The Waterfront Trail in Toronto covers some of the most gorgeous natural settings you will ever see. Because of the amalgamation of the cities, Toronto runs from Etobicoke from the west to Scarborough Bluffs in the east. That being said, the waterfront trail is accessed from Kew Beach in the East, not Scarborough at all. In fact the waterfront trail ends and can be picked up to the east in 22 km which is quite a trek of overhauling over rough terrain with your bike to get to where it begins again. I always prefer going west for this reason only.
I've comfortably been able to ride my bike from Toronto to as far west to Bronte and beyond going west using the Waterfront trail this past summer. 
The mere historical value of anything that you'll pass along the trail such as Commissioner Street for example, which runs from Cherry Street to Leslie) is one of the oldest streets in Toronto. I love it because it's quiet and it makes me feel so good inside like a child again when Toronto was way less busy as it is now.
Now there are several movie studios that earn quite a pretty penny working out of Commissioner street. Of course one of the now most popular spots at the foot of Leslie Street is the Tommy Thompson Trail (or the Leslie Spit) 
Biking has taken on a new meaning in Toronto since we hosted the Panam games in 2015. Although in the aftermath of spending over $2Billion dollars constructing venues and infrastructures such as the Union-Pearson Express rail train, we were left with the most amazing bike trail ever! It's a marked path, that runs beautiful along the harbourfront right down towards the exhibition stadium and continues right through to the west. I might add a few more pictures here later, but for now you get the idea.
Happy trails!
