There would have to be a rule for HM slaves. Because if you start with a Charmander and then blow your Pokeballs on Pidgeys, you can't get across water at all.
And I'm glad everyone likes the idea. I think we should publish the first sign up sheet in the notices right as it hits summer, to give us the most time. So I think we should take these 5 months to make sure everything will run smoothly.