I loved Sideways and I just watched it again a few weeks ago! The writing was great and for the most part, it was hilarious. The end, where he's drinking that rare wine with his fast food, was so depressing, though.
I was expecting a laugh out loud gut-buster. Instead, I simply felt bad for the poor guy. What a schmuck....
I was very disappointed in the movie, I guess wine-snob humour isn't my bag.
I don't know anything about wine and I found the movie to be absoluetely hilarious and original.
I have to say that watching that dude naked chasing Miles after he broke into his house to take back Jack's wallet was one of the funniest things I've ever seen in a movie.