@tenuki: I'm hoping to find great sailing here but, after living in this calm+sunny or rainy+windy land for 7 years now I'm not sure how optimistic I am

I really want to go cruising up to Alaska and that's why I got the boat. I mean - water/island wise you couldn't find a better place on earth (well, maybe Thailand, Southern Chile, Caribbean, New Zealand, New England, Greece or Croatia [ok - so there are tons of great sailing spots

]) but the wind here (at least in the convergence zone of south Sound, is ridiculously light.
I couldn't buy a motor boat. I "work" from home - so hopefully I can bail when it's windy and work when it's calm. Optimistically naming the boat "Windig" - which is German for Windy.