As others have pointed out, weather in the early spring is really variable on the SE coast. So looking at climatological data is not going to be much help. Just head
down the AICW and check for a decent 24 - 36 hour weather window at each major inlet (Beaufort, Cape Fear, Winyah Bay, and Charleston) to see if you want to attempt an outside leg. These legs will be 24 hours or longer in a 27' boat
, and if single-handed you will have to stay awake most (if not all) of that 24 hours. If I have no traffic in the area I will set an alarm
to allow me to doze for 20-30 mins.
As long as your boat is in good condition (think the engine), it is very doable - actually my preference when single-handing.
I've done the trip single-handed several times (in the late fall of course). I find the AICW very tedious when single
handed. I was often trapped in the cockpit
even when under autopilot
You aren't going to save much time going outside between Beaufort
and Charleston, as you will likely spend several days at anchor
waiting for that 24 hour window to get to the next inlet. South of Charleston the AICW meanders a lot and you can save a lot of time taking a straight shot from Charleston to Mayport, with Brunswick, GA and Fernandina as possible stops if the window starts to close.