Dynamic Watchlist Hub: Apr 17, 2026

10 Best Movies Like Who's Your Caddy?

If you loved Who's Your Caddy?, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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Expert Review & Ratings

See our full critical analysis and audience score for Who's Your Caddy?.

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#1
The Caddy

The Caddy

1953★ 6.4

Why watch this? A perfect follow-up to Who's Your Caddy? for fans of Comedy. It captures a similar light-hearted atmosphere.

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 A...

#2
Caddyshack

Caddyshack

1980★ 6.6

Why watch this? A perfect follow-up to Who's Your Caddy? for fans of Comedy. It captures a similar light-hearted atmosphere.

At an exclusive country club, an ambitious young caddy, Danny Noonan, eagerly pursues a caddy scholarship in hopes of attending college and, in turn, avoiding a job at the lumber y...

#3
Happy Gilmore 2

Happy Gilmore 2

2025★ 6.6

Why watch this? A perfect follow-up to Who's Your Caddy? for fans of Comedy. It captures a similar light-hearted atmosphere.

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....

#4
White Men Can't Jump

White Men Can't Jump

1992★ 6.6

Why watch this? A perfect follow-up to Who's Your Caddy? for fans of Comedy. It captures a similar light-hearted atmosphere.

Two street basketball hustlers try to con each other, then team up for a bigger score....

#5
Tin Cup

Tin Cup

1996★ 6.1

Why watch this? A perfect follow-up to Who's Your Caddy? for fans of Comedy. It captures a similar light-hearted atmosphere.

A washed up golf pro working at a driving range tries to qualify for the US Open in order to win the heart of his succesful rival's girlfriend....

#6
Watermelon Man

Watermelon Man

1970★ 6.3

Why watch this? A perfect follow-up to Who's Your Caddy? for fans of Comedy. It captures a similar light-hearted atmosphere.

A racist insurance agent lives in a typical suburban neighborhood, but his bigoted world of taunting and harassing black people on and off the job is turned upside down when his sk...

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