Welcome, adventurous listeners, to Things to Do in Toronto! I’m Oly Bennet, your intrepid, slightly over-caffeinated guide to the city’s quirkiest happenings and hidden gems. Today is Sunday, September 14, 2025, and let me tell you—Toronto’s got that outrageous late-summer sparkle, with a crisp snap in the air and trees starting to show off their autumn flair earlier than usual, according to Now Toronto. The streets are abuzz, thanks to the grand finale of the 50th annual Toronto International Film Festival. The city feels like it’s been injected with pure cinematic adrenaline, with film buffs, star-spotters, and locals all jostling for the best patio seats and festival selfies.

If you’re itching to plunge straight into today’s action, you’re in luck. First up, comedy lovers, prep your abs for Sunday Funnies Comedy Night at The Wicket, where stand-up comics will have you howling even harder than a raccoon on trash day, as shared by Eventbrite. If your idea of a wild Sunday is more about records than jokes, try the Greater Toronto Sports Card Show at Montecassino Hotel, where collectors buzz louder than a Leafs playoff crowd. Families, don’t miss Power Kids: Garden Moments at The Power Plant Contemporary Art Gallery, which transforms art and nature into a creative playground for the little ones.

For those who want to shake their tail feathers, tonight’s CABARET: The Dancing Djinn at Lula Lounge promises glamour, glitz, and just the right amount of glitter to fill your Instagram stories for days. And for nature nerds and quiet wanderers, the Ravine Nature Walk at 2 PM serves up fresh air, leafy trails, and plenty of chances to marvel or get hilariously lost—a real choose-your-own-adventure Toronto style!

Now, onto what’s shaking around town. The city’s still basking in TIFF glow, with buzz about Chloé Zhao’s People’s Choice win for Hamnet and plenty of post-festival pop-ups. Transit nerds, keep eyes peeled: there are whispers of Q3 upgrades rolling out on Line 1—check the TTC dashboard for the latest so you’re not stranded and forced to test your Olympic speed-walking skills on Yonge Street. Meanwhile, excitement’s brewing on the restaurant scene with a new Caribbean fusion spot opening in Kensington Market, ready to set tongues on fire—in a good way! Harbourfront’s got bold, free art exhibitions lighting up the waterfront, so if your wallet’s light, no worries—your culture intake can still be heavy.

If you’re a “do-it-all-in-one-day” type, slide onto the waterfront for fresh food trucks and impromptu buskers, then hit one of Toronto’s leafy parks for some early fall color—because according to Now Toronto, this year’s leaves are staging an early, dramatic show. For a dose of history, dip into the rare pop-up exhibit Echoes of Home at Fort York, or take your chances with Yoga in Trillium Park for mind-bending relaxation and some of the best skyline views this side of the CN Tower.

Here’s an Ollie-approved local fact to strut out at brunch: Toronto has more than 10 million trees, and, wild but true, some of our urban oaks are older than the city itself! That’s right, these green giants have been quietly outlasting trends, mayors, and the rise of avocado toast.

As we wrap up today’s whirlwind, don’t hang up your adventure boots just yet—coming up this week are even more quirky delights, from pop-up food festivals to Nuit Blanche’s all-night art takeover. Tomorrow, I’ll dig into which secret speakeasies and street fests you absolutely can’t miss.

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