West of Here (2002)

Love is the greatest journey of all.

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.