The G1000 can't even draw a hold, let alone do this. Now a collins FMS designed in the 1970s can do you what you are looking for and display it on the MFD but won't drive the CDI.

I would suggest using SkyVector: Flight Planning / Aeronautical Charts or somthing to create 8 lat/long way-points and plug them in the box. Keep the GPS in OBS move so they waypoints don't sequence, he can just navigate using the MFD.