Lots of good points being made here, but here''s a thought... if the objective is to get out of the house and see some of the world, and you think you might want to do it by water, then post your names on every Crew bulletin board you can find, accept any decent offers that will let you and your girlfriend sail together. Do the first couple for "free" getting only food and a bunk during the voyage. You don''t need to know that much to stand a watch (and you''ll learn enough, quickly enough) and/or to cook, clean and maintain the boat.
Your biggest problem will be what to do once you''re at your destination. Hopefully you can hook up another crew position and move on somewhere else.
After a few of these trips, you might be able to sign on as paid crew. Either way, you''ll have more experience and knowledge and you''ll know if this is what you want to do. You''ll also know more about boats and what kind you might want to own.
You''re trying to make a big decision, well, good for you, but don''t try to figure out everything at once... take baby steps.
Save enough money for a couple of plane tickets back from Florida, then hook up on someone''s trip from the North East down to FL and fly back when it''s done. You''ll know a heck of a lot more after that