Dynamic Watchlist Hub: May 11, 2026

10 Best Movies Like That Sinking Feeling

If you loved That Sinking Feeling, 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 That Sinking Feeling.

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#1
Stone of Destiny

Stone of Destiny

2008★ 6.5

Why watch this? A perfect follow-up to That Sinking Feeling for fans of Comedy & Drama & Crime. It captures a similar light-hearted atmosphere.

Tells of the daring heist of The Stone of Destiny in the 1950s by a charming group of idealistic Scottish undergraduates, whose action rekindled Scottish nationalistic pride....

#2
Bandits

Bandits

2001★ 6.3

Why watch this? A perfect follow-up to That Sinking Feeling for fans of Comedy & Crime. It captures a similar light-hearted atmosphere.

After escaping from prison, Joe and Terry go on a crime spree, robbing banks through Oregon and California in order to finance their scheme for a new life south of the border. Unfo...

#3
Welcome to Collinwood

Welcome to Collinwood

2002★ 6.1

Why watch this? A perfect follow-up to That Sinking Feeling for fans of Comedy & Crime. It captures a similar light-hearted atmosphere.

Five hapless inner-city low-lifes attempt to burgle a pawnbroker's safe, but end up being plagued by bad luck....

#4
Fun with Dick and Jane

Fun with Dick and Jane

2005★ 6.2

Why watch this? A perfect follow-up to That Sinking Feeling for fans of Comedy & Crime. It captures a similar light-hearted atmosphere.

After Dick Harper loses his job at Globodyne in an Enron-esque collapse, he and his wife, Jane, turn to crime in order to handle the massive debt they now face. Two intelligent peo...

#5
Where the Money Is

Where the Money Is

2000★ 6.0

Why watch this? A perfect follow-up to That Sinking Feeling for fans of Comedy & Drama & Crime. It captures a similar light-hearted atmosphere.

Henry Manning has come up with a new way to break out of prison: fake a stroke and get transferred to a nursing home. It's a perfect plan, except for one thing: the woman assigned ...

#6
Robbery

Robbery

1967★ 6.6

Why watch this? A perfect follow-up to That Sinking Feeling for fans of Drama & Crime. It captures a similar emotionally gripping atmosphere.

In this fictionalised account of the Great Train Robbery, career criminal Paul Clifton plans an audacious crime: the robbery of a mail train carrying millions in cash....

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