I think it would be cool if you could incorporate it into your normal regatta. Maybe start an hour earlier on Saturday to have a trial race. Have each skipper take a newby or two on their boat. Have one start with all classes and take a run around the course. You would need to have them sign a waiver to sail. Then, Maybe have someone do a seminar for them afterwards on the beach while they've started the regular races. This way they could hang around and have some idea of what is going on on the water and then participate in any after race parties, etc. You could promote it at area Colleges with a Flyer the weeks before or get in touch with the school's sailing club if they have one.