Tell us about some of the specifics of your plans. When, what season, are you thinking of going? How long do you expect it to take? What do you have for navigation tools? What have you found out about the route, crossing the Gulf Stream, current speed, winds,... How much and what kind of heavy weather sailing have you done? How much water can you carry? What do you have for an auxiliary, age, reliability, range. It's not really a big difficult trip, but it is a small target in the middle of the Atlantic and things can go wrong. They aren't likely to, just it's good to have options and a plan.
Don't forget to think about the return trip. Sailing to New England and down the ICW may be an easier return trip, plus, the ICW is very interesting to travel on.
-Will (Dragonfly)