The Chesapeake Bay-Bridge Tunnel is a work of art to cross if you make it that way. It connects the Eastern Shore of Maryland to Virginia Beach Virginia. The bridge is built with two tunnels to allow space for ships to float over.
As others have said, North Carolina Outer Banks is a neat drive. My wife and I were married barefoot on the beach at the Oregon Inlet in Nagshead, so I'm a little biased.
If you stop in Savannah, Georgia for the night, stay at The Marshall House. It was used as hospital during the Civil War. My wife and I stayed there and "no lie", we were awakened at 3 am by screams. Needless to say we didn't sleep much after that.
Definitely Key West, Florida. The first time we drove the keys, you couldn't tell where the sea ended and the sky began. It was breathtaking!! It's a requirement to have your picture taken in front of the buoy marking the "Southernmost Point of the US", only 90 miles to Cuba!
