Six foot draft is not really a problem. Boats deeper than that regularly go up and down the ICW. The only thing is the deeper the draft, the more care you must take. As for the St. Johns River your draft will not be a problem. There's lots of water all the way to green Cove Springs (that's as far as I've been). Lots of good sailing in NE Florida. If you're going to be based in the Jax area or Ortega River there's lots of water.
Toronto in summer, Bahamas in winter.
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