Skip to content

Movies like Gaynor & Ray

The best movies like Gaynor & Ray are Back to the Beach (1987), The Trouble with Angels (1966) and Seriously Single (2020). If Gaynor & Ray hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Back to the Beach (1987)

    A former beach boy and his wife go to California to visit their daughter and become part of the new beach scene.

    Why it matches: Recommended by TMDB viewers · both comedy

  2. The Trouble with Angels (1966)

    Mary and her friend, Rachel, are new students at St. Francis Academy, a boarding school run by the iron fist of Mother Superior. The immature teens grow bored and begin playing pranks on both the unsuspecting nuns and their unpleasant classmates, becoming a constant thorn in Mother Superior's side. However, as the years pass, Mary and Rachel slowly mature and begin to see the nuns in a different light.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  3. Seriously Single (2020)

    While her free-living bestie urges her to embrace singlehood, a commitment-craving social media expert can't stop following the life of a former love.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  4. 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

  5. The 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 this
  6. 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

    Popcorn FlickMovies like this
  7. Fun 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 this
  8. 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
  9. Private Valentine: Blonde & Dangerous (2008)

    When fluffy, bubble gum movie star Megan Valentine suddenly finds herself broke and humiliated in the public eye, she wanders from the wreckage of a car accident and witlessly enlists in the U.S. Army hoping in vain that it will change her life.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  10. The Hangover Part III (2013)

    This time, there's no wedding. No bachelor party. What could go wrong, right? But when the Wolfpack hits the road, all bets are off.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  11. The Bed Sitting Room (1969)

    In the hazy aftermath of World War III, the fallout from a 'nuclear misunderstanding' is producing strange mutations amongst the survivors, and the noble Lord Fortnum finds himself transforming into a bed sitting room.

    Why it matches: Recommended by TMDB viewers · both comedy

  12. Monkey Business (1952)

    Research chemist Barnaby Fulton works on a fountain of youth pill for a chemical company. One of the labs chimps gets loose in the laboratory and mixes chemicals, but then pours the mix into the water cooler. When trying one of his own samples, washed down with water from the cooler, Fulton begins to act just like a twenty-year-old and believes his potion is working. Soon his wife and boss are also behaving like children.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  13. Whitney Cummings: Can I Touch It? (2019)

    In her fourth stand-up special, Whitney Cummings returns to her hometown of Washington, D.C., and riffs on modern feminism, technology and more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  14. Rock-a-Bye Baby (1958)

    An average television repairman must care for the newborn triplets of his former hometown sweetheart—now a famous movie star—so her career will not suffer.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  15. Held 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

  16. American 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

  17. George Carlin: It's Bad for Ya! (2008)

    It's Bad For Ya, Carlin's Emmy nominated 14th and final HBO special from March of 2008 features Carlin's noted irreverent and unapologetic observations on topics ranging from death, religion, bureaucracy, patriotism, overprotected children and big business to the pungent examinations of modern language and the decrepit state of the American culture.

    Why it matches: Recommended by TMDB viewers · both comedy

    Absolute CinemaMovies like this
  18. 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

    Popcorn FlickMovies like this
  19. Bill Burr: Walk Your Way Out (2017)

    No-nonsense comic Bill Burr takes the stage in Nashville and riffs on fast food, overpopulation, dictators and gorilla sign language.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Me 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

  21. Bewitched (2021)

    It's more dificult to love than to be bewitched. The film has as it's central theme the loving separation, but the consequences of this separation are attributed to occult forces that throwing the protagonist in the world of Afro-Brazilian mystical religions.

    Why it matches: Similar story and style · both comedy

  22. The Apartment (1960)

    Bud Baxter is a minor clerk in a huge New York insurance company, until he discovers a quick way to climb the corporate ladder. He lends out his apartment to the executives as a place to take their mistresses. Although he often has to deal with the aftermath of their visits, one night he's left with a major problem to solve.

    Why it matches: Similar story and style · both comedy

    Absolute CinemaMovies like this
  23. Chocolat (2000)

    In the winter of 1959, a single mother and her young daughter arrive in a rural French town, where they open an unusual chocolate shop that disrupts the moral fiber of the strictly Catholic townsfolk and mayor.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  24. Notting Hill (1999)

    London bookstore owner William Thacker's quiet life turns upside down when a chance encounter with famous actress Anna Scott sparks an unlikely romance challenged by their vastly different worlds.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  25. 50 First Dates (2004)

    Henry is a player skilled at seducing women. But when this veterinarian meets Lucy, a girl with a quirky problem when it comes to total recall, he realizes it's possible to fall in love all over again…and again, and again. That's because the delightful Lucy has no short-term memory, so Henry must woo her day after day until he finally sweeps her off her feet.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  26. Fools Rush In (1997)

    After a one night stand with Alex, Isabel realizes that she is pregnant and they decide to get married. However, along with the marriage comes compromise of one's own cultural traditions.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  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. 2 Days in Paris (2007)

    Marion and Jack try to rekindle their relationship with a visit to Paris, home of Marion's parents — and several of her ex-boyfriends.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  29. He Loves Me Not (2026)

    An aspiring actress chosen as a wild card for a reality TV dating show uses a secret elixir to win the heart of the star, but when her deception is revealed, she discovers a messy but real chance for love.

    Why it matches: Similar story and style · both comedy

  30. The Ex-Change (2025)

    A man’s life is turned upside down when his ex swaps bodies with his girlfriend. With his relationship and career hanging in the balance, he must navigate this chaotic love triangle and switch them back—before he loses everything.

    Why it matches: Similar story and style · both comedy

Like Gaynor & Ray and something else?

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

Frequently asked questions

What are the best movies like Gaynor & Ray?

The closest matches to Gaynor & Ray are Back to the Beach (1987), The Trouble with Angels (1966) and Seriously Single (2020). Below are 27 more, each with the reason it matches.

What should I watch after Gaynor & Ray?

Start with Back to the Beach (1987), the closest match to Gaynor & Ray.

What is the highest-rated movie like Gaynor & Ray?

The Apartment (1960), rated 8.2/10 by 2,846 TMDB users.

What is the newest movie like Gaynor & Ray?

He Loves Me Not (2026) is the most recent release on this list.

Are there English movies like Gaynor & Ray?

Yes: Back to the Beach (1987), The Trouble with Angels (1966) and Seriously Single (2020).

How are movies similar to Gaynor & Ray chosen?

First come films that Trakt’s viewers watch alongside Gaynor & Ray, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

↑ ↓ to move · Enter to open · Full search page