@dillyd @Badgardener
A few years ago there was a tall ships festival in Québec City. The docks were full of people so it occurred to me that seeing them from the water side might be an alternative. We signed up for an introduction to sailing at the nearby marina. Another couple had the same idea. There were only 6 of us (with two instructors) on a 30' sailboat. We learned how to sail into the wind, changing tack, keeping a steady course, different sails for different weather... It was wonderful.
I'm sure you can find something like that in Montréal.