Toronto is unstoppable..
Just as Doors Open wrapped up on Sunday, two new festivals kicked off Monday - Fashion Week Toronto and Toronto Tech Week.
But here's the kicker - both are privately organized.
Not by the city, not by major corporations - but by the people of Toronto.
When the official Fashion Week left Toronto behind, the city stepped up.
When everyone in tech said our talent needs to leave Toronto, the city stepped up.
And now layer that energy with the upcoming NXNE, Do West Fest, Pride, Luminato, Taste of Little Italy, Toronto Jazz Festival, and FIFA still to come - and you've got one of the most vibrant cities in the world. And that's just the next few weeks.
So without further ado, let's look ahead to the weekend 👇
Toronto at a Glance
May 29 - 31
🎤 Massive concert weekend across the city: Three major venues are all loaded up: Bruno Mars at Rogers Stadium, Martin Garrix at RBC Amphitheatre & The Guess Who at Scotiabank Arena. Expect heavy traffic on Friday and Saturday evenings around Downsview, the waterfront and the downtown core.
🏀 Toronto Tempo are home Saturday: The Tempo host the Seattle Storm at Coca-Cola Coliseum on Saturday, May 30 at 1pm. Exhibition Place will be busier than usual Saturday afternoon.
⚾⚽ No Jays or TFC at home this weekend: Rare quiet weekend on the Rogers Centre / BMO Field front. The Entertainment District will feel meaningfully calmer than the last few weekends - unless you're caught up in the concert exits.
🌤️ Friday: Around 23°C with only a 5% chance of rain - perfect weather. Get outside.
☀️ Saturday: Around 16°C, 0% chance of rain - drier but cooler. Bring a light layer for the evening.
☀️ Sunday: Forecast still firming up - shaping up to round out a beautiful three-day stretch.
On Our Radar
Friday, May 29
A Toronto Fashion Week afterparty - Afrobeats, Dancehall, Hip-Hop, R&B, House, and Brazilian Funk until 2:30am. Come dressed and ready to move.
An immersive after-hours experience featuring up-cycled fashion, live experimental performance, and a curated lineup of DJs and sonic artists - Re.Stance Collective and the Textile Museum of Canada team up for a night that spotlights BIPOC and queer designers working at the intersection of fashion and circularity.
Ever wanted to live on a boat - or just spend more time on the water? This Sunday is your chance to step onto a real sailboat, meet the people who do it for free, and demystify how to actually get into sailing, crewing, or even living aboard. Curiosity is the only requirement.
A cafe-turned-hair salon-turned-comedy club in Roncesvalles - Slow Burn Comedy brings Just for Laughs, SiriusXM, and CBC Gem talent to one of the coolest little nooks in Toronto nightlife.
Knightcap takes over United Boxing Club to close out Toronto Tech Week - a chess and networking night where founders, investors, and builders go head-to-head over the board - challenge SenseRobot, the world's leading AI-powered chess robot, for a prize. All levels welcome. No punches thrown, just chess.
Saturday, May 30
Get yourself to one of the biggest car shows in the country - perfect for those who want some Fast & Furious vibes in their weekend.
A market for streetwear, vintage fashion, handmade goods, and independent brands all under one roof - meet the creators, find the pieces, and soak up the energy of the city's creative scene.
A clothing swap that doubles as a fundraiser for animal rights - bring your gently-used adult clothing, shoes, belts, or jewelry, swap with the community, and leave with something new to you.
Toronto's ultimate fest for movie props, collectibles, and cosplay - unique props from film, TV, and theatre, hands-on workshops, panels with industry experts, and a whole community of fellow prop enthusiasts.
Pop Up Gallery takes over Ghost Taco at Something in the Water Brewing on Saturday afternoon - local artists, handmade goods, craft beer, and a chill taproom vibe in the heart of Liberty Village. Free, family-friendly, easy to make an afternoon of it.
A free dog-friendly pop-up spa lands at RCHIVE on King West all weekend - scent discovery stations, a "scent sip" bar, photo ops, custom bandanas for your pup, and complimentary goodies to take home. Bring the pampered pup.
Thicc Boy Fight Night 10 - if your combat curious, this is your chance to discover local MMA at a well produced event. We’ve trained with these dudes in the past and have watched them grow Thicc Boy Fight Night into a strong regional show.
Sunday, May 31
Hot rods, muscle cars and more - Park & Hang at Three Horses Speed Cafe kicks off this Sunday.
Toronto Sunday Market's weekly run brings together the city's most stylish makers - vintage finds, handmade designs, and a packed lineup of independent fashion every Sunday.
PS: The Eventbrite link in our app says that tickets are sold out, but you don’t actually need tickets.
A first-of-its-kind global football culture event lands at It's OK Studios on Queen West - vendors, designers, retro kit exchange, a FIFA tournament with a trophy on the line, beers from Bellwoods, and David Ariza spinning all night - bringing the urban football energy of Buenos Aires, Barcelona, Marseille, Berlin, and London to Toronto for the first time. Get there.
Sunday Serve is back - a wellness social with Pilates, Pickleball, and main-character energy - express facials, Gua sha from The Tox, a luxury bag pop-up from Zero Collective, music, and a full hour each of Pilates and pickleball.
A guided photo walk through West Toronto around High Park, hosted by Coffee House Hours x Fujifilm - nature, industrial, and street locations led by cinematographer Christina Ienna with featured photographers Nicole De Khors and Anthony Nusca. Fujifilm cameras available to try. All skill levels welcome.
PS: 👇
To view the full calendar for Fashion Week Toronto - click here
To view the full calendar for Toronto Tech Week - click here
Motorsport Summer - From your local cars & coffee, to pro racing, classic cars, hot rods, drift nights and more - PlanMyFun has it all.
The Market List - Our way of keeping up with all the best vendor markets in the city.
Running an event in Toronto?
Submit it to PlanMyFun - it's free, and we'll add it to the app and the newsletter. We're also creating social content to help promote local organizers right now. You're doing something for the city. We want to help.

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