10-day Roadtrip from VA->FL

[rijoyce]

I'm planning my first road trip ever from Charlottesville, VA to Ft. Myers, FL and back to Charlottesville in around 10 days with my boyfriend from 8/10-19. Since he'll be back from a 2 months long bike (yes, bicycle!) trip from Baltimore to San Francisco (charity event for cancer) staying at campgrounds and churches every night, we're planning on splurging a little to stay in a resort in Fort Myers, and hotels along the way in some major cities.

I have never done a road trip before and I'm planning this alone, so I'd love some advice on route planning and whether my plan is feasible.

This is what I have planned so far.

Day 1: Charlottesville--> Charleston
Day 2: Charleston--> Orlando
Day 3: Orlando (Disney!)
Day 4: Orlando--> Ft. Myers
Day 5-7: Ft. Myers
Day 7: Ft. Myers-->Miami
Day 8: Miami-->Savannah
Day 9: Savannah--> Asheville, NC
Day 10: Asheville-->Charlottesville

I don't know too much about other roads, all I know is we might drive on the Blue Ridge Parkway and Skyline Drive from Asheville to Charlottesville, but I'm not sure if that'll be a stretch to drive in one day, or whether it's worth it now that it's summer and passed the blossom season.

Would love any advice, thanks!!!