: tomorrow! Not being able to find Anne, Jimmie begins backtracking through his past girlfriends to find a wife.

    Why it matches: Similar story and style · both comedy

  27. The Wedding Planner (2001)

    San Francisco's premiere wedding planner, Mary Fiore is rescued from an accident by the man of her dreams, pediatrician Steve Edison, only to find he is the fiancé of her latest client. As Mary continues making their wedding arrangements, she and Steve are put into a string of uncomfortable situations that force them to face their mutual attraction.

    Why it matches: Similar story and style · both comedy

  28. Bandidas (2006)

    When a ruthless robber baron takes away everything they cherish, a rough-and-tumble, idealistic peasant and a sophisticated heiress embark on a quest for justice, vengeance…and a few good heists.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  29. Heartbreak Hotel (2006)

    Elisabeth and Gudrun are two Swedish divorcées, both over 40, who meet when Elisabeth parks her car on a loading zone and is ticketed by Gudrun. Despite this shaky start, a friendship grows between the two. Elizabeth, a gynecologist, is sexy and confident. She leads the shy Gudrun through the dangerous waters of single life. But as they cavort through the dance floors and bars of Stockholm's nightlife they are led to a deeper examination of the relationships with men.

    Why it matches: Similar story and style · both comedy

  30. The Small White Mouse (1964)

    „White mouse“ Fritz controls the traffic on Dresden’s Körner Square. Helene, who crosses the junction on her motor scooter every day, has taken a shine to Fritz a long while ago. Although Fritz yields right-of-way to her remarkably often, the two have not spoken to each other. In order to finally get to know him better, Helene deliberately performs a traffic violation. Her plan is working: She is ordered to take road safety education lessons from Fritz and they get closer. New problems arise in the shape of Mrs. Messmer who must pay a monetary fine. She feels discriminated against by Fritz and complains about him to his supervisor.

    Why it matches: Similar story and style · both comedy

Like Vacation Friends and something else?

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

Frequently asked questions

What are the best movies like Vacation Friends?

The closest matches to Vacation Friends are Vacation Friends 2 (2023), Barb & Star Go to Vista Del Mar (2021) and His Kind of Woman (1951). Below are 27 more, each with the reason it matches.

What should I watch after Vacation Friends?

Start with Vacation Friends 2 (2023), the closest match to Vacation Friends.

What is the highest-rated movie like Vacation Friends?

Fear and Loathing in Las Vegas (1998), rated 7.2/10 by 5,255 TMDB users.

What is the newest movie like Vacation Friends?

Over Your Dead Body (2026) is the most recent release on this list.

Are there English movies like Vacation Friends?

Yes: Vacation Friends 2 (2023), Barb & Star Go to Vista Del Mar (2021) and His Kind of Woman (1951).

How are movies similar to Vacation Friends chosen?

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