I have done the Southen Teir Great Finger Lakes tour a few times and am planning to do it again this year.
The weather has not been bad in the past. I have not had any issues with black flies in the past.
The price is great for what you get. It is a fun weekend with other bicycle enthusiasts.

I have never done the Bon Ton Roulette. But I have done the Great Big Fany Ride that takes place the same week and actually does some of the same route. That was my first tour and I have been hooked on touring ever since.

http://fanyride.com/homesignup.html