Movies Like Swing It, Sailor!

If you liked Swing It, Sailor! (1938), a comedy and adventure movie directed by Raymond Cannon, 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
Pirates (1986)
★ 6.3/10Also adventure and comedy
The adventures of pirate Captain Red and his first mate Frog.
2
Swashbuckler (1976)
★ 6.2/10Also adventure and comedy
A pirate and a hot-tempered noblewoman join forces to protect Jamaica from a tyrant.
3
The Pirates! In an Adventure with Scientists! (2012)
★ 6.5/10Also adventure and 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…
4
Playing with Fire (2019)
★ 6.6/10Also comedy
A crew of rugged firefighters meet their match when attempting to rescue three rambunctious kids.
5
Beverly Hills Chihuahua 2 (2011)
★ 5.9/10Also comedy
Puppy mayhem turns the lives of newlywed Chihuahua parents Papi and Chloe upside down when their rambunctious, mischievous puppies present one challenge after another. But when their human owners end up in trouble, the…
6
The Sea Beast (2022)
★ 7.3/10Also adventure
When a young girl stows away on the ship of a legendary sea monster hunter, they launch an epic journey into uncharted waters — and make history to boot.
7
Hard to Die (1990)
★ 6/10Also comedy
While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series…
8
Shorts (2009)
★ 5.9/10Also comedy and adventure
A young boy's discovery of a colorful, wish-granting rock causes chaos in the suburban town of Black Falls when jealous kids and scheming adults alike set out to get their hands on it.
9
Shane Gillis: Beautiful Dogs (2023)
★ 7/10Also comedy
In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.
10
Babylon 5: The Legend of the Rangers - To Live and Die in Starlight (2002)
★ 6/10Also adventure
After being punished for retreat from combat, Ranger David Martel is given command of the Liandra, a haunted 20-year old Minbari fighting ship. He's escorting ambassadors to a secret archaeological site, the oldest…
11
Balls Up (2026)
★ 5.8/10Also comedy and adventure
Two marketing executives go "balls out" and pitch a bold full‑coverage condom sponsorship with the World Cup. After their drunken celebration in Brazil sparks a global scandal, they must outrun furious fans, criminals…
12
Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)
★ 7.1/10Also comedy
Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.
13
Dora and the Search for Sol Dorado (2025)
★ 6.6/10Also comedy and adventure
Dora, Diego, and their new friends trek through the perilous dangers of the Amazonian jungle in search of the ancient and powerful treasure of Sol Dorado to keep it out of enemy hands.
14
Free Willy 3: The Rescue (1997)
★ 6.1/10Also adventure
Willy the whale is back, this time threatened by illegal whalers making money off sushi. Jesse, now 16, has taken a job on an orca-researching ship, along with old friend Randolph and a sarcastic scientist, Drew. On…
15
Sheroes (2023)
★ 5.8/10Also comedy and adventure
When four thick-as-thieves friends arrive in Thailand, they quickly find themselves in over their heads. Fighting to stay alive, they employ their unique set of skills and unleash their fierce loyalty in a…
16
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.
17
Tom and Jerry: Shiver Me Whiskers (2006)
★ 6.9/10Also comedy and adventure
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…
18
White Fang 2: Myth of the White Wolf (1994)
★ 6.9/10Also adventure
A boy and his dog, White Fang, must try to save the noble Haida tribe from evil white men in turn-of-the-century Alaska.
19
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
20
Easy Come, Easy Go (1967)
★ 6/10Also adventure and comedy
Navy frogman Ted Jackson balances his time between twin careers as a deep-sea diver and nightclub singer. During a dive, Ted spots sunken treasure and returns with the hope to retrieve it.