I have to agree with the flying appearance although I can see what you are trying to do. Hopefully a wake will fix that a bit like you say. Also I have to agree - the water looks really lovely.

You know you are going to have a lot of labels to put on this though. =P

By the way - what sort of settings do you use for your linework in Photoshop? I am curious. I really like how this is turning out and I'm not sure whether I will make Argot a top-down map or an isometric one.