Bringing a Friend To Montreal for His First Time?

[Razor]

Hi all!
Maybe this thread would be better in the Quebec// Montreal section, but I thought I would ask here?

I myself have been to Montreal a few times..More for Hab games with buddies, where we drove back to Ottawa right after. When my wife was alive, we went on a few summer day trips just to stumble around, walking St. Catherine following our noses, and we always ended up in old Montreal for dinner before heading back. My wife and I always seemed to find some cool serendipitous little things, or we just lucked out onto things just by happenstance..A drum festival at a park downtown for example.

Anyways, my pal from SW Ontario has never been, and we'll be there for a few weekdays in the first week of July, staying at a motel downtown..We are going to do the stereotypical things like do the smoked meat sammie thing, and trip around Old Montreal..He's like me, where I'm okay with no game plan, and just tour around checking things out on foot or on the Metro, but I'm open to suggestions?..I was thinking of driving up to Mont Royal, just for the view..My friend is also aware that Montreal has a great food scene, so we are prepared to eat well!..We only have 2 days..For someone's first time, would you just say to stick to exploring downtown, tripping down St. Catherine, old Montreal, and maybe check out some downtown neighbourhoods and pubs?.Who knows, there could be a good live band on a weekday..I'm tempted to take him to Grumpies, because I had a good time in that pub! I also thought of checking out Olympic stadium, but am not sure...Thanks ahead!