
Labour Day weekend marks the unofficial end of the summer, but the fun doesn’t stop there. September is one of the best times of the year in Toronto, with everything from TIFF and TIFA events to charming fall festivals happening throughout the city. Warm afternoons, cool nights and a busy social calendar—what more could you want? Grab a pumpkin spice latte and your favourite cardigan—here’s a look ahead at what TL Insiders can enjoy this month.

SPECIAL OFFER: Save 15 per cent on tickets to Wine, Women & Wealth
TL Insiders can now enjoy an exclusive offer of 15 per cent off tickets to Wine, Women & Wealth, an empowering evening where great drinks, delicious food and financial wisdom come together in a perfect package. This inspiring candid conversation will feature personal finance columnist Rob Carrick, realtor Corinne Marks and financial therapist Aseel El-Baba. Guests will enjoy expert insights in a fun, welcoming environment. Use promo code TLInsider at checkout to receive your discount! Vantage Venues, September 10, starting at 5 p.m.

Seafood celebration with Cascabel BBQ
Dive in to fire and flavour at this unforgettable seafood fiesta. This spectacular meal will feature coastal Mexican flavours in an intimate outdoor dining space: the beautiful, vine-draped back patio of Reposado on Ossington. Guests will enjoy a welcome cocktail followed by a vibrant fire-roasted menu inspired by Mexico’s Pacific Coast. You won’t go home hungry. Reposado, September 15, 6 p.m. to 9 p.m.

Bloom & Belong: Summer garden celebration at Maple House
Enjoy an afternoon of creativity, connection and community at Bloom & Belong, an event by Tricon Residential. Hands-on workshops will be led by Evergreen Brick Works and Alvéole, and delicious seasonal bites will be served throughout the event. Throw on your summer best, grab a floral-inspired cocktail and savour the last garden party of the season. Don’t miss the bouquet-making workshop from 2 p.m. to 3 p.m.! September 20, Maple House at Canary Landing, 1 p.m. to 6 p.m.

Ice cream master class at Ice Creamonology
We didn’t know how much we needed to hear these words together until just now, and there’s no going back. Join your fellow TL Insiders for an ice cream-making masterclass at Ice Creamonology on Queens Quay West. Participants will sample 12 amazing artisanal ice cream flavours, learn how to make Madagascar vanilla ice cream from scratch and create custom ice cream bars using a variety of delicious toppings. It’s going to be a sweet evening—but register soon, as space is very limited. Ice Creamonology, September 24, 6 p.m. to 8 p.m.
Toronto Life: In Conversation with Canadian hero and MMA legend Georges St-Pierre
Step into the world of Georges “Rush” St-Pierre, one of the greatest mixed martial artists of all time, at the second instalment of the exclusive Toronto Life: In Conversation series. Enjoy wine, canapés and networking before sitting down for a fireside chat where GSP will share his journey from a bullied child in Quebec to a two-division UFC champion and global icon. Moderated by Toronto Life publisher Jason Maghanoy, this intimate evening offers rare insight into the values and experiences that shaped a legend. The University Club of Toronto, September 16, 6 p.m. to 9 p.m.