For somewhat sentimental reasons (and because they invited me to their annual Christmas party even when I'd moved out of the state), the Tampico Kitchen & Lounge in Santa Cruz, CA. Fabulous bartenders, good music on the box (except the little bit that's in English), great comfortable booths. Pics here (http://www.tampicokitchen.com/photos.htm), though they emphasize the restaurant -- and the place was definitely cleaned up for the photos.
Good mariachi on Sunday nights, too.
Also, Tuman's Alcohol Abuse Center in Chicago. Dog friendly in the early evening, great atmosphere, drunken bartenders, and the best jukebox I've ever seen.