Ok - I've been combing through the local classifieds, and although this is likely an older boat (I will check condition perdsonally), I think I've found a good option for my friend.
It's an O'Day 17 with trailer and outboard. It looks to have good stability and space for a couple of adults comfortably. Since it't at the yacht club I should be able to take it out to see the sails in action. Also the outboard.
I was going to post a link but my post# is too low.