Movies Like Windbag the Sailor

If you liked Windbag the Sailor (1936), a comedy movie directed by William Beaudine, 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
Beat the Devil (1953)
★ 6.1/10Also comedy
A group of con artists stake their claim on a bogus uranium mine.
2
Moana (2026)
★ 7.5/10Also comedy
Teenage Moana answers the Ocean's call and, for the first time, voyages beyond the reef of her island of Motunui with infamous demigod Maui on an unforgettable journey to restore prosperity to her people.
3
Moana (2016)
★ 7.6/10Also comedy
In Ancient Polynesia, when a terrible curse incurred by Maui reaches an impetuous Chieftain's daughter's island, she answers the Ocean's call to seek out the demigod to set things right.
4
Muppet Treasure Island (1996)
★ 6.7/10Also comedy
Young Jim Hawkins and his two best friends, Gonzo and Rizzo, embark on a voyage across the high seas in search of buried treasure, but soon find that not everyone onboard can be trusted.
5
The Pirates! In an Adventure with Scientists! (2012)
★ 6.5/10Also comedy
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…
6
Nim's Island (2008)
★ 5.9/10Also comedy
A young girl inhabits an isolated island with her scientist father and communicates with a reclusive author of the novel she's reading.
7
Tom and Jerry: Shiver Me Whiskers (2006)
★ 6.9/10Also comedy
Dueling cat-and-mouse team Tom and Jerry hit the high seas on a hunt for buried treasure in this pirate adventure. The tale begins when crew member Tom sets sail with an infamous pirate and finds a treasure map along…
8
Leroy & Stitch (2006)
★ 6.5/10Also comedy
Lilo, Stitch, Jumba, and Pleakley have finally caught all of Jumba's genetic experiments and found the one true place where each of them belongs. Stitch, Jumba and Pleakley are offered positions in the Galactic…
9
Lilo & Stitch (2025)
★ 7.2/10Also comedy
The wildly funny and touching story of a lonely Hawaiian girl and the fugitive alien who helps to mend her broken family.
10
Welcome to Collinwood (2002)
★ 6.1/10Also comedy
Five hapless inner-city low-lifes attempt to burgle a pawnbroker's safe, but end up being plagued by bad luck.
11
The Crimson Pirate (1952)
★ 7/10Also comedy
Burt Lancaster plays a pirate with a taste for intrigue and acrobatics who involves himself in the goings on of a revolution in the Caribbean in the late 1700s. A light hearted adventure involving prison breaks, an…
12
Airplane II: The Sequel (1982)
★ 6.1/10Also comedy
A faulty computer causes a passenger space shuttle to head straight for the sun, and man-with-a-past Ted Striker must save the day and get the shuttle back on track – again – all the while trying to patch up his…
13
Phineas and Ferb: Star Wars (2014)
★ 7.1/10Also comedy
Phineas and Ferb become the galaxy's unlikeliest last hope when they must return the Death Star plans to the Rebel Alliance.
14
Top Secret! (1984)
★ 7.1/10Also comedy
Popular and dashing American singer Nick Rivers travels to East Germany to perform in a music festival. When he loses his heart to the gorgeous Hillary Flammond, he finds himself caught up in an underground resistance…
15
Stitch! The Movie (2003)
★ 6.4/10Also comedy
The continuing adventures of Lilo, a little Hawaiian girl, and Stitch, the galaxy's most-wanted extraterrestrial. Stitch, Pleakley, and Dr. Jumba are all part of the household now, but what Lilo and Stitch don't know…
16
Yellow Submarine (1968)
★ 7.2/10Also comedy
The wicked Blue Meanies take over Pepperland, eliminating all color and music. As the only survivor, the Lord Admiral escapes in the yellow submarine and journeys to Liverpool to enlist the help of the Beatles.
17
Finding ʻOhana (2021)
★ 6.2/10Also comedy
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.
18
Scooby-Doo and the Alien Invaders (2000)
★ 7.1/10Also comedy
A cosmic case of flying saucers, intergalactic intrigue and out-of-this-world romance launches Scooby-Doo! and the Mystery Inc., Gang into their most unearthly adventure ever.
19
Buddy Buddy (1981)
★ 6.1/10Also comedy
During a high-profile Mafia testimony case in Riverside County, a hired killer checks into a hotel room near the courthouse, while his depressed neighbor contemplates suicide over marital problems.
20
Lilo & Stitch (2002)
★ 7.6/10Also comedy
As Stitch, a runaway genetic experiment from a faraway planet, wreaks havoc on the Hawaiian Islands, he becomes the mischievous adopted alien "puppy" of an independent little girl named Lilo and learns about loyalty…