Movies Like The Miserable Adventures of Burt Squire

If you liked The Miserable Adventures of Burt Squire, a comedy movie, 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 comedy
The adventures of pirate Captain Red and his first mate Frog.
2
Beat the Devil (1953)
★ 6.1/10Also comedy
A group of con artists stake their claim on a bogus uranium mine.
3
Head Above Water (1996)
★ 6/10Also comedy
Judge George brings his young wife, Nathalie, to a remote island for a vacation. But while George accompanies their only neighbor -- Nathalie's childhood friend Lance -- on a fishing trip, Nathalie spends time with her…
4
The Impostors (1998)
★ 6/10Also comedy
Wrongly accused of physically abusing a fellow actor, starving thespians Arthur and Maurice find themselves pursued by the law aboard a cruise ship.
5
Wet Hot American Summer (2001)
★ 6.2/10Also comedy
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.
6
Wild Hogs (2007)
★ 6/10Also comedy
Restless and ready for an adventure, four suburban bikers leave the safety of their subdivision and head out on the open road. But complications ensue when they cross paths with an intimidating band of New Mexico…
7
Summer Rental (1985)
★ 6.1/10Also comedy
Jack Chester, an overworked air traffic controller, takes his family on vacation to the beach. Things immediately start to go wrong for the Chesters, and steadily get worse. Jack ends up in a feud with a local…
8
City Slickers (1991)
★ 6.5/10Also comedy
Three New York businessmen decide to take a "Wild West" vacation that turns out not to be the relaxing vacation they had envisioned.
9
Monty Python's The Meaning of Life (1983)
★ 7.3/10Also comedy
Life's questions are 'answered' in a series of outrageous vignettes, beginning with a staid London insurance company which transforms before our eyes into a pirate ship. Then there's the National Health doctors who try…
10
Moana (2026)
★ 7.4/10Also 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.
11
Over Your Dead Body (2026)
★ 6.4/10Also comedy
A dysfunctional couple head to a remote cabin to "reconnect", but each has secret intentions to kill the other.
12
Monkey Business (1931)
★ 6.9/10Also comedy
Four stowaways get mixed up with gangsters while running riot on an ocean liner.
13
Your Sister's Sister (2011)
★ 6.5/10Also comedy
Iris invites her friend Jack to stay at her family's island getaway after the death of his brother. At their remote cabin, Jack's drunken encounter with Hannah, Iris' sister, kicks off a revealing stretch of days.
14
Old Dads (2023)
★ 6.2/10Also comedy
A cranky middle-aged dad and his two best friends find themselves out of step in a changing world of millennial CEOs and powerful preschool principals.
15
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…
16
Swindle (2014)
★ 7/10Also comedy
A boy named Griffin finds a valuable multi-million dollar baseball card. After accidentally selling the card for a million dollar loss, he enlists the help of his best friend Ben and his colleagues to regain the…
17
Playdate (2025)
★ 6.2/10Also comedy
When out-of-work accountant Brian joins stay-at-home dad Jeff for a playdate with their sons, he expects a laid-back afternoon. Instead, they're chased by mercenaries, and Brian—totally unprepared—must survive one…
18
Splitsville (2025)
★ 6.3/10Also comedy
After Ashley asks for a divorce, good-natured Carey runs to his friends, Julie and Paul, for support. He’s shocked to discover that the secret to their happiness is an open marriage, that is until Carey crosses the…
19
The Million Pound Note (1954)
★ 7/10Also comedy
An impoverished American sailor is fortunate enough to be passing the house of two rich gentlemen who have conceived the crazy idea of distributing a note worth one million pounds. The sailor finds that whenever he…
20
Driver's Ed (2026)
★ 6.9/10Also comedy
A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.