I've never really taken a cycling vacation - but it appears that one is in my future. In early summer I'm planning to do the Great Allegheny Passage, from Pittsburgh to Cumberland, Maryland. More information is on this page.
I think I'm going to try and do a six day trip, from Pittsburgh to Cumberland, and then back to Pittsburgh again, which is about 482km.
Hopefully I'll be able to upload my own GAP trail video in mid summer, but here is one that is already up there.