Movies Like The Prince and the Pirate

If you liked The Prince and the Pirate (2001), a comedy movie directed by Leonardo Pieraccioni, 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
The Last One for the Road (2025)
★ 7.5/10Also comedy
A couple of jovial life-long drunkards run into a shy architecture undergrad, whose way of seeing things will be transformed as the trio wanders from pub to pub in search of a buried treasure.
2
Tommy Boy (1995)
★ 6.8/10Also comedy
To save the family business, two ne’er-do-well traveling salesmen hit the road with disastrously funny consequences.
3
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.
4
Sextuplets (2019)
★ 6.2/10Also comedy
Father-to-be Alan is shocked to learn that he was born a sextuplet. With his newfound brother Russell riding shotgun, the duo sets out on a hilarious journey to reunite with their remaining long-lost siblings.
5
Trinity Is Still My Name (1971)
★ 7.4/10Also comedy
The two brothers Trinity and Bambino are exchanged by two federal agents and take advantage of the situation to steal a huge booty hidden in a monastery by a gang of outlaws.
6
My Girl 2 (1994)
★ 6.1/10Also comedy
Vada Sultenfuss has a holiday coming up, and an assignment: to do an essay on someone she admires and has never met. She decides she wants to do an assignment on her mother, but quickly realises she knows very little…
7
The Wrecking Crew (2026)
★ 7.1/10Also comedy
Estranged half-brothers Jonny and James reunite after their father's mysterious death. As they search for the truth, buried secrets reveal a conspiracy threatening to tear their family apart.
8
Flirting with Disaster (1996)
★ 6.2/10Also comedy
Adopted as a child, new father Mel Colpin decides he cannot name his son until he knows his birth parents, and determines to make a cross-country quest to find them. Accompanied by his wife, Nancy, and an inept yet…
9
The Pope of Greenwich Village (1984)
★ 6.4/10Also comedy
Charlie and his troublesome cousin Paulie decide to steal $150,000 in order to back a "sure thing" race horse that Paulie has inside information on. The aftermath of the robbery gets them into serious trouble with the…
10
The Art of the Steal (2013)
★ 6.2/10Also comedy
Crunch Calhoun, a third-rate motorcycle daredevil and part-time art thief, teams up with his snaky brother to steal one of the most valuable books in the world. But it's not just about the book for Crunch — he's keen…
11
Thunderstruck (2012)
★ 6.2/10Also comedy
After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.
12
Brothers (2024)
★ 5.9/10Also comedy
A reformed criminal's attempt at going straight is derailed when he reunites with his sanity-testing twin brother on a road trip for the score of a lifetime. Dodging bullets, the law, and an overbearing mother along…
13
Buen Camino (2025)
★ 6.3/10Also comedy
Checco's life is a comfortable and luxurious one, and it couldn't be otherwise, considering he's the only son of Eugenio Zalone, a wealthy sofa manufacturer. Stranded by the pool in his luxurious villas, with an…
14
Jackass Presents: Bad Grandpa (2013)
★ 6.2/10Also comedy
86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
15
The Hangover Part III (2013)
★ 6.2/10Also comedy
This time, there's no wedding. No bachelor party. What could go wrong, right? But when the Wolfpack hits the road, all bets are off.
16
The Air Up There (1994)
★ 6.1/10Also comedy
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…
17
Shaft (2019)
★ 6.5/10Also comedy
JJ, aka John Shaft Jr., may be a cyber security expert with a degree from MIT, but to uncover the truth behind his best friend’s untimely death, he needs an education only his dad can provide. Absent throughout JJ’s…
18
The Price of Family (2022)
★ 6.4/10Also comedy
Heartbroken that their children no longer want to spend time with them, two parents fake an inheritance to bring the family together for Christmas.
19
Son of Rambow (2007)
★ 6.7/10Also comedy
Will is looking for an escape from his family when he encounters Lee, the school bully. Armed with a video camera and a copy of Rambo, Lee plans to make his own action-packed video epic.
20
Snoopy Presents: Welcome Home, Franklin (2024)
★ 7.7/10Also comedy
Franklin is new to town and hoping to make friends, but his usual tactics don't work on the Peanuts gang. When the Soap Box Derby arrives, he's sure it's a chance to impress new pals and teams up with the only other…