West of Here (2002)

Finding his only escape in music, Gil Blackwell (Josh Hamilton) decides to leave his monotonous business life in Boston when his cousin dies in a car accident. Gil ignores his father's disapproval and takes the family's antique truck for the promised land of California, but on the way a chance encounter reunites him with an old college flame, Genevieve (Fried Green Tomatoes' Mary Stuart Masterson), who joins his journey.