Colonial Williamsburg would make my list. So would the Blue Ridge Parkway. Boston is a fantastic historical city.

But if you're going to do it via motorcycle, you absolutely MUST ride the "Dragon's Tail", which is US 129 on the Tennessee/NC border, then ride the best motorcycling roads in the entire world through western NC toward Cherokee, which is the southern end of the Blue Ridge Parkway. Ride this north the entire way (spectacular) and then on Skyline Drive, which ends at Front Royal, just west of DC. Then pop over to DC and see the Smithsonian Air & Space, etc.

Where will you be starting from?

Jim