I've done this trip both ways, inshore and offshore, and there is really no telling what the
weather will be like.
You might as well throw the dice.
Going solo is tough, especially at night.
"hitching a ride on the GS", yes, possible, but the GS veers of quite a bit once you start heading north, between
Florida and Charleston, the west wall of the GS is probably 70 miles offshore, hardly worth the effort to go that far out and back in again.
If you have the time available you can be more flexible in your planning, but going off shore invariably means you'll need to go a long way out and then a long way back in and this will eat up a lot of time and there is no telling what the weather will be like.
Hurricanes are always a threat and there is no telling when or where, but you should be able to get a good 7 days warning should one crop up.
And yes, it will be hot, muggy and hot, doable depending on the level of discomfort you can tolerate.
Seriously though, I'd consider doing the ICW from Charleston on up. You can do this in manageable hops and enjoy some of the local flavor on the way.
Going offshore requires that you and your boat are adequately prepared for anything.
A good
autopilot would be high on my list for a solo sailor, not to mention all the other
safety gear, and as pointed out in other posts, there will likely be a lot of
marine traffic out there.
Finally, do yourself a favor and get acquainted with "Mike's Weather Page "
Here's the link.
https://spaghettimodels.com/
This page will provide you with all sorts of weather data including the GS location.
Good luck with your trip.