Royson said:
while making sure to not do anything my fiance would hate!
Ooooh, wrong city then man
Try to parade on Ste-Catherine from St-Laurent eastward until De Lorimier
And change the cheap cigars for the hookah lounge on St-Denis. Ever tried a hookah cafe ? also referred as Sheesha or Narghile cafe
http://www.google.ca/maps?hl=fr&q=h...-73.563509&spn=0.038732,0.071068&om=1&iwloc=A
There's La Boom that you can visit too, though the real entertainment is right under there Chez Paré

For the girls, you can always send them at the Club 281 the equivalent for ladies.
http://maps.google.com/maps?f=q&hl=...pn=0.00473,0.008883&ie=UTF8&z=17&om=1&iwloc=A
If it's a warm sunny day, do show up on mount Royal, there'll be many, many peoples there. ;D
Oh and to buy beer, ask for a depanneur. To buy spirits, learn these 3 letters : SAQ (Société des Alcools du Québec)
One last tip : Don't turn right on a red light on the island ! It's the equivalent of going through a red .. outside the island is fine ..