If I remember correctly, the wholesale tax on cigars in Canada is 150%. It doesn't matter if the cigars are Cuban or not. I believe the price of a pack of cigarettes is about 8-10 bucks.
My wife smokes cigarettes and when we were in Canada a couple years ago she did pay something like 8-10 dollars. You get 25 cigarettes though in a pack if I remember correctly. Weird brands though, and didn't taste all that great compared to American cigarettes.
I also found it absolutely impossible to find a descent bottle of wine up there. They have the State run liquor stores with a horrible selection and the beer store with only beer. The grocery store had a small wine shop but the wine came from the Niagara Falls area and sucked big time. But maybe I just didn't know were to go, it's not like the U.S. with liquor stores on every corner, it seems only the government sells liquor or something.
Please correct my ignorance on these subjects if I am totally wrong.