I don't know if you can jump from Windsor to Toronto... I think you have to take a few steps in between... Ease your way in... Almost like mixing sand in Vaseline... He should make it a road trip... From Windsor, to London, then Kingston (easiest chicks in Ontario, next to the Sault, and not as dirty as Windsor or Cornwall), Ottawa, St-Johns, Sherbrooke, Moncton, Scarboroough, Halifax, Calgary... Maybe not the best route time wise, but it should ease him into to things... Still, if he can convince 20 breakers that Windsor is 10 times Cancun before they even go, I will send him a contract within 24 hours.