Rain or shine, I'm heading downy ayshun with 3 or 4 other bikes Thursday evening 6-ish, leaving out of Dundalk. Feel free to join us!!
I always come home Saturday. The traffic heading west on Sunday is a nightmare that I lived through (walked along with) once and once is enough!
We usually do a run to Chincoteague on Friday, leaving the 707 Sports Bar around noonish with a friendly pack of locals.
If you're looking to get a taste of everything down there do the Cruzin' The Coast thing. It takes you to a lot of different places.
http://www.delmarvabikeweek.com/cruz_coast.html