Not sure if you are trying to hire someone or DIY but this is what I do...
I tow my 268 Islander 8'6" beam from Cape May to Islamorada and back every winter for the last 14 years. 2007 F150 locked out of overdrive. 1,200 mile drive @ 60 mph about 25 hours. 7AM departure, one night on the road, arrive late the next day. This is late January so some adjustments for weather. Easy drive - you can almost forget the boat is behind you.
Boat is 4,700 lbs dry, motors are F150's at 470 lbs each, lots of gear, tools, spare parts, household stuff. 1,000 lb trailer. Two axel with 15" E-rated radial tires (80psi). Vehicle has 9,000 towing capacity. Your estimated weight seems light to me.
Cape May - Lewes ferry, eastern shore, bay bridge tunnel to Emporia and 95 the rest of the way down.
Two things I'll tell you. First is make sure your trailer, tires and wheel bearings are up to the task. Second is that it's a marathon not a sprint.
Leaving from MD and ending in Vero is significantly shorter than my trip. Still needs an overnight stop somewhere in SC.