USA's Cannonball Run 2001 (2001)

Six teams of three mismatched racers (Fifth Wheel - A couple and one's ex, The Castaways - Two former Survivors and a Temptation Island veteran, Forbidden Fruit - two Playboy Playmates and a seminary student, Alpha Gamma Grandma - Two frat guys and a grandmother, Hog Wild - Two rednecks and an Ivy League preppie girl, and Hip Hop and Pop - Two rappers and a rap-hating firefighter) vie in souped up cars in a road race from New York to Los Angeles for a top prize of $100,000