The first one I came across was The Smoking Loon by Don Sebastiani & Sons. The logo is kind of cool, but it could definitely be better:
Next was Bear Boat Wines, which has a vintage photo of two bears in a rowboat having a different witty conversation on each bottle.
Then, after exploring the Don Sebastiani & Sons website I discovered a wine called B Side and fell in love. The label is neat, but there is so much that could be done with the packaging.