I did a mini-tour of the Eastern Shore last July 4th using this route:
http://www.bikely.com/maps/bike-path...d-via-Delaware
I carried about 20 pounds of stuff (clothing, tennis shoes, spares, food) in a backpack the whole way, fighting hills along the Susquehanna River and a headwind for most of the southbound journey on the DELMARVA peninsula. The wind was bad enough that I discovered the fireworks display in Ocean City was postponed until the 5th, so I stayed at Bethany Beach on the night of the 4th riding into Ocean City on the 5th.
After getting settled into a motel in OC, I hung out at the Boardwalk until the fireworks display. I viewed the display from the Park & Ride just outside of OC on Route 50.
I rode down to Assateague on the 6th.
On the 7th, I stayed at the beach for the day and on Sunday the 8th, I rode back to Essex, MD.
Here's a slideshow of pictures of the entire journey:
http://smg.photobucket.com/albums/v2...view=slideshow