Re: How to choose a daysailer/dinghy
Given your description it seems he would be better of in a sit in rather than sit on type of boat, this makes sunfish lasers etc a problem. Becuase of boat traffic a motor and therefore proper transom will be needed. A catboat would be a good simple option, an old beetlecat is nice. The capri listed above is another good choice. In addition there are most likely 500 hundred other small sailboats that would work well, even one not meant to take a motor could be set up with a small electric trolling motor without too much trouble.
A hobie in boat traffic with a new sailor is not so great.