wakeskating is fun, but i'd rather be strapped in.
having said that, i believe wakeskating is the future and wakeboarding (hurts me to say this) is doomed.
Between gas prices (adding ballast doesn't help on fuel economy), wakeboard boat prices, and the exclusivity of finding good water / riding conditions - it gets more and more difficult each year for new people to be introduced to the sport. I feel as though the popularity of wakeboarding has hit a plateau - it's downhill from here.
Wakeskating, on the other hand, is more main stream. You can do it behind a pontoon boat (i have and it's just as fun), off a jet ski, or basically in a ditch on the side of the road. Winches have opened up new riding locations that previously were thought impossible. yes, wakeskating is the future.