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Toronto is packed with exciting events this spring, from concerts and food festivals to marathons, markets, and cultural showcases. Enjoy live music, outdoor experiences, and family-friendly activities happening across the city throughout May 2026.
1. Bruno Mars - The Romantic Tour
Bruno Mars is bringing his global tour to the stage with a high-energy show packed with chart-topping hits, smooth vocals, and full-scale production that blends pop, R&B, and funk into one unforgettable night.
Where: Rogers Stadium (YZD, 105 Carl Hall Rd, North York)
When: May 23rd - 24th, 27th - 28th, 30th, 2026
Price: Starting at $320
Category: Restaurant
2. Toronto Flower Market
Toronto’s favourite outdoor flower market is back for the season. Browse fresh, locally grown blooms from Ontario growers and bring home a bouquet (or five).
Where: TD Commons Park (CAMH on the corner of Queen & Shaw)
When: May 9th, 2026 (10 am - 3 pm)
Price: Free to attend, flower prices vary
Category: Date-Friends
3. Toronto Halal Bites Festival
Celebrating diverse halal cuisine with live cooking shows, cultural performances, art installations, and interactive experiences.
Where: Nathan Phillips Square (100 Queen St W)
When: May 15th - 17th, 2026
Price: Free to attend
Category: Family-friendly
4. Doors Open Toronto
Ever wondered what’s inside some of Toronto’s most historic and exclusive buildings? Doors Open Toronto gives you free access to explore some of the city’s architectural gems, cultural landmarks, and hidden spaces.
Where: Multiple locations
When: May 23rd - 24th, 2026
Price: Free
Category: Family-friendly
5. Fleurs de Villes
Featuring 30+ stunning floral installations and couture-inspired mannequins by local designers, plus live music, demos, and a weekend flower market just in time for Mother’s Day.
Where: Bloor-Yorkville
When: May 6th - 10th, 2026
Price: Free
Category: Family-friendly
6. A$AP Rocky - Don't Be Dumb World Tour
A$AP Rocky is bringing his genre-blending sound to the stage with a high-energy show packed with hit tracks, sharp visuals, and a mix of hip-hop, fashion, and creative direction that’s as bold as his music.
Where: Scotiabank Arena (40 Bay St)
When: May 31st, 2026
Price: Starting at $250
Category: Date-Friends
7. Toronto Marathon
One of the city's biggest running events is back. If you’re not signed up to run the race, cheer everyone on from the sidelines.
Where: Starting points vary based on race
When: May 3rd, 2026
Price: Free to watch
Category: Family-friendly
8. The Toronto Tattoo Show
Canada’s longest-running tattoo convention, bringing together 500+ artists from around the world for live tattooing, art, entertainment, and competitions.
Where: Metro Toronto Convention Centre (255 Front St W)
When: May 1st - 3rd, 2026
Price: Starting at $25
Category: Family-friendly
9. Electric Island - Season 14
A high-energy electronic music festival and concert series that transforms Toronto’s parks into open-air dance floors, featuring top international DJs and multiple stages across several summer weekends.
Where: Woodbine Park (1695 Queen St E)
When: May 16th - 17th, 2026
Price: Starting at $87.71
Category: Family-friendly
10. Wine Fest 2026
If you’re a fan of wine and drinks, you definitely won’t want to miss this event. This multi-day festival is your chance to try wines, spirits, cocktails, RTDs, and more!
Where: 19 Nunavut Rd
When: May 15th - 17th, 2026
Price: Starting at $31
Category: Date-Friends
11. Departure
Departure is taking over Toronto with a massive mix of live music, culture, and industry events, led by Deryck Whibley, Sarah McLachlan, and Rupi Kaur, plus 100+ rising artists shaping what’s next.
Where: Locations vary
When: May 4th to 10th, 2026
Price: Starting at $65
Category: Family-friendly
12. Toronto Tech Week 2026: Homecoming
Homecoming brings together global tech leaders from companies like Shopify, Uber, Cohere, Neo Financial, and Andreessen Horowitz for conversations shaping the future of innovation.
Where: History (1663 Queen St E)
When: April 4th, 2026 (10 am - 2 pm)
Price: Free to participate
Category: Family-friendly
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