Ah Ventura....yeah, it's pretty boring. I'd join you in your adventure...but I'm guessing it will take place sometime in the next 11 days, and alas, I'll be in Europe.
I know I went to a karaoke bar on California Street once...I don't know the name of it, but it was pretty dive-y, and the people doing the karaoke were very amusingly bad.
I had dinner that same night at a restaurant called Cafe Fiore also on California street (California Street is easy...exit the freeway at California St.

) it was pretty good, and they often have live music.
Nickelby's is the place to go if someone good is playing there...but I have no idea who'll be there, (I think it's located on Main St.)
One of my favorite pubs from Santa Barbara recently opened in Ventura...It's called
Dargan's, but I've not been to the new Ventura location.
Yeah, pretty much, Ventura is what I drive through on my way to Santa Barbara...but good luck in your adventures in swank!