These days Windsor (the one in Canada) is without a doubt 'the Tijuana of the North,' a city just across the border where Metro Detroit parties, gambles, and stocks up on duty free liquor and Cuban cigars, then gets the hell out.
On Friday and Saturday nights, the line of cars full of teenage Michiganians heading South (that's right, South) into the Detroit-Windsor Tunnel and the Ambassador Bridge is immense as they set out to take advantage of the generous Ontario drinking age (19). At this time of day their grandparents are likely to be passing in cars the other way, heading back from the casino, although this is tide is somewhat stemmed now that there are casinos in Detroit. Then at closing time the process mirrors itself in the other direction, only worse because everyone goes back at once. The Michigan highway patrol has installed breathalizer stations just beyond customs.
The low drinking age is not the only cause of the curious phenomenon that the major urban hang out location for the Detriot area is in another nation. It is also helped by the pedestrian friendliness of downtown Windsor as opposed to Detroit, and the lack of safe streets on which to party in the motor city. In short:
"Welcome to Windsor, the cultural center of Detroit!"