Welcome to SailNet!
We are not in your area now but we expect to be back later this year. (MIL lives in Gig Harbor).
Living aboard and sailing (The same boat) are almost mutually exclusive, especially if learning to sail is part of the equation. I have lived aboard continuously for 23 years now. The only time we sail is when we have someplace to go (Like Hawaii)
It is just too much hassle to pack up and stow all the live-aboard stuff for a day sail. You could get a live-aboard boat, then learn to sail through one of the many clubs in the area. Learning to sail on the typical overloaded live-aboard boat would be counter productive and VERY unforgiving of mistakes...
...but I have seen it done