West of Here (2002)

Finding his only escape in music, Gil Blackwell (Broken English's 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 hits the road in the family's antique truck for the promised land of California. On the way a chance encounter reunites him with an old college flame, Genevieve (Fried Green Tomatoes' Mary Stuart Masterson), who joins his journey. With each westward mile, the couple rebuilds their musical aspirations and their feelings for each other in this touching and heartfelt love story.