Transportation
Taxis
I'm sad to say that the currently taxi situation in Toronto is not good. Although the city just passed a bylaw that all new cabs in the city have to be wheelchair accessible by 2025 currently there is not a ton still. However it is possible to get one now and they won't charge you extra so things are getting better. Uber has been all over the news in Toronto the last few months. Whats important is the you can now use UberWAV their accessible service. Although I have not used this service yet my understand is it works well (just like uberX) but availability isn't great.
Subways, Buses and Street Cars, oh my
Like in many cities now all of Toronto's busses are wheelchair accessible. There is space for two wheelchairs or scooters on each one. There is a ramp the drive must deploy for you to board. I winter sometimes it gets stuck so it could take a bit but they normally get it working.
The subway isn't great but is improving year by year. Right now there are 38 subway stations that have elevators. Once you get down to the platform getting on and off the train is fairly easy. There is a gap at some stations but if you wait in the middle of the platform it's often better than near the ends.
I'm happy to say that accessible low floor streetcars are now here. Currently only the Spadina line is fully accessible but things are improving finally. There is a small ramp that needs to be deployed by the driver for you when you get picked up. All stops are announced and you hit a button to signal you're ready to get off.
Cash fair is currently $3.25 or you can buy tokens for $2.90 if you buy 3 or more at a time. You can buy a week pass but they are only good Monday through Sunday so not ideal if you're visiting in the middle of the week.
Food & Drink
Toronto is one of those cities where you can find any type of food you want. Any style, any budget and pretty much anytime of day too. There are a lot of wheelchair friendly restaurants in Toronto. Often the downfall of most places is that their bathrooms are in the basement. So either call ahead if you're able to or check with the hostest before taking a table.
AccessTO is doing an amazing job of visiting restaurants and cafes around Toronto. They are very strict on what makes it on the site and they go into detail about washrooms and widths of door ways. Check them out if you're looking for a place to eat. (http://accessto.ca/)
If you're looking for recommendations for places to eat blogto has a best of Toronto section that is normally pretty good. (http://www.blogto.com/toronto/). Some people debate their selections of course but it will be a good start in your search.
I'm a big coffee nerd. If you're looking for an amazing coffee check out Crema on the Danforth (508 Danforth Ave.) if you want to sit in. Or their location at 53 Bloor St. E. if you're taking it to go.
Entertainment
Toronto like most large cities around the world has a huge variety of entertainment options. Most of the large theatres that host Broadway like shows run into the same problem that they do in New York. That is most of the wheelchair seating either at the very front, back or far off to the side.
If you're looking to see a movie the Cineplex at Yonge and Dundas is probably the best for first run films. The TIFF Bell Lightbox hosts some great lesser known and restored films. Their seating varies but generally it's well located and the theatre it's self is really nice.
Other Resources
Toronto Tourism - http://www.seetorontonow.com/
AccessNow - http://accessnow.me/