Movies like Sailor's Holiday (1929)
The best movies like Sailor's Holiday (1929) are Monkey Business (1931), Cadet Kelly (2002) and Berth Marks (1929). If Sailor's Holiday hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedScooby-Doo! Pirates Ahoy! (2006)7.4/10 from 318 votes
- NewestFinding ʻOhana (2021)Released 2021
Monkey 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 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 thisBerth Marks (1929)
Stan and Ollie are musicians attempting to travel by train to Pottsville.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisNight Owls (1930)
Policeman Edgar Kennedy is told by his chief he better stop a string of burglaries that have been happening on his watch or else he will get the sack. He persuades vagrants Stan and Ollie to rob the chief's house so he can regain his reputation by catching them. The policeman promises to later get the boys off. Things do not go as planned.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisShe Done Him Wrong (1933)
New York singer and nightclub owner Lady Lou has more male friends than can be imagined. One is a vicious escaped criminal on the way to see 'his' girl, unaware she hasn't exactly been faithful in his absence. Help is at hand in the form of young Captain Cummings, a local temperance league leader.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisMr. Bones (2001)
A medicine man is sent looking for the son of his tribal king, and brings back an American golfer and a host of goons intent on keeping him in the golf tournament.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisFinding ʻOhana (2021)
Two Brooklyn siblings' summer in a rural Oahu town takes an exciting turn when a journal pointing to long-lost treasure sets them on an adventure, leading them to reconnect with their Hawaiian heritage.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAirborne (1993)
Good-natured teen surfer Mitchell Goosen finds himself staying with his aunt and uncle in Cincinnati, Ohio when his parents head to Australia for work. There he meets his cousin, Wiley, and together they try to navigate the perils of high school—avoid the bullies, get the girl, and win a little respect.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBeat the Devil (1953)
A group of con artists stake their claim on a bogus uranium mine.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMalibu Rescue: The Next Wave (2020)
It’s summer again, and everyone’s favorite Junior Rescuers, The Flounders, are back at Tower 2. With the International Junior Rescue Championships headed to Southern California, the eyes of the entire planet are on Malibu Beach. But when Team USA falls victim to a bout of food poisoning, it’s up to Tyler, Dylan, Eric, Lizzie and Gina to represent their country in the world's most extreme lifeguard challenge!
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAnimal Crackers (1930)
The well-known explorer and hunter Captain Spaulding has just returned from Africa, and is being welcomed home with a lavish party at the estate of influential society matron Mrs. Rittenhouse when a valuable painting goes missing. The intrepid Captain Spaulding attempts to solve the crime with the help of his silly secretary Horatio Jamison, while sparring with the anarchic Signor Emanuel Ravelli and his nutty sidekick The Professor.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Air Up There (1994)
Jimmy Dolan is a college basketball coach who wants a big promotion. To get it, he needs to make a dramatic find. He ends up deep in Africa, hoping to recruit Saleh, a huge basketball prodigy Jimmy glimpsed in a home movie. But Saleh is the chief's son and has responsibilities at home, since the tribe's land is threatened by a mining company with its own hotshot basketball team.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisWake Up, Ron Burgundy: The Lost Movie (2004)
While Ron Burgundy's rivalry with Veronica Corningstone escalates quickly, a group of unprofessional thieves better known as 'The Alarm Clock' try to make the truth known, whatever that may mean...
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 thisTowed in a Hole (1932)
Although they are successful fishmongers, Stan convinces Ollie that they should become fishermen too, but making a boat seaworthy isn't an easy task.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisScooby-Doo! Pirates Ahoy! (2006)
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 have to walk the plank.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisSaps at Sea (1940)
Stan and Ollie work in a horn factory. Ollie starts having violent fits every time he hears a horn. His doctor prescribes a restful sea voyage. Mayhem ensues.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Pirates! In an Adventure with Scientists! (2012)
The enthusiastic Pirate Captain, along with his rag-tag crew, sets out to beat his bitter rivals. The chaotic adventure takes them from exotic shores to Victorian London, and from a haplessly smitten scientist to a diabolical queen.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Lizzie McGuire Movie (2003)
Lizzie McGuire has graduated from middle school and takes a trip to Rome, Italy with her class. And what was supposed to be only a normal trip, becomes a teenager's dream come true.
