Yea, I LOVE the Pinnacles. It was an excellent way to "practice" backpacking and configuring my setup even further since I would leave camp early in the morning and do the long loop which took from sunrise to sunset (I think it was 30 some miles?), and get back to the campgrounds.
Yosemite is nice, but it seems impossible to get a spot there, without reserving in advance.
Hollister is nice, but as you say, it's only like a day trip thing. Not to mention, it get's boring quick.
When you say "your rig is built", what do you mean by this exactly? How built of a rig are we talking?
That trail looks fun!!!! How modified do you need to be to go through that trail?