Tranna? Yonge Street on a Friday-Saturday night used to be interesting. People watching is cheap. This may be out of date- others may have a better suggestion.

In Toronto, an experience is Madeline's, one of Susur Lee's fine spots. Menu at http://www.susur.com/madelines/menu.html

The Royal Ontario Museum is always a stop for me in Toronto.
The c5 restaurant at the Royal Ontario Museum is good for food and people watching. Reservations needed for both lunch and dinner (Always full). Also great for afternoon tea (rivaled only by the Empress in Victoria).
http://www.rom.on.ca/dining/crystal5.php