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Movies Like Pleasure Island
Find movies like Pleasure Island using TMDB similarity plus Movie Rankings community context. Our top current pick is Singin' in the Rain. Browse 18 related titles with direct links to rankings, cast pages, and matchup data.
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Singin' in the Rain
1952
In 1927 Hollywood, a silent film star falls for a chorus girl just as he and his paranoid screen partner struggle to make the difficult transition to talking pictures.
Steamboat Willie
1928
Mickey Mouse, piloting a steamboat, delights his passenger, Minnie Mouse, by making musical instruments out of the menagerie on deck.
The Freshman
1925
An unathletic college freshman ridiculed by his peers for his mannerisms strives to become popular by making the football team.
Anchors Aweigh
1945
Two sailors on shore leave head out for four days of partying – only to become involved in the affairs of an aspiring singer and her precocious nephew.
How to Marry a Millionaire
1953
Three women set out to find eligible millionaires to marry, but find true love in the process.
The Rutles: All You Need Is Cash
1978
The story of the rise and fall of the Pre-Fab Four.
Mischief
1985
1956: The shy Jonathan's luck with girls changes when he wins the rebellious Gene as a friend in his last year of high school. Gene is adored by many girls and manages to teach Jonathan a few lessons. Gene himself would rather just be with one girl: his girlfriend Bunny. But since his father is poor, her parents don't accept him.
No Hard Feelings
2023
On the brink of losing her childhood home, Maddie discovers an intriguing job listing: wealthy helicopter parents looking for someone to “date” their introverted 19-year-old son, Percy, before he leaves for college. To her surprise, Maddie soon discovers the awkward Percy is no sure thing.
Silent Movie
1976
Aspiring filmmakers Mel Funn, Marty Eggs and Dom Bell go to a financially troubled studio with an idea for a silent movie. In an effort to make the movie more marketable, they attempt to recruit a number of big name stars to appear, while the studio's creditors attempt to thwart them.
The Game Plan
2007
Bachelor football star Joe Kingman seems to have it all. He is wealthy and carefree, and his team is on the way to capturing a championship. Suddenly, he is tackled by some unexpected news: He has a young daughter, the result of a last fling with his ex-wife. Joe must learn to balance his personal and professional lives with the needs of his child.
Plane Crazy
1929
Referred as the actual first Mickey Mouse short. Inspired by Lindbergh's flight from New York to Paris, Mickey builds a plane to take Minnie for a trip.
The Ladies Man
1961
After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many, many women. Can he live in the same home with all these females?
Watching the Detectives
2007
Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets turned upside down and the line between reality and the movies quickly begins to blur.
Date with Love
2016
When a boy’s video to a female star goes viral, it scores him a date with his celebrity crush to the prom. Complications arise when the famous starlet falls for the boy’s small-town teacher.
American Pie 2
2001
After a year apart - attending different schools, meeting different people - the guys rent a beach house and vow to make this the best summer ever. As it turns out, whether that will happen or not has a lot to do with the girls. Between the wild parties, outrageous revelations and yes, a trip to band camp, they discover that times change and people change, but in the end, it's all about sticking together.
The Hammer
2007
Approaching forty, Ferro is unsatisfied with his life as a construction worker and part-time boxing instructor in Los Angeles, CA. After a successful bout with a young pro boxer, Ferro decides to don the gloves one last time. The movie recounts his unlikely quest for Olympic gold.
Fired Up!
2009
Popular high schoolers and best friends Shawn and Nick decide to ditch football camp for cheerleader camp. For the girls and for the glory.
Blue Hawaii
1961
Chad Gates has just been discharged from the Army, and is happy to be back in Hawaii with his surf-board, his beach buddies and his girlfriend.
What are the best movies like Pleasure Island?
Singin' in the Rain is the strongest current recommendation on this page for viewers looking for movies like Pleasure Island.
How many recommendations are on the Pleasure Island page?
This page currently lists 18 related titles for Pleasure Island.
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Last refreshed from site data on May 9, 2026.