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Movies Like Tin Cup

If you liked Tin Cup (1996), a romance and comedy movie directed by Ron Shelton, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

  1. 1Happy Gilmore 2

    Happy Gilmore 2 (2025)

    ★ 6.5/10Also comedy

    Happy Gilmore isn't done with golf — not by a long shot. Since his retirement after his first Tour Championship win, Gilmore returns to finance his daughter's ballet classes.

  2. 2Keeping the Faith

    Keeping the Faith (2000)

    ★ 6.1/10Also comedy and romance

    Best friends since they were kids, Rabbi Jacob Schram and Father Brian Finn are dynamic and popular young men living and working on New York's Upper West Side. When Anna Reilly, once their childhood friend and now…

  3. 3John Tucker Must Die

    John Tucker Must Die (2006)

    ★ 6.1/10Also comedy and romance

    After discovering they are all dating the same same guy, three popular students from different cliques band together for revenge, so they enlist the help of a new gal in town and conspire to break the jerk's heart…

  4. 4Happy Gilmore

    Happy Gilmore (1996)

    ★ 6.7/10Also comedy

    Failed hockey player-turned-golf whiz Happy Gilmore — whose unconventional approach and antics on the green courts the ire of rival Shooter McGavin — is determined to win a PGA tournament so he can save his granny's…

  5. 5Valentine's Day

    Valentine's Day (2010)

    ★ 5.9/10Also comedy and romance

    Intertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine's Day.

  6. 6To All the Boys: P.S. I Still Love You

    To All the Boys: P.S. I Still Love You (2020)

    ★ 6.8/10Also romance and comedy

    Lara Jean and Peter have just taken their romance from pretend to officially real when another recipient of one of her love letters enters the picture.

  7. 7Yoh! Bestie

    Yoh! Bestie (2026)

    ★ 6.3/10Also romance and comedy

    Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.

  8. 8What Happens in Vegas

    What Happens in Vegas (2008)

    ★ 6.1/10Also comedy and romance

    During a wild vacation in Las Vegas, career woman Joy McNally and playboy Jack Fuller come to the sober realization that they have married each other after a night of drunken abandon. They are then compelled, for legal…

  9. 9Addicted to Love

    Addicted to Love (1997)

    ★ 6.2/10Also comedy and romance

    Good-natured astronomer Sam is devastated when the love of his life leaves him for a suave Frenchman. He therefore does what every other normal dumpee would do — go to New York and set up home in the abandoned building…

  10. 10I ♥ Huckabees

    I ♥ Huckabees (2004)

    ★ 6.3/10Also comedy and romance

    A husband-and-wife team play detective, but not in the traditional sense. Instead, the happy duo helps others solve their existential issues, the kind that keep you up at night, wondering what it all means.

  11. 11The Rebound

    The Rebound (2009)

    ★ 6.5/10Also romance and comedy

    Upon discovering her husband's infidelity, Sandy leaves the suburbs and moves into the city. There, she befriends Aram, a guy whose wife only married him so she could get a green card. Sandy hires Aram to be her nanny…

  12. 12The Woman in Red

    The Woman in Red (1984)

    ★ 6.3/10Also comedy and romance

    When a happily married family man, who would never consider an affair, meets a beautiful woman in red, he is totally infatuated and desperate to make her acquaintance. However, as he tries out various schemes to sneak…

  13. 13My Best Friend's Wedding

    My Best Friend's Wedding (1997)

    ★ 6.6/10Also comedy and romance

    When she receives word that her longtime platonic pal Michael O'Neal is getting married to debutante Kimberly Wallace, food critic Julianne Potter realizes her true feelings for Michael -- and sets out to sabotage the…

  14. 14The Lonely Guy

    The Lonely Guy (1984)

    ★ 6.2/10Also comedy and romance

    A writer for a greeting card company learns the true meaning of loneliness when he comes home to find his girlfriend in bed with another man.

  15. 15The Dink

    The Dink (2026)

    ★ 6.4/10Also comedy

    Desperate to save a struggling country club and earn his father's respect, a washed-up tennis pro is compelled to break a sacred vow and do the unthinkable: play pickleball.

  16. 16The Kissing Booth 3

    The Kissing Booth 3 (2021)

    ★ 6.8/10Also romance and comedy

    It's the summer before Elle heads to college, and she has a secret decision to make. Elle has been accepted into Harvard, where boyfriend Noah is matriculating, and also Berkeley, where her BFF Lee is headed and has to…

  17. 17Little Manhattan

    Little Manhattan (2005)

    ★ 7.2/10Also comedy and romance

    Ten-year-old Gabe Burton is just an average kid growing up in Manhattan until Rosemary Telesco walks into his karate class. But before Gabe can tell Rosemary how he feels, she reveals that she won't be going to public…

  18. 18Happy Together

    Happy Together (1989)

    ★ 5.9/10Also comedy and romance

    Christopher is an ambitious college freshman, striving to become a writer. Through a computer fault he's assigned the same room as Alex, a real party freak and... a girl! He's annoyed and tries to get a different room…

  19. 19The Wrong Paris

    The Wrong Paris (2025)

    ★ 6.7/10Also romance and comedy

    Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.

  20. 20The Caddy

    The Caddy (1953)

    ★ 6.4/10Also comedy

    Although the son of a skilled golfer and an outstanding player in his own right, Harvey Miller is too nervous to play in front of a gallery, so he acts as coach and caddy for Joe Anthony, his girlfriend's brother.

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