Thanks for the answer I didn't see it before. We will definitely check it out.
We are into food, drinking, and socializing in general. I'm especially into the food.
When I went to Chicago, Crow hooked me up with an awesome brewery, you have lofty heights to live up to, Rinse!
Where are you staying? Assume you'll be in the downtown core.
On one of the nights where there's any sporting event, check out Real Sports Bar at the Air Canada Centre. I think it was voted by ESPN as the best sports bar in North America, well-deserved. Giant screens, great food, and good scenery (especially during happy hour)
For some good casual eats:
The Burger's Priest (ask for the secret menu and try 'The Vatican')
Holy Chuck
The Stockyards
Other eats:
Guu Izakaya - if you're in to Japanese style tapas and sake. Awesome rowdy experience.
Bars:
There are so many good ones downtown you are bound to stumble upon a few.
Bier Markt for the biggest selection of draft beer in the city (it gets packed)
BarVolo
Beer Bistro
For nightlife, John St/Richmond St is the main intersection of the clubbing district. Bunch of clubs along this strip. It's too bad the weather is kind of shitty right now, otherwise this street is crawling with women at night on weekends.