Have made the trip from CT to the Bahamas many times, mostly on 43' and 52' sailboats. A few points....... the ICW
is nice sightseeing, but brutally slow as you can only make 60-80 miles per day. Offshore is great, but you and the boat must be ready. You should investigate the routing, as some would advocate coastal travel, but this is against the gulf stream
. Alternatively, cross the stream and head
south east offshore to the Bahamas on the east side of the stream.
Most importantly, you are crossing the gulf stream
during the worst part of the year. Northern fronts make the stream very rough. I have waited as long as 8 days for an acceptable crossing (not good, but doable). Please spend some time doing your homework as the gulf stream will play a huge role in your planning.
As an aside, the Bahamas are cold during this time of year (both air and water) I now live in Florida
and can't tell you how many northerners are shocked at the "winter" weather in the Bahamas.... just in case you see yourself basking in the sun. Yes, it is warmer than your home port, but can be jacket weather when the northern fronts blow through, and certainly not swim weather without a wet suit!!!