PickEasySix bars in Little Italy, Toronto, in walking order. Five are on Canada's 50 Best Bars 2026, three are on North America's 50 Best Bars 2026, one is on Canada's 50 Best Bars 2025 and one is on the World's 50 Best Bars 2025. The walk from the first bar to the last is about 18 minutes, 1.4 km in all.
6 bars · 18 min walk · 1.4 km
Moody, mirrored speakeasy with quizzical drinks made in a basement lab.
Drinks the list named: Granny Smith and lapsang souchong highball, blue cheese Martini, Tom Yum cocktail, confit egg yolk and caviar on brioche
Canada's 50 Best Bars 2025 · Source ↗
A diner bar: long counter, ’70s panelling, dressed-up greasy spoon plates.
Drinks the list named: Caviar Fish Filet, White Negroni, House Martini, Into the Mystic
Canada's 50 Best Bars 2026 · Source ↗
Little Italy
Open late since 2015: curved mahogany, pintxos, tinned fish, sherry.
Drinks the list named: May December, ahi tuna tartare with salmorejo, grilled tenderloin and foie gras
Canada's 50 Best Bars 2026 · Source ↗
Friendly speakeasy with the entry code posted outside and a very long bar.
Drinks the list named: Ackee & Saltfish Martini, The Tiny Savouries
Canada's 50 Best Bars 2026 · Source ↗
Little Italy
Parisian-style café bar on College; jazz on Sundays, kitchen open all night.
Drinks the list named: Nitro Colada, croque monsieur, sourdough with Espelette butter
Canada's 50 Best Bars 2026 · Source ↗
Tiny bric-a-brac bar, once the Black Hoof's overflow, now 15 years in.
Drinks the list named: Absinthe Whip, Manhattan, Deep Cut, Truth Hurts
Canada's 50 Best Bars 2026 · Source ↗
Victoria
3 bars · 10 min walk · 750 m
Clive’s Classic Lounge → Humboldt Bar → Citrus & Cane
Calgary
3 bars · 7 min walk · 570 m
Missy’s This That → Proof → Shelter Cocktail Bar
Montreal
5 bars · 41 min walk · 3.0 km
Cloakroom → Bar Dominion → Bar le Mal Nécessaire → Bisou Bisou → The Coldroom
Toronto
5 bars · 16 min walk · 1.2 km
Black Dice Cafe → Cry Baby Gallery → Compton Ave. → Bar Mordecai → Bar Banane
Toronto
5 bars · 12 min walk · 900 m
Mother → Sweaty Betty’s → Prequel & Co. Apothecary → No Vacancy → Gift Shop
Toronto
4 bars · 12 min walk · 910 m
XXX → Civil Works → BarChef → 416 Snack Bar
Vancouver
3 bars · 16 min walk · 1.1 km
Lala → June → Good Thief
Vancouver
3 bars · 7 min walk · 470 m
The Keefer Bar → Bagheera → Laowai
