Toronto Cocktail Festival Signature Events

Join us for Toronto Cocktail Festival’s Signature Events


Trinity-Bellwoods Cocktail Crawl

Presented by Empress Gin

Meeting point: Cry Baby Gallery (1468 Dundas Street West)
Wednesday, October 22, 4 to 7 pm
With stops at: Compton Ave. and Bar Mordecai

Discover the art of the cocktail in Toronto’s Trinity-Bellwoods with a gin-fuelled crawl through Cry Baby Gallery, Compton Ave., and Bar Mordecai. Each stop features creative Empress Gin cocktails paired with delicious small bites. From moody speakeasy vibes to vintage glam and London-inspired elegance, this is a flavourful journey through one of the city’s coolest neighbourhoods—where every glass (and bite) is a masterpiece.


Little Italy Cocktail Crawl

Meeting point: Suite 115suite (532 College Street)
Thursday, October 23, 4 to 7 pm
With stops at: TBA

Explore the vibrant flavours of Little Italy with a cocktail crawl that begins at the stylish Suite 115. Featuring imaginative cocktails and curated small bites at every stop, this three-bar journey serves up bold spirits, creative energy, and a taste of one of Toronto’s most iconic neighbourhoods. From hidden gems to buzzing local favourites, each venue brings its own vibe—united by a love of craft, flavour, and community.


Gala of Cocktails

Waterworks Food Hall
50 Brant Street
Friday, October 24, 2025
7 pm: VIP
8 to 11 pm: Partygoers

The Gala of Cocktails is the biggest, most glamourous event of Toronto Cocktail Festival, and it’s one you don’t want to miss!
Don your most stylish cocktail fashion and step into the Waterworks Event Hall where top bartenders and brand ambassadors from near and far craft unique cocktails just for you.

The night begins with a VIP hour where guests enjoy exclusive early access to the Gala of Cocktails, including passed canapés and cocktails.
Then the doors open onto the party of the year—with bar bites, a DJ to dance to, and cocktail stations with more than two dozen premium national and international spirit brands to savour.

Note that this event also supports Mind The Bar.


Closing Cocktail-Paired Brunch

REIGN Restaurant + Bar + Bakery
100 Front Street West
Sunday, October 26, 11:30 am to 2 pm

The Closing Cocktail-Paired Brunch is sure to become one of Toronto Cocktail Festival’s best-loved events. The experience begins with a lively cocktail and small bites reception, before easing into a seated, four-course gourmet brunch.

Chef Roland Torok-Ducharme puts a fresh spin on classic brunch favourites, served alongside inventive cocktails made with premium spirits by the award-winning Library Bar team led by James Grant. Throughout the event, brand ambassadors will be on hand to mingle and share their expertise.

It’s the perfect way to start your day—and wrap up Toronto Cocktail Festival 2025.


Queen & Ossington Cocktail Crawl

Presented by Giffard

Meeting point: Mother Cocktail Bar (874 Queen Street West)
Sunday, October 26, 5 to 8 pm
With stops at: Prequel & Co. and Gift Shop

Sip your way through Queen & Ossington on this cocktail crawl featuring stops at Mother, Prequel & Co., and Gift Shop. Each stop showcases vibrant, flavour-forward Giffard cocktails—from lush fruit liqueurs to crisp herbal blends—paired with thoughtful small bites. From Mother’s inventive culinary flair to Prequel’s bold hospitality and Gift Shop’s hidden gem vibe, this crawl delivers a perfectly balanced mix of creativity, charm, and surprise. It’s a delicious deep-dive into one of Toronto’s most dynamic neighbourhoods—one sip and bite at a time.


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