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

Happy Gilmore 2 (2025)
★ 6.5/10Also comedyHappy 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

Keeping the Faith (2000)
★ 6.1/10Also comedy and romanceBest 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

John Tucker Must Die (2006)
★ 6.1/10Also comedy and romanceAfter 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

Happy Gilmore (1996)
★ 6.7/10Also comedyFailed 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

Valentine's Day (2010)
★ 5.9/10Also comedy and romanceIntertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine's Day.
- 6

To All the Boys: P.S. I Still Love You (2020)
★ 6.8/10Also romance and comedyLara 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

Yoh! Bestie (2026)
★ 6.3/10Also romance and comedyThando 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

What Happens in Vegas (2008)
★ 6.1/10Also comedy and romanceDuring 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

Addicted to Love (1997)
★ 6.2/10Also comedy and romanceGood-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

I ♥ Huckabees (2004)
★ 6.3/10Also comedy and romanceA 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

The Rebound (2009)
★ 6.5/10Also romance and comedyUpon 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

The Woman in Red (1984)
★ 6.3/10Also comedy and romanceWhen 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

My Best Friend's Wedding (1997)
★ 6.6/10Also comedy and romanceWhen 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

The Lonely Guy (1984)
★ 6.2/10Also comedy and romanceA 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

The Dink (2026)
★ 6.4/10Also comedyDesperate 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

The Kissing Booth 3 (2021)
★ 6.8/10Also romance and comedyIt'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

Little Manhattan (2005)
★ 7.2/10Also comedy and romanceTen-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

Happy Together (1989)
★ 5.9/10Also comedy and romanceChristopher 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

The Wrong Paris (2025)
★ 6.7/10Also romance and comedyDawn 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

The Caddy (1953)
★ 6.4/10Also comedyAlthough 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.