Kosher ideas in Toronto
Chocolate Charm (bathurst & lawrence)
Chocolate Moose (bathurst & lawrence)
Baskets n Stuff (bathurst & steeles)
I like Chocolate Moose better for baskets than chocolate charm but I think the truffles and chocolates are better at Chocolate Charm
Baskets n Stuff is good for premade baskets and will do custom orders if you have enough time.
If you need something further south than Steeles there is a place south of lawrence (i think they are south but might be just north) with a name I can't remember, maybe nuts n stuff or something like that. I drive by it all the time and can look for you if you need. I don't think they are nearly as good as Baskets n Stuff though.
There is a Kosher chocolate store in the plaza where Grdzinski's is on Centre Street at 1118 Centre Street, called Praline Chocolate Creations. I recently found out about them and have used them a few times for gifts. I haven't actually eaten their chocolates. It is a very small shop, a few doors away from the bakery.