Below is a Spreadsheet listing 17 Attractions covering 9.48 miles of downtown Toronto:
and here is a map showing that 9.48 mile run:
https://www.mapmyrun.com/routes/edit/2671120027
Here is a Spreadsheet listing 8 Attractions covering 7 miles in Toronto:

and here is a map going past the above 8 attractions over a 7 mile run: