Advice Please

[mommabear]

Hi, I've got a question for all of you experienced sailors out there. My 22 year old son, who lives in Chattanooga, TN, is deciding to trade his old car for a sailboat. (He has another car to use.) His plan is to drive the car to Ft Myers, FL, trade for the boat, and then sail the boat from Ft Myers to Destin, FL (because our family has a house in that general area, and because it is closer to drive to, than Ft. Myers, when he wants to use the boat in the future). I don't know much about it (the boat), except that it is large enough that a family of four has been living in it, and that it is supposedly worth about $5k. My main concern is for his safety. Specifically, he has not had much (any) sailing experience, other than maneuvering a small catamaran once or twice in Choctawhatchee Bay near Sandestin. His father and I think there is a very good chance that this could be life endangering to attempt such a trip without the proper experience. I've looked online, and am not finding whether this is a "reasonable" route to take, even for an experienced sailor. Also, wondering what weather he would most likely run into in October. Any thoughts?