“Sideways” is a fantastic 2004 comedy-drama film that tells the story of Miles, a depressed, unsuccessful writer and wine enthusiast, and his old college roommate, Jack, a soon-to-be-married actor. The two embark on a week-long road trip through California’s wine country near Santa Barbara. Along the way, their misadventures involve wine tasting, romance, self-discovery, and some pretty wild scenes. This leads to some hilarious and also poignant moments as they confront their personal and professional failures.

The enseble cast is brilliant, with Paul Giamatti, Thomas Haden Church, Virginia Madsen and Sandra Oh delivering memorable performances. Haden Church and Madsen recived Oscar nominations though all of them deserved recognition. The film won an Oscar for Best Adapted Screenplay and was nominated for Best Picture while Alexander Payne earned a Best Director nomination.

The film was so influencial that sales of pinot noir spiked in the years following the release of the film. We highly recommend this film.