Not familiar with the Gulf weather or water but an open power boat like that isn't suited for ocean crossings. Why not hop along the coast even though it would be a lot further distance? You will need at least 200 gallons of fuel, possibly 300 if you have to go slow due to weather. And what if the engine quits?
Personally, I would trailer it.
SV Laurie Anne
1988 Brewer 40 Pilothouse