The Old Port is definitely turning Into the SF version of Fishermans wharf. Unfortunately every city does have it's must visit places. Many tour guides and hotel concierges must send tourists here in droves. It's a place to see some of the oldest part of Montreal. This is the main draw. The cobblestone streets are unlike many other places you see in a canada (other than Quebec City).
The place however is becoming more and more tacky with horse and carriage tour people all over and your typical nick knack tourist shops. I guess it's the inevitability of having demand for lots of foot traffic. There are some wonderful historic places. You can learn about the early history of Montreal and marvel in the old buildings. A good selection of amazing restaurants and also some interesting courtyard patios within the restaurants all over the place and wonderful boutique hotels. However I could do without the zipline and decor that I believe makes the place look like an amusement park.
Here are some abbreviated tips on some of the many restaurants and hotels:
Jardin Nelson- albeit expensive is a great place to come for brunch on a sunny day to enjoy some of the jazz and enjoy a few drinks in their unique courtyard terrace.
Gibbys is Fantastic for Steak and I'd declare one of the best steakhouses in the city.
The keg - two of them here are your staples for Steak at a dinner to expect to cost $40-$50 pp.
Olive and Gourmando- although not eaten there, this is the supposed expensive trendy tourist place for lunch.
Modavie, Gaspar and le Chapagnerie are all gourmet and delicious with different menus.
The two top boutique hotels are the St. James- it's been whispered through the grapevine that when Madonna is in town she reserves a whole floor for her and the entourage she travels with. Hotel Nelligan is upscale elegant and very impressive if high end hotels are your budget.
The Westin, W and Intercontinental are a bit further walk away but not unreasonable. Just make sure you are able to walk a bit longer. If not, it's always easy to take a cab down.
Sure tourists come here in droves and it's understood. Parking is always hellaciously difficult (on the street) and if you park in a city lots is $16 for the day which is gouging in my mind.
Overall the place is a 3.5 for me but perhaps I'm somewhat jaded as it's becoming a tad more boring for a local.