I wonder whether, as a family, you could try something new to all of you, such as cross-country skiing (if that's new) I wonder if he needs to see someone else learning how, learning technique. And XC you can go slow and have control that you may not have in water or on the slope. Or perhaps snowshoeing (our family enjoys it because we don't even have to get in the car, just stomp across the yards.)
Actually, I hadn't clarified yet that it's cross-country that we're trying to get him to do. In our world, XC is "skiing" and the other kind is "downhill".
Anyway, he's not afraid of the skiing as much as he's afraid of the woods and the bears. We're trying to get him out in nature and aren't having much luck.
