Many boat haulers do not allow any covers on the boats at all, including wrap. Shrink wrap at 65mph can and does rip off and create a major hazard to motorists behind the truck.
Mike, also add in the cost of captain per day, his meals, and expenses (like flying home).
You are going to be over $10,000 to bring her up on her own bottom IMHO.
My boat was $7500 in fuel (fuel was cheaper) and dockage from Ft. Liquordale to Liberty Landing,NJ, I didn't have a cost for the captain. 6.5 days. We had a North Easter come down the coast and I had to run 3 days inside to get to Thunderbolt, Ga. Then from there is was 1/2 day to Charleston, NC for a tourist stop, then 3 days up from Charleston, running up on the inside of NC and out to Norfolk. I ran at 26.5 knots average on the ocean. Inside you're limited on speed/wake in many places in Florida.
Your crossing from the gulf to the east coast is probably 2 days, then 5-7 days run time up the coast. Plus time for the captain or yourself to prepare the boat for the trip north, food shopping, buying supplies, checking the boat out, etc.... So add 2 days prior to leaving as well.