I think that parts of the ICW are fine, but it is not sailing. Might be a good idea to stay inside to miss Hatteras - which means you get to do one of the nicer bits of the ICW. Other than that, just pick your spots. Lots of opportunities to sail. The Gulf Stream is a long way offshore most of the way down. Even off Florida you should have a couple of miles. As for eddies and the like, sometimes they will help and sometimes hinder - such is life. I think some of the posters need to get out sailing a bit more. Maybe it is a winter thing.
Back to Grenada in early December. Not sure I will remember how to sail. Will spend the winter and early spring in the Caribbean and then head to Bermuda and the northeast US. Still trying to decide if we will bring the boat to Canada, either in 2015 or 2016.