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Movies like The Prince and the Pirate (2001)

The best movies like The Prince and the Pirate (2001) are The Last One for the Road (2025), Tommy Boy (1995) and Driver's Ed (2026). If The Prince and the Pirate hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The Last One for the Road (2025)

    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.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  2. Tommy Boy (1995)

    To save the family business, two ne’er-do-well traveling salesmen hit the road with disastrously funny consequences.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  3. Driver's Ed (2026)

    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.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  4. Trinity Is Still My Name (1971)

    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.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  5. Sextuplets (2019)

    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.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  6. My Girl 2 (1994)

    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 about her. She manages to get her father to agree to let her go to LA to stay with her Uncle Phil and do some research on her mother.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  7. The Price of Family (2022)

    Heartbroken that their children no longer want to spend time with them, two parents fake an inheritance to bring the family together for Christmas.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  8. The Pope of Greenwich Village (1984)

    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 local Mafia boss and the corrupt New York City police department.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  9. The Wrecking Crew (2026)

    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.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  10. Flirting with Disaster (1996)

    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 gorgeous adoption agent, Tina, he departs on an epic road trip that quickly devolves into a farce of mistaken identities, wrong turns, and overzealous and love-struck ATF agents.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  11. The Art of the Steal (2013)

    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 to rewrite some chapters of his own past as well.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  12. 50 km/h (2024)

    Two brothers reunite at their father’s funeral after many years apart. Between bitterness from the past and forgotten affection they will embark on a trip onboard their motorbikes which they built when they were children.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  13. The Family Jewels (1965)

    A young heiress must choose between six uncles, one of which is up to no good and out to harm the girl's beloved bodyguard who practically raised her.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  14. Thunderstruck (2012)

    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.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  15. Serafino (1968)

    Serafino, a young and innocent shepherd, inherits a huge fortune. He immediately starts spending the entire sum on presents for his friends, causing the envy of his family.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  16. Brothers (2024)

    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 the way, they must heal their severed family bond before they end up killing each other.

    Why it matches: Recommended by TMDB viewers · both comedy

  17. The 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 this
  18. C'è tempo (2019)

    After the death of his estranged father, professional rainbow-watcher Stefano finds out he has a 13-year-old half-brother, and that he must become his legal guardian to receive the inheritance.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  19. Buen Camino (2025)

    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 unspecified number of Filipinos serving him, a very young Mexican model as a girlfriend, and vacationing on his yacht with friends who share his passion for not wanting to work; it seems like a truly enviable life, considering he lacks nothing, absolutely nothing. Actually, no. Something is missing. It's his underage daughter, Cristal, named after the famous French sparkling wine, who has suddenly disappeared without a trace. Urgently summoned to Rome by his ex-wife, Linda, he finds himself facing the responsibilities of fatherhood for the first time, trying to find the girl—a very complicated task, considering he knows absolutely nothing about Cristal and her life.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Three Men and a Leg (1997)

    Friends Aldo, Giovanni, and Giacomo cross Italy from north to south for Giacomo's wedding: the father of the bride, a despotic magnate who is both their boss and father-in-law—since Aldo and Giovanni have also married into the family not for love but for money, a fate now awaiting Giacomo—has entrusted them with a priceless piece of modern art, one that looks just like a rather unremarkable wooden leg.

    Why it matches: Recommended by TMDB viewers · both comedy

    Absolute CinemaMovies like this
  21. That's Life (1998)

    While on the run from the police, an unlikely companionship blossoms between a funny con man who just broke out of jail, the bumbling cop whose car he seized at gunpoint, and a nitpicking civilian he unwittingly took hostage.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  22. Joni's Promise (2005)

    A film delivery man promises a beautiful young woman to deliver a film reel on time to a movie theater, but the the whole city seems to conspire against him.

    Why it matches: Similar story and style · both comedy

  23. Par suite d'un arrêt de travail... (2008)

    Why it matches: Similar story and style · both comedy

  24. Smokey and the Bandit Part 3 (1983)

    The Enos duo convince Cletus, aka The Bandit, to come out of hiding and help them promote their new restaurant. With a little coaxing, he agrees, producing an almost-creaky Trigger as his mode of transport. But his nemesis, Sheriff Buford T. Justice, is on the hunt, forcing Cletus and Trigger to hit the road. Can they steer clear of the vengeful sheriff?

    Why it matches: Similar story and style · both comedy

  25. Eldorado (2008)

    Yvan finds a burglar in his house. After some consideration, Yvan decides not to call the police and to drop the lad near the nearby city but he ends up giving him a lift home to his parents. Together, they travel through Belgium and meet some extraordinary people and find themselves in ditto situations.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  26. Bellavista (2019)

    Why it matches: Similar story and style · both comedy

  27. Mon Ange (2024)

    Why it matches: Similar story and style · both comedy

  28. Road to Rio (1947)

    Scat Sweeney and Hot Lips Barton, two out of work musicians, stow away onboard a ship bound for Rio, after accidentally setting fire to the big top of a circus. They then get mixed up with a potential suicide Lucia, who first thanks them, then unexpectedly turns them over to the ship's captain. When they find out that she has been hypnotized, to go through a marriage of convenience, when the ship reaches Rio, the boys turn up at the ceremony, in order to stop the wedding, and to help catch the crooks.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  29. Road to Zanzibar (1941)

    Stranded in Africa, Chuck and his pal Fearless have comic versions of jungle adventures, featuring two attractive con-women.

    Why it matches: Similar story and style · both comedy

  30. Children of the Stork (1999)

    Three French pals take to the road in a stolen car and discover a talking, wounded stork — who claims to have deserted the Algerian army — and help it to escape to the home of a relative in Germany.

    Why it matches: Similar story and style · both comedy

Like The Prince and the Pirate and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like The Prince and the Pirate?

The closest matches to The Prince and the Pirate are The Last One for the Road (2025), Tommy Boy (1995) and Driver's Ed (2026). Below are 27 more, each with the reason it matches.

What should I watch after The Prince and the Pirate?

Start with The Last One for the Road (2025), the closest match to The Prince and the Pirate.

What is the highest-rated movie like The Prince and the Pirate?

Three Men and a Leg (1997), rated 8.0/10 by 2,194 TMDB users.

What is the newest movie like The Prince and the Pirate?

Driver's Ed (2026) is the most recent release on this list.

Are there Italian movies like The Prince and the Pirate?

Yes: The Last One for the Road (2025), Trinity Is Still My Name (1971) and The Price of Family (2022).

How are movies similar to The Prince and the Pirate chosen?

First come films that Trakt’s viewers watch alongside The Prince and the Pirate, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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