There's a great startup doing this type of thing called Jump2Spot. They've mapped some pretty cool things, including Steve Jobs' life, most of NYC, and i think every DeNiro movie ever made.
It seems to be broken, at least in FF. I can't get anything to happen when I click on the locations. This is on FF 10.0.9 on OS X, and FF 11.0 on RHEL5.
The info windows work with Chrome on OSX, but not on Windows.
I think the usabilty could be improved if you could click anywhere on the map to close a popup and the videos were embeded.