Gina has a bike that automatically takes photos as she rides, geotags the photos and uploads them to her Flickr account, where you can view her ride map. More details at MAKE.
The iBikeConsole is a weatherproof mount for your iPod Nano. It attaches to your handlebar. The iPod Nano can be controlled from remote control buttons in the grips. To keep your iPod safe on your bike, maybe you can use the MasterLock iCage lock for various models of the iPod.
To listen to your tunes without plugging your ears, use the Cy Fi wireless sports speaker mounted to your handlebar stem.