You do have an affinity for the "f" word, don't you.? <img src="http://www.catsailor.com/forums/images/graemlins/laugh.gif" alt="" />

I'd be tempted to try that Everglades challenge, but two stops have bridges with clearance less than 10 feet, which would require dismantling of the mast to get through (so low you can't even flip the boat and swim under)...

Other thought for distance was Marco Island to Long Key (across Florida Bay), but that's a long way away from land if something goes wrong....