Clearwater to Newport
Charleston Harbor''s best deal is the moorings in the Ashley River just off the Municipal marina. Fee includes dinghy/garbage/facilities use at marina but size limit for boats in 40 ft.
You can also Anchor in the same spot but current is strong so be careful.
Personally, I would duck into Beaufort and do the ICW to Norfolk to avoid the whole Hatteras area on such a trip but of course many do stay well offshore for the trip...just be careful to have good weather forcasts before you commit to this! Two weeks sounds like you are really pushing the timetable from Clearwater.