Definitely second Mark's recommendation to add in some New England. The coastlines there are gorgeous, with lighthouses, lobster shacks, and beautiful scenery. Even just a week exploring places like Acadia National Park or Cape Cod would be memorable.
Also agree on shortening up the middle stretches. Have you thought about going directly from the Keys up to Tennessee/Kentucky? The folks are friendly there and you can hit places like Great Smoky Mountains NP. Then swing up to the Rockies through Missouri and Colorado - really stunning rides there.
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