Most Similar Movies to Sullivan's Travels (1941)
If you are looking for movies like Sullivan's Travels (1941), you might like movies tagged with keyword : comedy, satire, hollywood, director, social issues, great depression, poverty, wealth, self-discovery, black comedy, road movie, realism, idealism, filmmaking, social satire, humanity, class divide, redemption, adventure, dramatic .
Modern Times (1936), Show People (1928), Lost in America (1985), Merton of the Movies (1947), The Big Picture (1989), Mr. Deeds Goes to Town (1936), No Way Jose (2015) ... Let's take a look at the following list...

Modern Times (1936)
The Tramp struggles to live in modern industrial society with the help of a young homeless woman.
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Show People (1928)
A young lady from Georgia goes to Hollywood in the hopes of becoming an actress.
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Lost in America (1985)
A husband and wife in their 30s decide to quit their jobs, live as free spirits and cruise America in a Winnebago.
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Merton of the Movies (1947)
A Kansas bumpkin goes to Hollywood to become a movie star and gets a job burlesquing his favorite actor - only he thinks the role is serious.
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The Big Picture (1989)
Film school grad Nick Chapman thought his career was made after his award winning short film, but discovered Hollywood wasn't as easy as it seems.
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Mr. Deeds Goes to Town (1936)
A simple, small town man inherits a massive fortune, making him the target for scammers and publicity-seekers. Overwhelmed by the turn his life has taken, and awoken to another use for his new-found fortune, he makes a momentous decision.
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No Way Jose (2015)
Jose Stern, an erstwhile indie-rocker relegated to playing children's birthday parties, is on the verge of turning 40 and at a crossroads in his life.
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Cafe Express (1981)
An Italian laborer (Nino Manfredi) foils anyone who tries to stop him from selling espresso on the Milan-to-Naples train.
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Seeking a Friend for the End of the World (2012)
As an asteroid nears Earth, a man finds himself alone after his wife leaves in a panic. He decides to take a road trip to reunite with his high school sweetheart. Accompanying him is a neighbor who inadvertently puts a wrench in his plan.
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The Trip to Panama (2006)
A tiger and a bear set of on their way to exotic Panama.
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S.O.B. (1981)
A movie producer who made a huge flop tries to salvage his career by revamping his film as an erotic production, where its family-friendly star takes her top off.
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The Toy (1982)
An underemployed reporter finds himself literally purchased as a toy for a rich spoiled brat.
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Bubble Boy (2001)
Bubble Boy's been in a bubble all his life due to no immune system. A cute blonde girl befriends BB. Her boyfriend proposes and BB decides to travel across USA to Niagara Falls to stop the wedding.
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City Slickers II: The Legend of Curly's Gold (1994)
One year after their first western adventure, Mitch Robbins and his friends discover a treasure map that belonged to their late trail guide Curly and they set out to discover its secrets.
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Anbe Sivam (2003)
Two men, one young and arrogant, the other damaged - physically but not spiritually - by life, are thrown together by circumstances, and find that they are in some ways bound together by fate.
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Hasta la Vista! (2011)
Three disabled men drive to Spain to visit a brothel that caters to people with disabilities.
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PK (2014)
An alien on Earth loses the only device he can use to communicate with his spaceship. His innocent nature and child-like questions force the country to evaluate the impact of religion on its people.
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Peepli Live (2010)
An impoverished farmer's threat to end his life invites attention from politicians and media.
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