Movies like Sailors on Leave (1941)
The best movies like Sailors on Leave (1941) are Guava Island (2019), Pitch Perfect 3 (2017) and The Happiest Days of Your Life (1950). If Sailors on Leave hooked you with its music and comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedBang, Boom, Bang (1999)7.5/10 from 244 votes
- NewestQuiz Lady (2023)Released 2023
Guava Island (2019)
Deni Maroon, a musician and dock worker is determined to pull off a music festival against the interests of the local factory owner.
Why it matches: Recommended by TMDB viewers · both comedy & music
Popcorn FlickMovies like thisPitch Perfect 3 (2017)
After the highs of winning the world championships, the Bellas find themselves split apart and discovering there aren't job prospects for making music with your mouth. But when they get the chance to reunite for an overseas USO tour, this group of awesome nerds will come together to make some music, and some questionable decisions, one last time.
Why it matches: Recommended by TMDB viewers · both music & comedy
Popcorn FlickMovies like thisThe Happiest Days of Your Life (1950)
Nutbourne College, an old established, all-boys, boarding school is told that another school is to be billeted with due to wartime restrictions. The shock is that it's an all-girls school that has been sent. The two head teachers are soon battling for the upper hand with each other and the Ministry. But a crisis (or two) forces them to work together.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisNo Time for Sergeants (1958)
Georgia farm boy Will Stockdale is about to bust with pride. He’s been drafted. Will’s ready. But is Uncle Sam ready for Will?
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisRuggles of Red Gap (1935)
In this comedy of an Englishman stranded in a sea of barbaric Americans, Marmaduke Ruggles – a gentleman's gentleman and butler to an Earl – is lost in a poker game to an uncouth American cattle baron. Ruggles' life is turned upside down as he's taken to the USA, is gradually assimilated into American life, accidentally becomes a local celebrity, and falls in love along the way.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisEasy Money (1983)
To inherit his mother-in-law's colossal fortune, a hard living gambling addict must change his unhealthy ways before it gets the best of him.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisWet Hot American Summer (2001)
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.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisGoltzius & the Pelican Company (2012)
Hendrik Goltzius, a late-16th-century Dutch printer and engraver of erotic prints, seduces the Margrave of Alsace into paying for a printing press to make and publish illustrated books.
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 thisMonkey Business (1931)
Four stowaways get mixed up with gangsters while running riot on an ocean liner.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMuch Ado About Nothing (2013)
A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDesperately Seeking Susan (1985)
A bored New Jersey suburban housewife's fascination with a free-spirited woman she has read about in the personal columns leads to her being mistaken for the woman herself and into a chaotic adventure of amnesia and self-discovery.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisShanghaied (1915)
A shipowner intends to scuttle his ship on its last voyage to get the insurance money. Charlie, a tramp in love with the owner's daughter, is grabbed by the captain and promises to help him shanghai some seamen. The daughter stows away to follow Charlie. Charlie assists in the galley and attempts to serve food during a gale.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisIliza Shlesinger: Elder Millennial (2018)
Filmed February 23, 2018, aboard the USS Hornet, comedian Iliza Shlesinger brings an ‘elder millennial’ perspective to her audience. Recently engaged, she dives into undeniable truths about life at age 35. Looking back at the insanity of the road traveled and what’s to come, Iliza talks first apartments, a woman's inner she dragon, peacock mating calls, and her newfound urge to squeeze a chubby baby leg.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisBeau Hunks (1931)
Stan and Ollie join the French Foreign Legion after Ollie's sweetheart rejects him.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisEddie Murphy Raw (1987)
Eddie Murphy delights, shocks and entertains with dead-on celebrity impersonations, observations on '80s love, sex and marriage, a remembrance of Mom's hamburgers and much more.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisPirates (1986)
Captain Red runs a hardy pirate ship with the able assistance of Frog, a dashing young French sailor. One day Capt. Red is captured and taken aboard a Spanish galleon, but thanks to his inventiveness, he raises the crew to mutiny, takes over the ship, and kidnaps the niece of the governor of Maracaibo. The question is, can he keep this pace up?
