You are not 'crazy' although many will tell you that you are. People have done this in smaller boats. You are crazy if you stick to dates and timetables instead of waiting for whether windows though.
There is a really funny book about a guy, his boy and a cat sailing down the east coast in a boat smaller then yours in the early 1900's. Amazon.com: The Boy, Me, and the Cat: Henry Plummer: Books
He sailed from MA to FL and back without losing his son, just the cat.
It is funny from the historical perspective. You might enjoy it as I did.
Good luck on you circumnavigation plans in '09.