Toronto is packed with exciting events this week, from music festivals and night markets to boat parties, cultural celebrations, live entertainment, and family-friendly fun across the city.

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Best Things To Do in Toronto This May
Free Things To Do in Toronto This May‍

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1. 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: Date-Friends

Click here for the website.

2. Blooming in Bloor West Village

A free spring festival featuring flower installations, photo ops, live entertainment, scavenger hunts, local shopping specials, and family-friendly fun along the main street.

Where: Bloor St W & Beresford Ave N, including Neil McLellan Park

When: May 16th, 2026 (11 am - 6 pm)

Price: Free admission, while supplies last

Category: Date-Friends‍

Click here for the website.

3. Toronto Boat Party - Glow Edition

A glow-themed boat party featuring DJs, dancing, skyline views, neon vibes, and a high-energy night out on the water during Victoria Day weekend.

Where: Aboard Jubliee Queen (539 Queens Quay)

When: May 16th, 2026 (4 pm)

Price: Starting at $34.87‍

Category: Date-Friends

Click here for the website.

4. BEES: A Story of Survival at the ROM

Opening weekend for this immersive exhibition that takes you into the world of bees through art, sound, and science. Explore interactive displays that reveal how bees live, survive, and why they play such an important role in nature.

Where: ROM (100 Queens Park)

When: May 16th, 2026

Price: $13 surcharge‍

Category: Family-Friendly

Click here for the website.

5. All Vinyl Everything:Victoria Day Long Weekend '26 Edition

An all-vinyl party experience featuring DJs spinning throwback hip-hop, R&B, dancehall, reggae, soca, and afrobeats for a high-energy night of nonstop dancing.

Where: The Drake Hotel Lounge (1150 Queen St W)

When: May 17th, 2026

Price: Starting at $20

Category: Date-Friends

Click here for the website.

6. Wine Fest Toronto 2026

Toronto’s favourite Wine & Drinks Festival is back for a weekend of tastings, music, and good vibes. Explore drinks from 30+ exhibitors, enjoy free wine classes and seminars, and discover wines, spirits, cocktails, and more from around the world.

Where: Heritage Court at Enercare Centre (100 Princes' Blvd)

When: May 15th-17th, 2026

Price: $49.41

Category: Date-Friends

Click here for the website.

7. BACKYARD: Asian Night Market

A lively Asian Heritage Month celebration featuring food vendors, cultural performances, music, night market shopping, and festive entertainment.

Where: STACKT market⁠ (28 Bathurst St)

When: May 16th, 2026 (4 pm)

Price: Free admission‍

Category: Date-Friends

Click here for the website.

8. Astronomy in Action: Planetarium Tour

An all-ages planetarium experience featuring immersive space shows that explore the Moon, stars, and the universe. Discover modern cosmic discoveries or journey through space in a live-presented show.

Where: 630 Spadina Ave

When: May 16th, 2026

Price: Prices may vary‍

Category: Family-friendly‍

Click here for the website.

9. Lulaworld 2026

A global music festival celebrating its 20th anniversary with live salsa, jazz, samba, cumbia, soul, and Cuban-inspired performances from local and international artists.

Where: Locations vary

When: Until May 17th, 2026

Price: Prices vary

Category: Family-friendly‍

Click here for the website.

10. Hidden Toronto City Tour

A fun walking tour that explores the city’s weird, surprising, and lesser-known stories. Led by storytelling guides, you’ll hear entertaining tales of local history, mishaps, and strange events while walking through downtown. It’s a light, funny way to see a different side of the city.

Where: Outside of the Hockey Hall of Fame (10 Front St W)

When: May 17th, 2026

Price: Adults $32.99, Youth (14 & under) $24.99

Category: Family-friendly

Click here for the website.

11. EastBloom Tea and Gourmet Festival 2026

A lively celebration of tea, food, and culture in Toronto. Explore premium teas, gourmet snacks, artisanal products, and live entertainment during a flavour-filled weekend of community and spring vibes.

Where: Sankofa Square (1 Dundas St E)

When: May 16th-17th, 2026

Price: Free admission‍

Category: Date-Friends

Click here for the website.

12. HanBeat Nanta Performance at the AGO

A high-energy Korean drumming performance mixing traditional rhythms with modern beats. Between shows, guests can join a hands-on workshop to learn basic drumming.

Where: AGO (317 Dundas St W)
When: May 16th, 2026

Price: Free with general admission

Category: Family-friendly

Click here for the website.

13. Canada Literature Festival 2026

A global celebration of storytelling, culture, and ideas. Bringing together writers, poets, artists, and speakers from around the world, the festival explores how stories connect people, preserve culture, and spark meaningful conversations.

Where: Mississauga Celebration Square (300 City Centre Dr)

When: May 15th-17th, 2026

Price: Free admission‍

Category: Family-friendly

Click here for the website.

14. The Second City’s CELEBRASIAN: An Asian Heritage Month Comedy Show

Celebrate Asian Heritage Month with a night of stand-up comedy featuring some of the country’s top Asian comedians. Expect big laughs, viral jokes, and TV-featured performers.

Where: Theatre '73  (1 York St)

When: May 16th, 2026

Price: Prices start at $25

Category: Family-friendly

Click here for the website.