Movies Like The Pirates of Penzance

If you liked The Pirates of Penzance (1993), a romance and adventure movie directed by Peter Butler, 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
The Pirate (1948)
★ 6.5/10Also romance and comedy
A girl is engaged to the local richman, but meanwhile she has dreams about the legendary pirate Macoco. A traveling singer falls in love with her and to impress her he poses as the pirate.
2
The Pirates of Penzance (1983)
★ 6.1/10Also comedy and romance
As a young child, Frederic had been apprenticed to a pirate by mistake when he should have been apprenticed to a pilot. Now, having reached his 21st year, Frederic's indentures are at last over and he happily leaves…
3
Fairy Tales (1978)
★ 6/10Also adventure and comedy
On his twenty-first birthday, the Prince goes on a quest that takes him across the land searching for the one woman that gets him sexually excited, Princess Sleeping Beauty.
4
Muppet Treasure Island (1996)
★ 6.7/10Also adventure and comedy
Young Jim Hawkins and his two best friends, Gonzo and Rizzo, embark on a voyage across the high seas in search of buried treasure, but soon find that not everyone onboard can be trusted.
5
What's Love Got to Do with It? (2023)
★ 6.1/10Also romance and comedy
Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.
6
Scooby-Doo! Pirates Ahoy! (2006)
★ 7.4/10Also comedy and adventure
It's horror on the high seas when Scooby-Doo and the gang take a creepy cruise into one of the world's most mysterious places, the Bermuda Triangle! If Scooby, Shaggy and the gang can't solve this mystery, they may…
7
Yoh! Bestie (2026)
★ 6.2/10Also romance and comedy
Thando 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
Let's Make Love (1960)
★ 6.4/10Also comedy and romance
When billionaire Jean-Marc Clement learns that he is to be satirized in an off-Broadway revue, he passes himself off as an actor playing him in order to get closer to the beautiful star of the show, Amanda Dell.
9
The Owl and the Pussycat (1970)
★ 6.2/10Also comedy and romance
Meek, owlish Felix and strident, catty Doris live in the same apartment building. His incessant typing bothers her; her gentlemen callers bother him. Felix informs the landlord of her activities, so Doris moves in on…
10
Pirates (1986)
★ 6.3/10Also adventure and comedy
The adventures of pirate Captain Red and his first mate Frog.
11
The Wrong Paris (2025)
★ 6.7/10Also romance and comedy
Dawn 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.
12
Meet Cute (2022)
★ 5.8/10Also comedy and romance
A wildly inventive deconstruction of the romantic comedy built around the question: What would you do if you could travel to your loved ones’ past, heal their traumas, fix their problems, and change them into the…
13
Girl on a Bicycle (2013)
★ 5.9/10Also comedy and romance
Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day…
14
How to Marry a Millionaire (1953)
★ 6.8/10Also comedy and romance
Three women set out to find eligible millionaires to marry, but find true love in the process.
15
Hollywood Stargirl (2022)
★ 6.6/10Also comedy and romance
When Stargirl's mother is hired as the costume designer on a movie, they relocate to L.A., where Stargirl quickly becomes involved with an eclectic assortment of characters.
16
Players (2024)
★ 6.1/10Also romance and comedy
New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing…
17
Zack and Miri Make a Porno (2008)
★ 6.3/10Also comedy and romance
Lifelong platonic friends Zack and Miri look to solve their respective cash-flow problems by making an adult film together. As the cameras roll, however, the duo begin to sense that they may have more feelings for each…
18
Balls Up (2026)
★ 5.8/10Also comedy and adventure
Two marketing executives go "balls out" and pitch a bold full‑coverage condom sponsorship with the World Cup. After their drunken celebration in Brazil sparks a global scandal, they must outrun furious fans, criminals…
19
Love, Weddings & Other Disasters (2020)
★ 6/10Also romance and comedy
A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
20
Little Italy (2018)
★ 6.6/10Also comedy and romance
Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?