I had me a 36 Cruiser back it the 90s..........She was a pretty boat but does not sail as good as she looks.....I regret selling here but only because of personal memories I had with her.
A better boat is an S2. I owned a 30ft aft cockpit and wish I still had it..This boat handles like a sports car..Remember the rule of sailing........Over 30ft and they become more difficult to single hand.
Good luck..............I be from the Great Lakes.....
