Sideways

A trend with road trip movies like Wild Hogs, Sideways features middle-aged men on a mission to find their identities. Best friends Miles and Jack don't feel as though they've accomplished anything in life, and as Jack nears his wedding day, the two decide to travel through California's wine country as a final hurrah. Miles, innocently enough, just wants Jack to have fun and relax before getting married, but Jack is more interested in a fling. As they sip wine, they contemplate their relationships, their values and their futures.