Well, I've been on the sound before when it is like glass all through the sound. A low drafting boat would do fine there, but I've also been out there in 3 and 4 foot waves when the wind picks up. I'm sure you see where I'm going with this. It really all depends how often and under what weather conditions you will endure. I would look into something around an 18 - 20 foot V- Hull center console with the lowest draft you could find, that way you can still go up into the smaller rivers a bit. Or, if money permits, get a deeper V for the sound and a smaller John boat for the creeks. A tough call either way you look at it.