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Movies like A Sailor on Horseback (1940)

The best movies like A Sailor on Horseback (1940) are I Love You Again (1940), Heartbreakers (2001) and Love Is in the Air (2023). If A Sailor on Horseback hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. I Love You Again (1940)

    Boring businessman Larry Wilson recovers from amnesia and discovers he's really a con man...and loves his soon-to-be-ex wife.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  2. Heartbreakers (2001)

    Max and Page are a brilliant mother/daughter con team who have their grift down to a fine science. Max targets wealthy, willing men and marries them. Page then seduces them, and Max catches her husband in the act. Then it's off to palimony city and the next easy mark.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  3. Love Is in the Air (2023)

    A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  4. Feast of the Seven Fishes (2019)

    A slice of life story that follows a large Italian family on Christmas Eve as they prepare for the traditional Feast of the Seven Fishes, reminisce about the past and seek love in the future.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  5. Let's Make Love (1960)

    When billionaire Jean-Marc Clement learns that he is to be satirized in an off-Broadway revue, he passes himself off as an actor playing him in order to get closer to the beautiful star of the show, Amanda Dell.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  6. What a Way to Go! (1964)

    A four-time widow discusses her four marriages, in which all of her husbands became incredibly rich and died prematurely because of their drive to be rich.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  7. Christmas with You (2022)

    Feeling career burnout, pop star Angelina escapes to grant a young fan's wish in small-town New York, where she not only finds the inspiration to revitalize her career but also a shot at true love.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

  8. Champagne Problems (2025)

    A driven American exec heads to Paris determined to acquire a champagne brand by Christmas — and accidentally falls for the heir to the bubbly empire.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  9. Players (2024)

    New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing for keeps.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  10. Boot Camp (2024)

    Unathletic Whitney Carmichael signs up for an intense summer boot camp to reinvent herself and falls for her personal trainer. She then finds the strength to embrace her true self and ignore the others' expectations.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  11. Watching the Detectives (2007)

    Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets turned upside down and the line between reality and the movies quickly begins to blur.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  12. Splendor (1999)

    Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  13. Good Advice (2001)

    An investment banker loses everything and must discover what's really important in life.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  14. A Nice Girl Like You (2020)

    Lucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey of self-discovery, friendship, and new love.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  15. Falling for Christmas (2022)

    An engaged, spoiled hotel heiress finds herself in the care of a handsome, blue-collar lodge owner and his precocious daughter after getting amnesia in a skiing accident.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  16. Never Kiss a Man in a Christmas Sweater (2020)

    Single mom Maggie is facing Christmas alone until Lucas crashes into her life and becomes an unexpected house guest. Together they overcome Christmas while finding comfort in their growing bond.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  17. Girl on a Bicycle (2013)

    Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day turns Paolo's life upside down.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

  18. Little Italy (2018)

    Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  19. Whisky Galore (2016)

    The story of the inhabitants of the isolated Scottish island of Todday, in the Outer Hebrides, where gloom sets in as their wartime rationing of whisky runs out. When cargo ship the SS Cabinet Minister runs aground the shrewd islanders run rings around the buffoonish English Home Guard commander Captain Waggett and conspire to hide away cases of the precious amber nectar.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

  20. Marry Me at Christmas (2017)

    Organizing a Christmas wedding is a true treat for bridal boutique owner Madeline Krug. She loves the challenge of finding the perfect dress for the bride and orchestrating an exquisite event. What Madeline didn’t expect was to be swept off her feet by the bride’s gorgeous brother, movie star, Jonny Blaze. Jonny came to the quirky town of Fool’s Gold to support his sister -- not to fall in love. Yet Madeline is the most extraordinary woman he’s ever met, and she finds the real Jonny even more captivating than her celebrity crush. Will the action star be brave enough to take on the role of a lifetime?

    Why it matches: Recommended by TMDB viewers · both romance

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  21. Shooting Fish (1997)

    Two con artists hire an unwitting medical-school student as a secretary for their latest scam.

