Movies Like The Shady Sailor

If you liked The Shady Sailor (2011), a comedy movie directed by Sophie Letourneur, 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 Trouble with Angels (1966)
★ 6.7/10Also comedy
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 pranks on both the unsuspecting nuns and…
2
One Hundred and One Nights (1995)
★ 6.1/10Also comedy
Monsieur Cinema, a hundred years old, lives alone in a large villa. His memories fade away, so he engages a young woman to tell him stories about all the movies ever made.
3
It Boy (2013)
★ 6.5/10Also comedy
38-year-old Alice has everything to become the next editor-in-chief of Rebelle magazine except for her uptight image. But when the young and charming Balthazar, barely 20, crosses Alice's path, she realizes that he…
4
Three Men and a Cradle (1985)
★ 6.4/10Also comedy
Three young men - Jacques, Pierre, and Michel - share an apartment in Paris, and have many girlfriends and parties. Once, during a party, a friend of Jacques' tells him he has a quite compromising package to deliver…
5
LOL 2.0: Anne’s Golden Hour (2026)
★ 6/10Also comedy
At 55, Anne is finally enjoying her freedom after her children leave home. But everything changes when her 23-year-old daughter, Louise, moves back in with her after a professional and romantic failure. And to make…
6
Seriously Single (2020)
★ 6.8/10Also comedy
While her free-living bestie urges her to embrace singlehood, a commitment-craving social media expert can't stop following the life of a former love.
7
Lost in Paris (2017)
★ 6.1/10Also comedy
Fiona visits Paris for the first time to assist her myopic Aunt Martha. Catastrophes ensue, mainly involving Dom, a homeless man who has yet to have an emotion or thought he was afraid of expressing.
8
Jackass Presents: Bad Grandpa (2013)
★ 6.2/10Also comedy
86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
9
LOL (Laughing Out Loud) (2009)
★ 6.5/10Also comedy
Lola is a striking teenaged girl who is on the cusp of adulthood and longs to rush into the adult world of independence, freedom and sexual exploits, but is tenaciously held back by her mother.
10
Beau Hunks (1931)
★ 6.8/10Also comedy
Stan and Ollie join the French Foreign Legion after Ollie's sweetheart rejects him.
11
Wet Hot American Summer (2001)
★ 6.2/10Also comedy
It's the last day of Camp Firewood's season, but there's still time for the big talent show, a little romance… and for everyone to be wiped out by the piece of NASA's Skylab that's hurtling toward Earth.
12
Rookie of the Year (1993)
★ 6.2/10Also comedy
When the cast comes off his once broken arm, a 12-year-old boy can throw a 100-mile-an-hour fastball, and the Chicago Cubs want him as their new pitcher.
13
Lions Love (1969)
★ 5.9/10Also comedy
Three actors in Hollywood live and love together. A director comes from New York to make a movie about actors and Hollywood.
14
Spa Weekend (2026)
★ 6.5/10Also comedy
Four lifelong friends realize that somewhere between careers, relationships, families, and everyday responsibilities, they’ve forgotten how to take care of themselves and each other. Burned out and overdue for a break…
15
Cadet Kelly (2002)
★ 6.2/10Also comedy
Hyperactive teenager Kelly is enrolled into a military school when her new stepfather becomes the Commandant. At first she has problems fitting in and taking orders until she tries out for the drill team.
16
Divorce French Style (2016)
★ 6.1/10Also comedy
Two years have passed. After missing their separation, the Leroy seem perfectly successful in their divorce. But the appearance of two new lovers in the life of Vincent and Florence will set fire to the powders. The…
17
Themroc (1973)
★ 6.4/10Also comedy
Themroc, a bachelor house painter living at home with his mother, leads a sad and colorless life. One day, after a run-in with his boss, he rebels. He wrecks his apartment, rejects every facet of bourgeois life, and…
18
Parade (1974)
★ 5.9/10Also comedy
The story of a big party during which Jacques Tati brings together audience members, performers, clowns, children, and himself.
19
The Brats (2013)
★ 6.1/10Also comedy
Newly engaged, Thomas meets his future father-in-law Gilbert, who has been married for 30 years to Suzanne. Disillusioned Gilbert is convinced that his marriage has meant he's missed out on life. He persuades Thomas…
20
Thunderstruck (2012)
★ 6.2/10Also comedy
After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.