Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like Sundowners

If you loved Sundowners, 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 Sundowners.

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#1
Held Up

Held Up

1999★ 5.8

Why watch this? A perfect follow-up to Sundowners for fans of Comedy. It captures a similar light-hearted atmosphere.

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...

#2
Easy Money

Easy Money

1983★ 6.0

Why watch this? A perfect follow-up to Sundowners for fans of Comedy. It captures a similar light-hearted atmosphere.

To inherit his mother-in-law's colossal fortune, a hard living gambling addict must change his unhealthy ways before it gets the best of him....

#3
Chris Rock: Kill the Messenger

Chris Rock: Kill the Messenger

2008★ 7.6

Why watch this? A perfect follow-up to Sundowners for fans of Comedy. It captures a similar light-hearted atmosphere.

An HBO special edited from three performances from Chris Rock's 2008 comedy tour: London (dark suit, dark shirt), Johannesburg (black suit, white shirt) and New York (shiny jacket)...

#4
Jim Jefferies: Freedumb

Jim Jefferies: Freedumb

2016★ 7.3

Why watch this? A perfect follow-up to Sundowners for fans of Comedy. It captures a similar light-hearted atmosphere.

Returning for a second Netflix comedy special, Jim Jefferies unleashes his famously ferocious black humor to a packed house in Nashville, Tennessee....

#5
The Odd Couple II

The Odd Couple II

1998★ 6.4

Why watch this? A perfect follow-up to Sundowners for fans of Comedy. It captures a similar light-hearted atmosphere.

Brucey, the son of Oscar, calls his father to invite him to his wedding to Felix's daughter next Sunday in California. Oscar and Felix meet again at Los Angeles International Airpo...

#6
The Errand Boy

The Errand Boy

1961★ 6.1

Why watch this? A perfect follow-up to Sundowners for fans of Comedy. It captures a similar light-hearted atmosphere.

Paramutual Pictures wants to know where all the money is going so they hire Morty to be their spy. Morty works for Mr. Sneak and gets a job in the mail room so that he can have acc...

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