Apparently, you can start iOS app in Simulator from Terminal by running
/Developer/Platforms/iPhoneSimulator.platform/Developer/Applications/iPhone\ Simulator.app/Contents/MacOS/iPhone\ Simulator -SimulateApplication path_to_your_app/YourFavouriteApp.app/YourFavouriteApp
This does not work for a MonoTouch app—I'm getting a black Simulator screen.
How do I launch a compiled MonoTouch app in Simulator from Terminal?