Dan Lambskin wrote:just go somewhere where you are guarnteed to see boobs
If thats the case then Montreal (Saint Catherine's street) is the place to go. Strip clubs and booze everywhere, plus there is surprising a lot of other American high school kids that go up to drink because the legal age is 18 (not sure if the new passport requirments may have hurt some of the tourism-- I haven't been up there in a few years). A few years back all you needed was a copy of your birth certificate and a license to get in. Not being 18 wasn't really a problem either since most places don't really card anyway, I think I was carded once and I've been up there 5 times over the years. There's always tons of girls looking to party as well.
You should definitely bring some of your lady friends along though. One time, I went up with over 30 friends and it was a blast. A few of the girls even stripped at one of the clubs, and the manager gave us a bunch of free champagne

as my other friend took over as guest DJ for the night. Good Stuff.