Lots of good advice guys, cheers.
Thanks lateral about not rushing to buy or getting attached too early. It can be hard to fight those urges when we have death threats or bottles/rocks/etc. thrown at our house here. But I also don't want to end up bad situation because we were rushing out of here.
I do expect that even a "perfect" boat to have lots of things that need replacement. Just like buying a house, we had a builder's inspection and he didn't find several problems. Right now all our money is tied up in equity in this house. Then being stuck geographically so far away also limits our almost all our options.
We had another idea and wanted to see what you guys think. First, sell our home here and put a small amount of things we really care about into storage. Stick the funds of the house sale into savings. Then travel north and try to find a boat we could rent as a live aboard for say three to six months? This would only be to trial living on the boat see how we liked it. Hopefully being on the water and up north we could find opportunities to sail as crew/etc on other boats and learn to sail during this process.
If stuff hit the fan or for any reason or we didn't tolerate the lifestyle we wouldn't have to worry about trying to selling a boat. We would still have "some" things left in storage and our car. Otherwise if it worked out we could just fly back down here and sell off the rest.
It is still risky as my wife might have issues with job working from boat. (she takes calls via voip and works over vpn and wireless not best for that) However there are more options to work up north at same time if that happened. I'm also not sure where we would even look to find a boat to rent like that. I noticed many marinas had rules preventing such activities without written permission.
On another note, my wife and I were quite keen on this this Beale 33 (design/layout/etc) any comments about it?