Oh, my GOD!!! I rode a Segway in Chicago and at first I was freaking afraid of smashing my ass on the ground but the trainer was fabulous and I made it!
It was freaking cool and I recommend to anybody to give a try. It's 1derful™ !!!
If you're in Chicago look for Steve's Segway Tours and give a try. I guarantee you will not regret. Steve's staff is outstanding. I was reluctant and very skeptical in the beginning but Brittany put me on the road in 1/2 hour (well, I am very clumsy).