Sometimes, walking side by side instead of facing directly the other individual can be less intimidating.
I suggest you start this potential excursion by meeting each other at Kilomètre Zéro, located in front of the National Assembly of Québec, near the fontaine de Tourny.
Then, walk towards St-Louis Street so you can admire the city tree that contains a 260 years old bullet. The nature of this said bullet’s presence within the tree is still a mystery. You can find it next to Bello Restaurante.
Take a left on Rue du Parloir and then a right on Donnacona Street. Stop in front of 6, Donnacona Street and discover the most narrow house in North America (3.7 meters of width).
Keep walking in the same direction until Rue des Jardins, turn right and find yourself back onto St-Louis Street. The n turn left and walk until you find the beautiful Terrasse Dufferin. This mini rallye-like excursion is perfect to spark light conversation and allow you to get to know each other.