The Top 5 Best Road Trip Movies

To inspire, or help you get through, your holiday road trip RelayRides blogger Amanda L. Grossman has shared the top 5 best road trip movies of all time. Enjoy!

With the invention of the automobile, expansion of highways, and naturally mobile-inclined Americans, road trips developed early on as an iconic part of American history and culture. Hollywood has done an exceptional job in bringing to life the true spirit of road trips with all their quirks, oddball family members, and funny scenarios intact. So, just in time for everyone’s holiday travels, we have pulled together a list of our favorite road trip movies, to enjoy with family and friends, or maybe inspire your next adventure.

Check out these 5 hilarious road trip movies you may just want to stuff a stocking with this holiday season.

Midnight Run (1988)

An accountant, “The Duke” (Charles Grodin), has embezzled $15 million from a Chicago Mob boss. Bounty Hunter Jack Walsh (Robert De Niro) is given the unruly task of bringing The Duke back to L.A. within five days or else the bondsman loses his $450,000 bail. At first the journey begins on an airplane, but they soon find themselves seeking other modes of transport until finally they are left with no other options but to hitchhike. The comedic chemistry between these two will leave you laughing!

Lost in America (1985)

David and Linda Howard (Albert Brooks and Julie Hagerty) are fed up with their existence as an advertiser rep who was passed over for a promotion and a department store rep.  David is fired after a tantrum, and his wife quits her job so that they can liquidate their assets (leaving them with $100,000) and travel across the US. Unfortunately, their plans are thwarted, or rather sabotaged, by Linda’s gambling. Laugh along (sometimes painfully) while in a matter of days this couples goes from living the high life to living in a trailer park taking on any job they can find (crossing guard with unruly children, anyone?).

National Lampoon’s Vacation (1983)

Husband and father Clark Griswold (Chevy Chase) decides to take his family on a 2,408 mile “pilgrimage to see a moose”, taking him from Chicago all the way to Walley World. Along the way, witness one funny scene after another as Clark and his family deal with a car accident in the middle of a desert, Cousin Eddie who has been laid off from the asbestos factory (prompting him to ask Clark for an astounding $52,000), losing all of their credit cards, and dealing with Aunt Edna.

Planes, Trains, and Automobiles (1987)

Neal Page (Steve Martin) just wants to get home from a business trip in New York to his family in Chicago in time for Thanksgiving. What he doesn’t count on is having to deal with traveling salesman Del Griffith (John Candy) on top of every known mode of transportation failing on him. Laugh along as the two accidentally burn up their rental car, are diverted to odd airports, and sell off almost anything they can find to try and find their way home.

Little Miss Sunshine (2006)

Taking a dysfunctional family—a man trying to make it as a life coach, a wife hanging on by a thread, a normal daughter attempting to win at a beauty pageant, a son that doesn’t speak due to trying to reach a goal, a crass grandfather, and an uncle who recently moved in after a failed suicide attempt—on a two-day road trip in a dysfunctional VW T2 Microbus sets the stage for great character development and absolute hilarity. One of the last scenes will have you crying because you are laughing so hard.

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