I have also planned on the Keys trip but I am still waiting for retirement. However the wife and I drove the keys this summer and I have done a lot of research.
Try this link: http://www.geocities.com/palmbeachboating/keys.html
Check out the reality check and the sample navigation guide. I found all of it interesting and seemed to be right on the money as far as I could see driving down. We loved Key West and the sunset sails were very good. I plan on going back (and a lot of other places) when we do not have a schedule anymore.