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisGabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)
Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisQuiz Lady (2023)
A brilliant but tightly wound, gameshow-obsessed young woman, Anne, and her estranged, train-wreck of a sister, Jenny, must work together to help cover their mother's gambling debts. When Anne's beloved dog is kidnapped, they set out on a wild, cross-country trek to get the cash the only way they know how: by turning Anne into a bona-fide gameshow champion.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisPrivate Valentine: Blonde & Dangerous (2008)
When fluffy, bubble gum movie star Megan Valentine suddenly finds herself broke and humiliated in the public eye, she wanders from the wreckage of a car accident and witlessly enlists in the U.S. Army hoping in vain that it will change her life.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisViva Las Vegas (1964)
Lucky Jackson arrives in Las Vegas with his car literally in tow ready for the first Grand Prix — once he has the money for an engine. He gets the cash easily enough but mislays it when the pretty pool manageress takes his mind off things. It seems he'll lose both race and girl, problems complicated by rivalry from womanizing fellow racer Elmo Mancini.
Why it matches: Similar story and style · both music & comedy
Popcorn FlickMovies like thisAt Long Last Love (1975)
Four socialites unexpectedly clash: heiress Brooke Carter runs into gambler Johnny Spanish at the race track while playboy Michael O. Pritchard nearly runs into stage star Kitty O'Kelly with his car. Backstage at Kitty's show, it turns out she and Brooke are old friends who attended public school together. The foursome do the town, accompanied by Brooke's companion Elizabeth, who throws herself at Michael's butler and chauffeur Rodney James.
Why it matches: Similar story and style · both comedy & music
Bang, Boom, Bang (1999)
Bank robber Kalle Grabowski escapes from prison while his unemployed smalltime crook buddy is sitting around doing nothing after he just lost all their money. A fast paced comedy from German director Peter Thorwarth.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisDos gallos pisadores (1994)
An old man tells the story of two wanderers in 1950s Mexico who spend their days drinking and scamming people out of their money - until one meets a woman and decides to settle down.
Why it matches: Similar story and style · both comedy
Finding Amanda (2008)
A television producer with a penchant for drinking and gambling is sent to Las Vegas to convince his troubled niece to enter rehab.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like this127 millones libres de impuestos (1981)
Why it matches: Similar story and style · both comedy
Jumping for Joy (1956)
At the racetrack, cleaner, Willy Joy is tricked into buying Lindy Lou, a useless greyhound, who's not too healthy either. While getting the dog back in shape, Willy crosses paths with a gang of crooks who's specialty is fixing the races with doped dogs.
Why it matches: Similar story and style · both comedy
Hello-Goodbye (1970)
A car salesman journeys to France and encounters an apparently lonely woman. He immediately begins to successfully woo her only to learn that she is actually a baron's wife. Fortunately, the baron believes in open marriages and winds up hiring the Englishman to teach his son (from an earlier marriage) everything about automobiles. Meanwhile the car salesman finds himself falling seriously in love with the wife. The baron really doesn't mind as he himself is involved with another.
Why it matches: Similar story and style · both comedy
Guys and Dolls (1955)
In New York, a gambler is challenged to take a Salvation Army missionary to Havana, and unexpectedly they fall for each other. And the bet has a hidden motive ... classic song and dance ensues!
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisGet Shorty (1995)
Chili Palmer is a Miami mobster who gets sent to L.A. to collect a bad debt from Harry Zimm, a Hollywood producer who specializes in cheesy horror films. When Chili meets Harry's leading lady, the romantic sparks fly. After pitching his own life story as a movie idea, Chili learns that being a mobster and being a Hollywood producer really aren't all that different.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like Sailors on Leave?
The closest matches to Sailors on Leave are Guava Island (2019), Pitch Perfect 3 (2017) and The Happiest Days of Your Life (1950). Below are 27 more, each with the reason it matches.
What should I watch after Sailors on Leave?
Start with Guava Island (2019), the closest match to Sailors on Leave.
What is the highest-rated movie like Sailors on Leave?
Bang, Boom, Bang (1999), rated 7.5/10 by 244 TMDB users.
What is the newest movie like Sailors on Leave?
Quiz Lady (2023) is the most recent release on this list.
Are there English movies like Sailors on Leave?
Yes: Guava Island (2019), Pitch Perfect 3 (2017) and The Happiest Days of Your Life (1950).
How are movies similar to Sailors on Leave chosen?
First come films that Trakt’s viewers watch alongside Sailors on Leave, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.