Visit a comedy club, going to see a comedy show is great if you are stuck for conversation and cannot think of what to say to each other.16
Toronto has lots of great places to take your date for a drink or dinner. You could try just going for a coffee or visiting a wine bar if it is a first date if you are not sure how the date is going to go you can always go your separate ways.
Why not visit Toronto’s Theatre and see a show.
If there is a good show on you could visit Toronto’s cinema and enjoy a good film.
Why not prepare a picnic and enjoy Toronto’s the great outdoors.
You could go for afternoon tea in the Royal York Hotel.
Snakes and Lattes is popular Café Bar which is very popular with couples.
If you are both competitive you could both try bowling.
If you and your date are both into history why not go to a museum.
If you are both fit you could both enjoy Toronto’s fresh air and go for a cycle ride and see Toronto’s sites.