Originally Posted by cthoops
Great write-up and pictures! We've been to Key West twice (before we were bitten by the sailing bug) and really enjoyed it.
Our retirement fantasy is to sail down to Key West from Connecticut every November to escape the winter and return in time for a May arrival in Connecticut. The best of both worlds.
Go for it! But you may find you are better off staying in Marathon and sailing to KW periodically. As I said, the monthly is $36/foot at KWB plus electricity!! Of course, Marathon isn't getting any cheaper either. They just upped their rates to $21.5/foot. Boot Key is only $300 ish, but you might as well say $350 when it is all done.
The mooring field in KW is wide open to a northern. I have never stayed there, but it seriously looks like a rocky-rolly all nighter. No thanks.
If you are retired military, they have bases there you can put your boat for a LOT cheaper. We have a retired military friend that showed us around the bases. They look pretty nice. The bases will be a ride to Duval, but the cost will be a lot better.