Small sailboat, for a few thousand bucks? May be becoming a blow boater?
Dont know where you are or what is available in your area. Suggest you take a look at local yacht clubs & see what's popular near you.. Dont write off beach cats - depending on your son's age & attitude the additional adrenaline of flying a hull, capsizing at speed may get him hooked on sailing better. Many beach cats are sold when a family is started.
that's lit frr