Montreal Bachelor Itinerary: Local’s Guide from Arrival to Hangover
If you’re flying into Montreal for a bachelor party, congratulations — you’ve picked one of the best nightlife cities in North America. This city doesn’t just know how to party; it perfects the art of mixing classy chaos, European charm, and that cheeky edge every bachelor weekend needs.
Whether you’re after topless waitresses, private shows, or just a killer mix of food, fun, and flirting — this itinerary walks you through how to make your Montreal weekend unforgettable, without repeating what every generic guide says.
Thursday Night — Landing, Settling, and Sipping
Your flight lands, the boys arrive, and the energy’s high — but the smartest move is to ease in, not explode out of the gate. Montreal rewards pacing.
Check into your Airbnb or hotel — ideally somewhere around Downtown, Griffintown, or the Old Port. That way you’re close to everything: restaurants, clubs, and our entertainers (wink).
For dinner, skip the overly-touristy places and go where locals actually eat:
Nora Gray – dimly lit Italian spot perfect for small groups and incredible wine.
Dandy – a trendy, minimal brunch-turned-dinner place with unreal food.
Bar George – classic Montreal glamour, cocktails, and a great steak.
After dinner, ease into your first night with a few drinks at Atwater Cocktail Club or El Pequeño Bar, both hidden-gem cocktail spots that instantly make the group feel like you’ve “arrived.” The goal: keep it chill, get everyone talking, and line up the madness for Friday.
Friday Morning — Coffee, Brunch, and Banter
You’ll probably wake up slower than usual, but that’s okay — Montreal mornings are best enjoyed at a café terrace with strong coffee and stronger opinions.
Try one of these coffee spots for a proper Montreal start:
Crew Collective & Café – built inside an old bank; looks straight out of a movie.
Paquebot Café – local favorite for great espresso and atmosphere.
Tommy Café in Old Montreal – iconic, casual, and great for people-watching.
After coffee, walk through Old Montreal or along the Lachine Canal to wake up your legs and your liver.
When it’s time for food, brunch options are endless — but here are the ones that actually deliver:
L’Avenue – wild décor, massive plates, and a fun crowd.
Arthur’s Nosh Bar – classic Montreal brunch with a Jewish twist.
If you’re skipping brunch and heading straight for beers, Hurley’s Irish Pub or Griffintown’s McKibbin’s are solid early options to start loosening up.
Friday Afternoon — Warm-Up Games & Waitresses
Now the day really begins. You’ve had food, caffeine, and a taste of the city — it’s time to get the party started.
Afternoon is prime time to bring in our topless waitresses or lingerie servers for your Airbnb pre-party. Whether it’s a round of beer pong, shots, or just some cheeky banter, this is what takes a regular weekend and makes it legendary.
Our girls are fun, professional, and know exactly how to get the energy flowing without things getting messy too early.
If you want to mix it up, consider adding:
Beer pong or card games with forfeits for the groom.
A bachelor roast (lighthearted, obviously).
Mini drinking Olympics with prizes (or punishments).
The sweet spot? 5 PM to 8 PM. That gives you time to party, laugh, and still make it to dinner on time without stumbling through the door.
Friday Night — Dinner and Dancing
Once everyone’s showered and suited up, it’s time to go full Montreal.
Dinner options to set the tone:
Jatoba – Asian fusion, chic crowd, and great energy before a night out.
Gibbys – for the classic steakhouse crowd that still wants atmosphere.
For those wanting something with more flair, book a table at Soubois — a forest-themed supper club that turns into a dance floor after dessert.
And if you’re looking for something elite, Marcus Restaurant (inside the Four Seasons) or Bazart in the Old Port deliver a mix of beautiful food and even more beautiful people.
After dinner, the real nightlife begins.
Friday Late Night — Montreal Strip Club & Nightlife
You can’t say you’ve done a Montreal bachelor party without hitting a strip club — it’s basically part of the city’s tourism.
Our top recommendations for the best girls, best service, and zero disappointment:
Cabaret Kingdom – Beautiful dancers, higher entry fee and amazing stage
Chez Parée – classic upscale spot for when you want to keep it classy.
Want to skip the clubs? No problem. Book our private showgirls to come straight to your accommodation. You’ll get the energy of the strip club without the crowd (and can control the music, lighting, and rules).
If you’re still standing after that, finish the night with a cocktail at Crescent Street or Terrasse Nelligan overlooking the city lights.
Saturday Morning — Choose Your Vibe
Saturday morning is where the crew divides into two types of people:
The recovery crew who just want food and quiet.
The chaos crew who are already opening beers by noon.
Whichever camp you’re in, Montreal’s got you.
For the Recovery Crew:
Start with Olive et Gourmando or Mélisse for healthy-ish brunch and good vibes. Then head to Bota Bota spa for a hangover-curing sauna and river view.
For the Chaos Crew:
Get your second round of topless waitresses to come over around 1 or 2 PM for an afternoon BBQ or beer pong session.
Or, upgrade your day with one of these ideas:
Private yacht rental on the St. Lawrence — music, drinks, sun, and laughter.
Party bus or limo tour hitting different Montreal breweries.
Private chef dinner + lingerie waitresses for an at-home luxury experience.
By late afternoon, everyone will be ready to rally again.
Saturday Night — Grand Finale
The last night is always the most memorable — and sometimes the most blurry.
Dinner should feel like an event. Book a group reservation at:
Joe Beef – iconic Montreal dining with personality.
Damas – upscale Syrian cuisine that’ll blow your mind.
Garde Manger – Chef Chuck Hughes’ place, loud, cozy, and perfect for a party.
After dinner, you can either:
Return to one of the supper clubs like Soubois or Bord’elle,
Head to a VIP nightclub like Le Rouge Bar or Yoko Luna,
Or make it personal with a private topless show back at your Airbnb.
A few hours with showgirls, champagne, and inside jokes? That’s the way to close it out.
Sunday — Chill, Sweat, and Say Goodbye
By now, your body hates you and your voice is gone. Welcome to Montreal.
Start the day with greasy brunch and laughter at Bagel Etc. or Café Bloom, then decide whether you’re hitting the spa or the bar (again).
If you’ve got time before your flight, Strom Spa on Nuns’ Island or a relaxed terrace like Perché in Old Montreal will give you that last taste of the city before you go.
If you happen to be visiting in summer, check whether Piknic Électronik or Osheaga After-Parties are happening — nothing like a final dance before heading home.
Why Montreal Wins Every Time
Accessibility – short flights from most North American cities.
Bilingual charm – a mix of Europe and Canada that feels exotic but easy.
Topless entertainment – Montreal’s showgirls and waitresses are unmatched.
World-class food – chefs here treat even brunch like art.
Diverse nightlife – from hidden speakeasies to wild clubs, there’s something for every group vibe.
And most importantly — the city just gets it. Montreal knows how to throw a party that balances naughty and nice, classy and wild.
Ready to Book?
If you want your weekend to run smoothly and look like you actually planned it (without the stress), we’ve got your back.
Our team at ToplessWaitresses.ca provides:
Topless or lingerie waitresses for private parties, yachts, and Airbnbs.
Showgirls and strip performances for bachelor events.
Help coordinating nightlife, transport, and custom itineraries.
📞 Call or text us at +1 437-435-0658 to plan your ultimate Montreal bachelor weekend.
We’ll handle the girls, the timing, and the extras — you just show up and enjoy the ride.