I'm in the process of dreaming the dream "cruising".
In my searches I find the Island Trader 40 seems to fit the bill "price, aft center rack, lots of room, able to power through stuff, etc.". I'm aware it's a motor sailor and has more than normal amounts of topside maintenance.
As far as sailboats, do they sail well (for what they are)? Any other input would be appreciated, both good and bad!