Movies like The Shady Sailor (2011)
The best movies like The Shady Sailor (2011) are Three Men and a Cradle (1985), Mr. Roosevelt (2017) and One Hundred and One Nights (1995). If The Shady Sailor hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedFamily Resemblances (1996)7.4/10 from 333 votes
- NewestLOL 2.0: Anne’s Golden Hour (2026)Released 2026
- In FrenchThree Men and a Cradle (1985)Also in French
Three Men and a Cradle (1985)
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, and asks him if he can leave it discreetly at their place. Jacques agrees and, as he works as a steward, flies away for a one-month trip in Japan, telling Pierre and Michel about the package. Then, one of Jacques' former girlfriends drops a baby before their door, making Pierre and Michel believing it is the package they are waiting for. Their lives are then completely changed.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMr. Roosevelt (2017)
A young woman returns home and must confront her ex-boyfriend when an unexpected tragedy occurs.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisOne Hundred and One Nights (1995)
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.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Trouble with Angels (1966)
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 their unpleasant classmates, becoming a constant thorn in Mother Superior's side. However, as the years pass, Mary and Rachel slowly mature and begin to see the nuns in a different light.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisComme t'y es belle ! (2006)
Isa, Alice, Léa and Nina, linked by their Sephardic families as much as by their friendship, share their lives between love affairs, a beauty institute under fiscal control, children to raise, an undocumented Moroccan nanny to marry, repeated diets, family and religious holidays to honor, but before being beautiful, their biggest challenge is to be themselves.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisIt Boy (2013)
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 holds the key to her promotion.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLOL 2.0: Anne’s Golden Hour (2026)
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 matters worse, her son, Théo, announces that she's going to be a grandmother! Anne realizes that life never goes as planned and that, at any age, we are still learning to grow up.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLions Love (1969)
Three actors in Hollywood live and love together. A director comes from New York to make a movie about actors and Hollywood.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisGarfunkel and Oates: Trying to be Special (2016)
Garkfunkel and Oates: Trying to Be Special is the first special by the musical comedy duo of Kate Micucci and Riki Lindhome. The pair filmed the special at the Neptune Theatre in Seattle, and it features songs, comedy, and a new Garfunkel and Oates music video.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisBack to the Beach (1987)
A former beach boy and his wife go to California to visit their daughter and become part of the new beach scene.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisWe Will All Meet in Paradise (1977)
Having fortuitously discovered a photograph in which Marthe embraces someone unknown, Étienne Dorsay becomes jealous and imagines various stratagems to identify the lover. In the meantime, he and his friends acquire a weekend house for a very low price.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLost in Paris (2017)
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.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisFlashback (2021)
A female lawyer travels back in time and crosses paths with other women in history who fought for women's rights.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisSeriously Single (2020)
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.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisCadet Kelly (2002)
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.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisFamily Resemblances (1996)
An upper middle-class French family celebrates a birthday in a restaurant. In one evening and during one meal, family history, tensions, collective and separate grudges, delights, and memories both clash and coalesce.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisLOL (Laughing Out Loud) (2009)
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.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJackass Presents: Bad Grandpa (2013)
86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisRebels (2019)
Sandra, a young woman forced to leave the south of France to flee a violent husband. Without attachment, she returned to Boulogne-sur-Mer, the city of her childhood which she left almost 15 years ago. She finds her mother there and a world she left behind. Without money, she is hired in a fish cannery where she befriends two workers. But one day, one of her colleagues tackles her insistently, she defends herself and kills him accidentally.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Seventh Company Outdoors (1977)
The third part of Seventh Company adventures.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisFour Rooms (1995)
It's Ted the Bellhop's first night on the job...and the hotel's very unusual guests are about to place him in some outrageous predicaments. It seems that this evening's room service is serving up one unbelievable happening after another.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisKiss Me, Frog (2000)
Modern version of The Frog King. Out of an impulse, 15-year-old Anna kisses a frog which then turns into a prince. But the curse is not solved that easily.
Why it matches: Similar story and style · both comedy
Amour Fou (2014)
Heinrich wishes to conquer death through love, and when he meets Henriette, the wife of a business acquaintance, she expresses interest in a suicide pact when she learns she has a terminal illness.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisFine (2016)
A short film about the endless fight of two woman. A Mexican and Bosnian co-production set in Sarajevo.
Why it matches: Similar story and style · both comedy
Zoo (1988)
Martina lives in the Rome's zoo, because her father is the guardian. She becomes friend with a young Slavic escaped from a gypsy camp. When the police arrives searching for the kid, they run away riding an elephant!
Why it matches: Similar story and style · both comedy
Butch Jamie (2008)
The film follows the story of Jamie, a struggling butch lesbian actress who gets cast as a man in a film. The main plot is a romantic comedy between Jamie's male alter-ego, "Male Jamie," and Jill, a heterosexual woman on set. The film's subplots include Jamie's bisexual roommate Lola and her cat actor Howard, Lola's abrasive butch German girlfriend Andi, and Jamie's gay Asian friend David.
Why it matches: Similar story and style · both comedy
Killing the Devil (1970)
A lonely woman gets more than she bargained for when she begins wooing Mr Devil, an insatiable glutton who turns out to be the boyfriend from Hell.
Why it matches: Similar story and style · both comedy
A Trip Around the World (1964)
A highly fictionalized account of the first Serbian foreign-lottery winner - Jovanče Micić, a merchant from Jagodina who went on to travel the whole world in the company of his Hungarian mistress and Montenegrin friend with a wooden leg.
Why it matches: Similar story and style · both comedy
Eagles Fly Early (1966)
A group of kids from the Bosnian village often run away from school from the terror of Pepper, a teacher who got his nickname because of his red nose. Soon they formed a brigand division, but have been discovered and caught. The sudden arrival of year 1941 turns their game into reality.
Why it matches: Similar story and style · both comedy
Dallas Doll (1994)
Dallas, an American golf tutor, arrives in a quiet Sydney suburb to teach at the local school and sets about causing chaos with the family she stays with.
Why it matches: Similar story and style · both comedy
Like The Shady Sailor and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like The Shady Sailor?
The closest matches to The Shady Sailor are Three Men and a Cradle (1985), Mr. Roosevelt (2017) and One Hundred and One Nights (1995). Below are 27 more, each with the reason it matches.
What should I watch after The Shady Sailor?
Start with Three Men and a Cradle (1985), the closest match to The Shady Sailor.
What is the highest-rated movie like The Shady Sailor?
Family Resemblances (1996), rated 7.4/10 by 333 TMDB users.
What is the newest movie like The Shady Sailor?
LOL 2.0: Anne’s Golden Hour (2026) is the most recent release on this list.
Are there French movies like The Shady Sailor?
Yes: Three Men and a Cradle (1985), One Hundred and One Nights (1995) and Comme t'y es belle ! (2006).
How are movies similar to The Shady Sailor chosen?
First come films that Trakt’s viewers watch alongside The Shady Sailor, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.