    Why it matches: Similar story and style · both comedy & romance

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  22. Every Girl Should Be Married (1948)

    Anabel Sims is determined to find the perfect husband. She thinks she's found her man in Madison Brown, a handsome pediatrician. She then prepares an elaborate scheme to trap him into marriage

    Why it matches: Similar story and style · both comedy & romance

  23. Nothing to Lose (1997)

    Advertising executive Nick Beame learns that his wife is sleeping with his employer. In a state of despair, he encounters a bumbling thief whose attempted carjacking goes awry when Nick takes him on an involuntary joyride. Soon the betrayed businessman and the incompetent crook strike up a partnership and develop a robbery-revenge scheme. But it turns out that some other criminals in the area don't appreciate the competition.

    Why it matches: Similar story and style · both comedy

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  24. 127 millones libres de impuestos (1981)

    Why it matches: Similar story and style · both comedy

  25. Just One of the Girls (1993)

    To save himself from the biggest bully in school, Chris Calder has to dress himself up like a girl to avoid Curt. When the disguise works, he is forced to stay a girl - with disastrous results. Curt falls for the new girl in school while Chris falls for the bully's sister, a beautiful blonde cheerleader. High school is hard enough without worrying if your wig is on straight. Chris soon find out he can't hid in his sister's skirts. But is he man enough to reveal his secret and fight for the girl he loves?

    Why it matches: Similar story and style · both comedy

  26. The Associate (1979)

    An unemployed investor creates a fictious business partner to attempt to improve business. Eventually, his creation gets out of control as his business becomes successful and his wife announces that she is in love with the partner and his son wishes the partner was his father -- although no one has ever seen him. To regain control, the man decides to "kill" his imaginary partner and is arrested for the murder.

    Why it matches: Similar story and style · both comedy

  27. The Producers (1968)

    A conniving Broadway producer and his meek accountant plan to profit from charming wealthy old biddies to invest in an overbudget production, and then put on a sure-fire disaster, so nobody will ask for their money back — and what's more disastrous than a tasteless musical celebrating Adolf Hitler.

    Why it matches: Similar story and style · both comedy

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  28. We're Talkin' Serious Money (1992)

    When a pair of misfits loses a New York mobster's money, they flee to Los Angeles, where a compromising video of powerful senators falls into their lap.

    Why it matches: Similar story and style · both comedy

  29. Tere Bin Laden (2010)

    Ali Hassan (Ali Zafar), a reporter with a downmarket TV channel in Karachi, is keen to go to USA for a better life, but his visa has been refused six times in seven years. In desperation, he gets hold of an Osama Bin Laden look alike and makes a fake Osama tape which he sells to the owner of his channel to raise money for a false identity, a new passport and better luck with US visa. As one can expect, it is far from smooth sailing for him and his friends, as they get into a series of comic situations.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  30. Corsarios del chip (1996)

    A blind detective and his assistant were hired to unmask some young hackers. Under the circumstances, the two investigators joined forces with young "hackers" to fight against a powerful businessman who set up a large telecommunications and computer network in order to defraud the stock market.

    Why it matches: Similar story and style · both comedy

Like A Sailor on Horseback and something else?

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

Frequently asked questions

What are the best movies like A Sailor on Horseback?

The closest matches to A Sailor on Horseback are I Love You Again (1940), Heartbreakers (2001) and Love Is in the Air (2023). Below are 27 more, each with the reason it matches.

What should I watch after A Sailor on Horseback?

Start with I Love You Again (1940), the closest match to A Sailor on Horseback.

What is the highest-rated movie like A Sailor on Horseback?

The Producers (1968), rated 7.1/10 by 958 TMDB users.

What is the newest movie like A Sailor on Horseback?

Champagne Problems (2025) is the most recent release on this list.

How are movies similar to A Sailor on Horseback chosen?

First come films that Trakt’s viewers watch alongside A Sailor on Horseback, 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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