Dynamic Watchlist Hub: Apr 15, 2026

10 Best Movies Like A Pirate Bold

If you loved A Pirate Bold, 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 A Pirate Bold.

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#1
Peter Rabbit 2: The Runaway

Peter Rabbit 2: The Runaway

2021★ 7.0

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

Peter Rabbit runs away from his human family when he learns they are going to portray him in a bad light in their book. Soon, he crosses paths with an older rabbit who ropes him in...

#2
Carry On Regardless

Carry On Regardless

1961★ 6.2

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

After a bunch of no-hopers approaches an employment agency, the anarchy mounts as they do a series of odd jobs, including a chimp's tea party, trying to stay sober at a wine tastin...

#3
The Trouble with Angels

The Trouble with Angels

1966★ 6.7

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

Mary and her friend, Rachel, are new students at St. Francis Academy, a boarding school run by the iron fist of Mother Superior. The immature teens grow bored and begin playing pra...

#4
Why Worry?

Why Worry?

1923★ 6.5

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

A hypochondriac vacations in the tropics for the fresh air - and finds himself in the middle of a revolution instead....

#5
The Air Up There

The Air Up There

1994★ 6.2

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

Jimmy Dolan is a college basketball coach who wants a big promotion. To get it, he needs to make a dramatic find. He ends up deep in Africa, hoping to recruit Saleh, a huge basketb...

#6
What a Way to Go!

What a Way to Go!

1964★ 7.1

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

A four-time widow discusses her four marriages, in which all of her husbands became incredibly rich and died prematurely because of their drive to be rich....

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