Most Similar Movies to Harold & Kumar Escape from Guantanamo Bay (2008)
If you are looking for movies like Harold & Kumar Escape from Guantanamo Bay (2008), you might like movies tagged with keyword : comedy, adventure, road movie, buddy film, political satire, racial issues, american film, sequel, social commentary, mistaken identity, government conspiracy, sexual humor, culture clash, american dream, counterculture, cult classic, absurd humor, prison escape, stereotypes .
Lost in America (1985), The Out-of-Towners (1970), National Lampoon's European Vacation (1985), Cheech and Chong's Next Movie (1980), The Sin of Harold Diddlebock (1947), Pocket Money (1972), Paper Moon (1973) ... Let's take a look at the following list...

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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The Out-of-Towners (1970)
An Ohio businessman (Jack Lemmon) and his wife (Sandy Dennis) fly to New York and have nothing but trouble for the next 24 hours.
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National Lampoon's European Vacation (1985)
The Griswolds win a vacation tour across Europe where the usual havoc ensues.
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Cheech and Chong's Next Movie (1980)
The two stoners and their friends go through another series of crazy, drug-influenced misadventures.
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The Sin of Harold Diddlebock (1947)
After being fired from his office job, Harold Diddlebock (Harold Lloyd) gets drunk, goes on a wild binge, and buys a near-bankrupt circus.
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Pocket Money (1972)
Broke and in debt, an otherwise honest cowboy gets mixed up in some shady dealings with a crooked rancher.
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Paper Moon (1973)
During the Great Depression, a con man finds himself saddled with a young girl who may or may not be his daughter, and the two forge an unlikely partnership.
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Sullivan's Travels (1941)
A director of escapist films goes on the road as a hobo to learn about life, which gives him a rude awakening.
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Interstate 60 (2002)
Neal Oliver, a very confused young man and an artist, takes a journey of a lifetime on a highway I60 that doesn't exist on any of the maps, going to the places he never even heard of, searching for an answer and his dreamgirl.
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Midnight Run (1988)
An accountant is chased by bounty hunters, the F.B.I., and the Mafia after jumping bail.
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It's a Mad Mad Mad Mad World (1963)
A group of motorists hear about a crook's hidden stash of loot, and race against each other across the country to get to it.
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National Lampoon's Vacation (1983)
The Griswold family's cross-country drive to the Walley World theme park proves to be much more arduous than they ever anticipated.
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Les aventures de Rabbi Jacob (1973)
A bigoted Frenchman finds himself forced to impersonate a popular rabbi while on the run from a group of assassins - and the police.
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Harold & Kumar Go to White Castle (2004)
A Korean-American office worker and his Indian-American stoner friend embark on a quest to satisfy their desire for White Castle burgers.
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The American Astronaut (2001)
Samuel Curtis, an interplanetary trader, sets forth through a rustic and remote solar system, unaware that his old friend Professor Hess is trying to kill him.
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Pee-wee's Big Adventure (1985)
When eccentric man-child Pee-wee Herman gets his beloved bike stolen in broad daylight, he sets out across the U.S. on the adventure of his life.
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Bananas (1971)
When a bumbling New Yorker is dumped by his activist girlfriend, he travels to a tiny Latin American nation and becomes involved in its latest rebellion.
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Up in Smoke (1978)
Two stoners unknowingly smuggle a van - made entirely of marijuana - from Mexico to L.A., with incompetent Sgt. Stedenko on their trail.
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