Sideways (2004)

"Two men reaching middle age with not much to show but disappointment, embark on a week long road trip through California's wine country, just as one is about to take a trip down the aisle"
-That just about sums it up. However, it is worth a watch even if only for the rhapsodic passages about pinot noir, which apparently, according to a now disappeared blog, changed the drinking habits of American middle aged men. The relationships are good too - between all men and women involved and the two most central women are nicely played character studies.