I have 2 comments to make.
First, is that we saw a large number of trawlers for sale in the Pacific Northwest this summer. I guess everyone is retrenching during this recession. However, those trawlers were not cheap, even in the 32 to 34' range. Nordic tugs , for example, are pretty fancy boats and $100K would get you a nice 90's version.
I would look around San Francisco for a trawler and see what you can get, even if it's from the 80's. And add in what it would take to refurbish.
Second, I certainly agree with thataway in that there is a larger cruising area on the East Coast. We spent a couple of years there doing the Great Circle Route and it was wonderful. However, the weather isn't the same as California, and moving north or south with the seasons doesn't help. Florida has Northers in the winter, and the Chesapeake Bay is really, really crummy in the summer and has snow and ice in the winter. Maine is beautiful in the summer, for both months. As are the Bahamas in the winter, between fronts. We came home to SoCal for the winter.
So, while the East Coast is well worth a visit, it'll certainly be a change from California weather. This points up one of the beauties of a trailerable boat, which is why we have Journey On. Yes its more cramped that a 34, but we're not spending our whole life on that boat. And we get to see different places, but get to come home to decent weather.
I'm not saying that a trailerable boat is cheaper, because it takes gasoline to get to your cruising ground, and that isn't cheap these days. But it let's you cruise wonderful places, such as the Chesapeake Bay, cruise north and south and then come home.
If you do buy a boat and cruise it on the East Coast, be sure it has a good heater AND air conditioner.
Boris