Why it matches: Recommended by TMDB viewers · both 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 thisScarlet River (1933)
Unable to find open range near Hollywood, western actor Tom Baxter and his troop head to Judy Blake's ranch to shoot their film.
Why it matches: Similar story and style · both comedy
Gun Smoke (1931)
Following a killing and robbery in a big city back east, gang leader Kedge Darvas and some of his henchies take a train to a small western town in Idaho, with intentions of hiding out there until things cool down back in Chi or NYC, or wherever they lammed from.They are welcomed with open arms by the citizens under the impression they are there as capital investors with money to spend. Before long, Darvas figures the town is ripe for the taking and sends word for reinforcements, and each arriving train unloads a few suits and snappy-brim hats.Then they get rough, kill Sheriff Posey Meed and rile up the citizens, led by cowhand Brad Farley, who had Darvas spotted for a wrong number just by the way he made moves on Sue Vancey.
Why it matches: Similar story and style · both comedy
Dames Ahoy (1930)
Three sailors go searching for a girl who swindled one of them out of half his pay.
Why it matches: Similar story and style · both comedy
A Cuckoo in the Nest (1933)
A crowded inn means that a man and a woman must share the same room for a night. One problem is that they are both married - to other people. The other problem is that they used to be engaged to each other.
Why it matches: Similar story and style · both comedy
Hold Everything (1930)
A man is mistaken for a champion fighter.
Why it matches: Similar story and style · both comedy
Slightly Scarlet (1930)
Passing herself off as a countess, glamorous Lucy Stavrin hobnobs with the rich and famous along the French Riviera. Aware that Lucy is a phony, jewel-thief Malatroff blackmails Lucy into helping him steal the valuable necklace owned by the young wife of phlegmatic American businessman Sylvester Corbett.
Why it matches: Similar story and style · both comedy
What a Widow! (1930)
A young woman's elderly husband dies and leaves her $5 million. She travels to Paris and becomes part of the "Continental" set and is pursued by a rich playboy and a lawyer who works for her.
Why it matches: Similar story and style · both comedy
Footlight Parade (1933)
A fledgling producer finds himself at odds with his workers, financiers and his greedy ex-wife when he tries to produce live musicals for movie-going audiences.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisFlying Down to Rio (1933)
An American bandleader woos a Brazilian beauty who is already engaged to his employer. His friends try to help him, while learning the local dance, The Carioca. The first pairing of Fred Astaire & Ginger Rogers, and their only pre-Code film.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisDixiana (1930)
A circus performer falls in love with the son of a plantation owner in antebellum New Orleans. When the young man's stepmother objects to the wedding, the couple break apart and go their separate ways for a time. Also in the mix are two circus comics who feud over the heart of another Southern belle.
Why it matches: Similar story and style · both comedy
Like Sailor's Holiday and something else?
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Frequently asked questions
What are the best movies like Sailor's Holiday?
The closest matches to Sailor's Holiday are Monkey Business (1931), Cadet Kelly (2002) and Berth Marks (1929). Below are 27 more, each with the reason it matches.
What should I watch after Sailor's Holiday?
Start with Monkey Business (1931), the closest match to Sailor's Holiday.
What is the highest-rated movie like Sailor's Holiday?
Scooby-Doo! Pirates Ahoy! (2006), rated 7.4/10 by 318 TMDB users.
What is the newest movie like Sailor's Holiday?
Finding ʻOhana (2021) is the most recent release on this list.
Are there English movies like Sailor's Holiday?
Yes: Monkey Business (1931), Cadet Kelly (2002) and Berth Marks (1929).
How are movies similar to Sailor's Holiday chosen?
First come films that Trakt’s viewers watch alongside Sailor's Holiday, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.