Movies Like Tommy Boy
If you loved Tommy Boy's Comedy storytelling, these films deliver a similar experience — carefully selected for tone, themes, and emotional depth. Each pick includes where to watch it right now.
★ Top Picks
Ana
Ana meets Rafa in a chance encounter and they embark on a road trip to try and save him from bankruptcy, or worse.
Kodachrome
Matt Ryder is convinced to drive his estranged and dying father Benjamin Ryder cross country to deliver four old rolls of Kodachrome film to the last lab in the world that can develop them before it shuts down for good. Along with Ben's nurse Zooey, the three navigate a world changing from analogue to digital while trying to put the past behind them.
Half Brothers
Mexican aviation exec Renato is shocked to learn that he has an American half-brother he never knew about: free-spirited Asher. They are forced on a road trip together, tracing the path their father took from Mexico to the U.S.
Sacramento
When free-spirited Rickey suddenly reappears in father-to-be Glenn’s life, the two former best friends embark on a spontaneous road trip from LA to Sacramento.
Me Time
With his family away, a devoted stay-at-home dad enjoys his first me time in years by joining his hard-partying old friend on a wild birthday adventure.
Disaster Holiday
A workaholic dad, trying to win over his kids, heads to the coast of Durban for a big work meeting — under the guise of a family road trip vacation.
Better Start Running
An eclectic band of misfits becomes an unlikely family as they take a wild journey in the name of love while on the run from an overzealous FBI duo who want them dead or alive - preferably dead.
Bustin' Loose
After ex-con Joe Braxton violates his probation, he is given a second chance. All he has to do is drive a group of special kids across the country.
More Movies Like Tommy Boy
Dumb and Dumber
Lloyd and Harry are two men whose stupidity is really indescribable. When Mary, a beautiful woman, loses an important suitcase with money before she leaves for Aspen, the two friends (who have found the suitcase) decide to return it to her. After some "adventures" they finally get to Aspen where, using the lost money they live it up and fight for Mary's heart.
Brothers
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.
Planes, Trains and Automobiles
An irritable marketing executive, Neal Page, is heading home to Chicago for Thanksgiving when a number of delays force him to travel with a well meaning but overbearing shower curtain ring salesman, Del Griffith.
My One and Only
A mother takes her two sons on an unusual road trip from New York to Pittsburgh, St. Louis and eventually Hollywood in her quest to find a man to take care of them all.
Bad Trip
In this hidden-camera prank comedy, two best friends bond on a wild road trip to New York as they pull real people into their raunchy, raucous antics.
Ezra
Stand-up comedian Max Bernal lives with his father Stan while struggling to co-parent his autistic son Ezra with his ex-wife. When forced to confront difficult decisions about their son's future, Max and Ezra embark on a cross-country road trip that has a transcendent impact on both their lives.
Late Night Shopping
Four friends Sean, Vincent, Lenny and Jody find themselves at something of a deadend. Trapped in a twilight world of permanent night shift work, they hang out together in the local cafe, drinking coffee and entertaining themselves by observing Vincent's unwavering success in pulling women. There seems to be little prospect of change...until Vincent accidently sleeps with Sean's girlfriend.
National Lampoon's Vacation
Clark Griswold is on a quest to take his family to the Walley World theme park for a vacation, but things don't go exactly as planned.
Girl on a Bicycle
Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day turns Paolo's life upside down.
Jackass Presents: Bad Grandpa
86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
Sextuplets
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.
RV
Climbing aboard their mammoth recreational vehicle for a cross-country road trip to the Colorado Rockies, the Munro family – led by dysfunctional patriarch, Bob – prepares for the adventure of a lifetime. But spending two weeks together in one seriously small space has a way of cramping their style.
Why These Movies Are Similar
These recommendations share core qualities with Tommy Boy (1995): Comedy themes, similar narrative structure, and comparable emotional depth. NoBadPicks uses a combination of TMDB collaborative filtering, genre matching, and AI analysis to surface films most likely to resonate with fans of Tommy Boy.
See full details for Tommy Boy (1995)