Toronto has a fabulous music scene. Among other great music-related activities you can do while in the city, you should visit Soundscapes in Little Italy to rummage through hundreds of CDs and records (still a thing, everyone), and buy a ticket to a show, which Soundscapes can help you with! (And check out Bassline and Secret Society… though I recognize those aren’t everyone’s cup of tea!)
When I don’t buy tickets online, I buy at Soundscapes, and for an out-of-town visitor, I could not recommend more that you check out their long list of who’s in town. You’ll see it pinned to a corkboard immediately to your left as you walk through the door (it’s also available on their website). Perhaps you could tell the staff that you are in from out of town and ask for a recommendation – in my experience, Soundscapes staff have always been friendly and knowledgeable.
Little Italy is a great little area, with plenty of restaurants (including Woodlot not far away – check the Woodlot article!), bars and shops lining a winding College St., with a definitive Italian vibe. So, whether you go for the music or the neighbourhood, make sure you pay a visit to Soundscapes while you’re at it.