I'm living in Miami, just bought my first Sailboat. I'm leaving on June 22nd, or so, for a cruise north up the ICW, and a little ocean cruising on the way.
We sailed/motored South on the ICW to Jax from CT last year. You will love the trip...If you stop at Beach Marine in Jax Beach look me up. I work at the marina in the ships store. Not a bad place to stop, close to lots of things and we have ethanol free diesel.