Boyd Gang

Stand outside the Don Jail and let the legend of the Boyd Gang sink in — in 1952, this was the scene of one of the most audacious prison breaks in Canadian history, sparking the country's largest-ever manhunt. It's a fascinating piece of true crime history hiding in plain sight on an otherwise quiet stretch of the city, and well worth a visit if you love Toronto's grittier, stranger stories. Come with a friend, look up the details beforehand, and turn it into a spirited after-work history walk. Perfect for after work — drop in solo or bring a friend. No experience necessary.