When visiting my girlfriend in Annapolis we decided it might be a random and fun way to spend a day. Between the two of us we were able to afford the hefty deposit. You get a quick demonstration on how to use the Segways (they literally read your slightest movements) and off we went. You go all over the harbor and then hang out on Prince Georges Street while a guide tells you about the sites. I felt a little geeky (our guide was dressed like a pioneer) but it was a lot of fun.