I don't see many people rolling around on Segways in my other home base of Louisville, but man, Florida is on it, and in a big way.
Florida's one of the nation's most Segway-friendly of the 50 states, and even though the thing's been around for years now, I'm embarrassed to admit it took a trip to Bradenton to actually get me on one. And though a lot of people - including me - gave President Bush Jr. a lot of ribbing for falling off a Segway (they say it's so simple to ride, you have to be a real cabbage-head to fail at it), I have to confess it took me a couple tries to get the hang of it. But once you get rolling, it's some real funambulation.
Manatee County has a special trail running alongside Bradenton Beach, Cortez Beach, etc. expressly for users of the futuristic transit device. And Segway of Central Florida offers Segway tours of Mt. Dora, FL and Dogwood Mountain, FL - both of which are curiously named communities considering they have no actual mountains.
St. Augustine will set you up with your very own Segway and send you spinning 'round the old town via Glided Tours, Sanibel Island offers a similar Segway-only trail (which is good, because we don't want people doing it too near the beach and messing up Sanibel's fantastic shell-collecting grounds!) and so does Miami and Pensacola and Daytona and Duck Key, just to name a few.