i would second the great loop. We're only half way through, and the varied cruising locations are just stunning. We've learned boating on the Tennessee river, Florida coast, the keys, the sounds of North Carolina, the Chesapeake, the Jersey shore, and New York. We have yet to experience the Eerie, Trent-Severn, Georgia Bay, and great lakes. Lots of people do it in seasons over multiple years.
To the original question, we payed $3,000 to haul our boat from Ft Myers to Chattanooga. Diesel prices were starting to rise, but not where they are today. I'd say with labor and diesel scarce, you're looking at 25% above that number.