lol thanks XD, you don't have to flatter me, its not like i'm going anywear XD. Save that last bit for prision, ;D lol. (just kidding)
Oh your first island should be big enough to hold the home town, the first 2 or 3 routes, an entry city, and a town with a gym [Where one can learn surf] That would be sufficiant for transport. (unless you want them to ride a boat to the town of the second gym and get surf there)