A 3-Day Bachelor Party Itinerary for Groups Who Want It All in Montreal
Had a best man reach out recently. He went to college with the groom, but like most bachelor parties, he had a few different friend groups he’d never met. His high-level goals? Do something active, drink and eat a lot, and hit the town one of the nights with bottle service—the works. He said the bachelor loves to eat and drink and wants maximum hangout time with all his buddies.
After some back and forth with different options and feedback from core members, this is what we put together.
Budget $1500 per person with accommodations for 12 people
Thursday: Arrival Day
The Foundation – Your Home Base
First and foremost, you need a sick home base for the weekend. We vet and test all the properties—in this case, we set them up with a huge mansion right downtown (pro tip: don’t stay off the island) with plenty of space for shenanigans. The right house is half the battle, and we always get it right.
Since half the group was getting in late Thursday night, we kept it chill—nothing too crazy planned, but we mapped out some cool bars in the neighborhood so the early arrivals could get the weekend started.
Friday: Adventure, Food & Pub Crawl
Morning: Montreal Bagels
We had some of Montreal’s famous bagels catered to the house. Gotta make sure the boys have a good base before the day gets rolling.
Afternoon: Canoes and Brews
We did the Canoes and Brews experience—paddle down the Lachine Canal where everyone hangs out when it’s nice in Montreal, and stop at a few breweries for craft beers and poutines. This is a great way to get outside and explore the city while still keeping your buzz going.
Evening: Private Chef Steak Dinner
private chef for a bachelor party
The boys came back to the house, and we had a steak dinner ready to go. Steaks are the classic bachelor party meal that never disappoints. Rather than head to a stuffy steakhouse, we brought in a private chef who grilled up a feast—juicy dry-aged tomahawk steaks and all the fixings. The crowd went wild.
Night: Pub Crawl
We did a pub crawl with the whole crew till last call. Classic move.
Saturday: Recovery & The Grand Finale
Daytime: Keep It Flexible
Like all bachelor parties, Saturday morning/daytime is a real gamble. If you’re over the age of 30, leave it open. Which is what we did for these boys, who rose from the dead mid-afternoon.
Saturday Night: Supper Club Experience
We did the last supper in style by hitting up a supper club. Basically, a supper club is a trendy restaurant that turns into a nightclub. It kills two birds with one stone and is a must-do for any Montreal bachelor party.
The waitresses are supermodel hot (which means the service is terrible), but after dinner they turn down the lights and pump up the music. Everyone does bottle service and parties at the table as the entire place turns into a crazy club. Needless to say, the boys rallied and closed out the trip in style.
Why This Itinerary Works
- Active experience that doesn’t require you to be sober (Canoes and Brews)
- Amazing food without the stuffiness of traditional restaurants (private chef, supper club)
- Bottle service nightlife without sacrificing dinner plans
- Built-in recovery time for the older crowd
- Downtown home base that keeps everyone together
Plan Your Montreal Bachelor Party
If you want to plan something similar for your bachelor party or want to get even crazier, give us a shout. We’ve planned thousands of bachelor parties over 13 years and have done and seen it all. here are some other starting point Montreal bachelor party itineraries
