Welcome to PlanMyFun Weekly!
The idea behind this newsletter is simple: give you a clear read on how the city is moving before the weekend hits.
We’ll share context on traffic, major events, crowds and closures - anything that might help shape your plans - while also spotlighting some local organizers and small businesses from all walks of Toronto.
The app handles personalization. The newsletter adds perspective.
PlanMyFun - your sidekick for Toronto.
Toronto at a Glance
Feb 27 - Mar 1
🏒 Saturday night: Expect heavy crowds around Scotiabank Arena (Leafs game)
🚗 Gardiner + downtown routes: Likely slow all weekend (ongoing work). For a full list of road closures - click here
🌤 Fri-Sat: Mild for winter (-5°C to 3°C) 👈 perfect for a winter walk!
🥶 Sunday: Proper cold (a low of -12°C)
On Our Radar
Friday, February 27
If you’ve got opinions about AI making art - or you’re secretly using it - CTRL + SHIFT is worth your time.
It’s a speaker series diving into digital creativity at the frontier: how artists are adapting, resisting and collaborating with machines.
If you like your comedy on the edge, this roast battle is sure to be up your alley! “Your Hood’s A Joke” has become a worldwide sensation that started here in Toronto - the best city in the world.
If you’re curious about boxing - this is a good event worth considering.
United Boxing Promotions is the biggest pro-level boxing promotion in Canada. Your chance to watch some high level boxing and discover some rising stars in Canada.
Looking to expand your creative circle? Fashion Friday at RCHIVE is a curated social night for Toronto’s designers, photographers, stylists, and builders.
Live DJ, drinks, role stickers to spark conversation, and a space designed for collaboration over awkward networking.
Saturday, February 28
The ROM Presents: Speed Friending Through Photography - a fun way to meet new people who share a love for photography and storytelling. Participants will move through quick chat rounds while enjoying the Wildlife Photographer of the Year exhibition.
A jazz album release rooted in Toronto. Mike T. Kerr celebrates Late Night Libretto at Drom Taberna with his quartet - a live set honouring the city’s late-night sessions and musical community.
Sunday, March 1
Any interest in riding the rails of Toronto this weekend? One person has a five-star experience lined up, and yes - it includes riding the new Eglinton LRT.
Looking for something low-commitment?
We pulled three fun and free(ish!) events happening in Toronto this weekend.
Hosting an event?
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