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Toronto is packed with exciting events this week, from vibrant markets and immersive pop-ups to live music, sports showdowns, and cultural experiences across the city. Here are the best things to do from May 4th-9th, 2026.
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Best Things To Do in Toronto This May
Free Things To Do in Toronto This May
1. Toronto FC v Inter Miami CF
Watch Toronto FC take on Inter Miami CF in a high-energy MLS matchup featuring star power like Lionel Messi, with a packed crowd, electric atmosphere, and top-tier soccer action.
Where: BMO Field (170 Princes' Blvd)
When: May 9th, 2026 (1 pm)
Price: Starting at $88.50
Category: Friends-Family
2. Fleurs de Villes
Featuring 30+ stunning floral installations and couture-inspired mannequins by local designers, plus live music, demos, and a weekend flower market.
Where: Bloor-Yorkville
When: May 6th-10th, 2026
Price: Free
Category: Date-Friends
3. 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-10th, 2026
Price: Starting at $65
Category: Date-Friends
4. Living Legends: Brazil vs Toronto FC Legends
Watch global soccer icons like Ronaldinho face off against Toronto FC legends in a one-night-only exhibition packed with nostalgia, star power, and unforgettable moments celebrating the game’s biggest names.
Where: BMO Field (170 Princes' Blvd)
When: May 8th, 2026 (7 pm)
Price: Starting at $59.75
Category: Family-friendly
5. Jo Malone London English Pear Pop Up
Discover two takes on Jo Malone London’s iconic English Pear through immersive scent experiences and explore their signature colognes in a beautifully curated setting.
Where: Upper Ground, The Well (486 Front St W)
When: May 7th-10th, 2026
Price: Limited-edition gifts with purchase
Category: Shopping
6. AGO Friday Nights: PANTHEON Collective DJ Series
Experience an immersive electronic set where PANTHEON blends ambient, minimal techno, house, and live elements to transform the dance floor into a dark, nature-inspired sonic journey.
Where: Walker Court, AGO (317 Dundas St W)
When: May 8th, 2026 (6 pm - 9 pm)
Price: Free with general admission
Category: Family-friendly
7. Toronto Blue Jays vs. Angels: Theme Games
Catch the Blue Jays take on the Angels with special theme days featuring a Trey Yesavage “Angry Bird” replica jersey giveaway and a Barbie Game Day with a reversible bucket hat for fans.
Where: Rogers Centre (1 Blue Jays Way)
When: May 8th-9th, 2026
Price: Starting at $68.71
Category: Family-friendly
8. Karan Aujla Concert
Experience Karan Aujla live as the Punjabi hitmaker brings his P-Pop Culture World Tour to the city with high-energy performances alongside special guest Ikky.
Where: Scotiabank Arena (40 Bay St)
When: May 9th-10th, 2026 (8 pm)
Price: Starting at $132.53
Category: Date-Friends
9. The Welcome Market’s Asian Heritage Month Celebration
Celebrate Asian Heritage Month with a vibrant outdoor market featuring a wide range of vendors, live performances, cultural showcases, and immersive experiences highlighting diverse Asian communities.
Where: Mel Lastman Square (5100 Yonge St, North York)
When: May 9th-10th, 2026
Price: Free to attend
Category: Family-friendly
10. Soundwave Summit
Join a conference bringing together podcasters, creators, and industry leaders for expert-led sessions, practical insights, and high-value networking to help grow your brand, audience, and creative business.
Where: Multiple locations
When: May 7th-9th, 2026
Price: Ticket options vary
Category: Family-friendly
11. Fortune Feimster Live at Massey Hall
Catch comedian Fortune Feimster live for a night of hilarious storytelling and feel-good stand-up, packed with relatable life stories, sharp humor, and her signature upbeat energy.
Where: Massey Hall (178 Victoria St)
When: May 8th, 2026
Price: Prices starting at $42
Category: Family-friendly
12. 19th Annual Art Gems
Experience an elegant night of art and impact featuring live jazz, cocktails, and a live + silent auction of 50+ works by Canadian artists, all supporting a mental health arts program.
Where: Liberty Grand (25 British Columbia Rd)
When: May 7th, 2026
Price: $225
Category: Date-Friends
13. SONIC BOOM 25th Anniversary Party
Celebrate Sonic Boom’s 25th anniversary with a mini music festival featuring a stacked local lineup, two floors of performances, and a high-energy night bringing together Toronto’s indie music community.
Where: Wavelength at St. Anne's (651 Dufferin St)
When: May 9th, 2026 (6 pm)
Price: $40
Category: Family-friendly
14. Eva Holtby Lecture on Contemporary Culture at the ROM
Hear Canadian soccer icons Christine Sinclair and Dwayne De Rosario discuss how sport can drive cultural diplomacy and social change, followed by a reception with book sales and signings.
Where: ROM (100 Queen’s Park)
When: May 6th, 2026
Price: $40
Category: Family-friendly
15. Meagan’s Walk & HUG
Join a powerful community event featuring a 5km walk through the city that ends with a symbolic human “hug” around SickKids, raising awareness and funds for paediatric brain tumour research.
Where: Startling line - 29 Oaklands Ave
When: May 9th, 2026 (8 am - 1 pm)
Price: Register and donate
Category: Family-friendly
16. Artist Talk & Neighbourhood Walk at The Bentway
Join a guided neighbourhood walk and artist talk exploring the stories, design, and evolving public spaces around The Bentway, offering a unique look at the city through art, community, and urban transformation.
Where: 55 Fort York Blvd
When: May 9th, 2026 (2 pm - 3:30 pm)
Price: Register
Category: Family-friendly
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