Events in Toronto in May 2027

Family

From October 1, 2026 to September 1, 2027 (12 dates)

Murder Mystery: Crime on Date Night at St Lawrence Market

Toronto, ON 122

From 13.90 $ CAD Buy Tickets →

Family

From October 1, 2026 to September 1, 2027 (12 dates)

Kid Quest Toronto: Superhero City Adventure for Kids

Toronto, ON 111

From 13.99 $ CAD Buy Tickets →

Experience

From October 1, 2026 to September 1, 2027 (12 dates)

Toronto's Distillery District Highlights — Outdoor Exploration Game

Toronto, ON 107

From 12.00 $ CAD Buy Tickets →

Sports

From Apr 30 to Sep 26 (6 dates)

Tampa Bay Rays at Rogers Centre

Toronto, ON 36

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Theatre

From Apr 30 to May 2 (3 dates)

Toronto Operetta Theatre presents Bitter Sweet at the Jane Mallett Theatre

Toronto, ON

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Experience

From September 8, 2026 to May 1, 2027 (236 dates)

Tuft Your Own Cushion — Workshop at EmoTuft Studio Toronto

Toronto, ON 57

From 108.99 $ CAD Buy Tickets →

Sports

From Apr 30 to Sep 26 (6 dates)

Toronto Blue Jays vs. Tampa Bay Rays at Rogers Centre

Toronto, ON 22

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Theatre

From May 3 to May 16 (14 dates)

Boy Falls From The Sky at Greenwin Theatre

Toronto, ON

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Theatre

May 6, 2027

New Orford String Quartet at Jane Mallett Theatre

Toronto, ON

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Concert

May 7, 2027

The Limiñanas at Horseshoe Tavern

Toronto, ON 22

35.69 $ CAD Buy Tickets →

May 9, 2027

Professor Brian Cox at Meridian Hall

Toronto, ON 24

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Sports

From May 10 to Sep 8 (7 dates)

Blue Jays vs Red Sox at Rogers Centre

Toronto, ON 17

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Concert

May 12, 2027

Mass of the Fermenting Dregs at The Danforth Music Hall

Toronto, ON 11

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Sports

From May 14 to Aug 29 (7 dates)

Baltimore Orioles at Rogers Centre

Toronto, ON

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Sports

From May 14 to Aug 29 (7 dates)

Toronto Blue Jays vs. Baltimore Orioles

Toronto, ON

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Concert

May 14, 2027

Yo-Yo Ma at Roy Thomson Hall

Toronto, ON 11

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From September 26, 2026 to June 19, 2027 (14 dates)

Mississauga Symphony Youth Orchestra at the Living Arts Centre

Toronto, ON 60

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Concert

May 22, 2027

Hisaishi's Piano at Roy Thomson Hall

Toronto, ON 11

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Sports

From May 25 to Sep 23 (6 dates)

New York Yankees at Toronto Blue Jays

Toronto, ON 101

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Concert

May 28, 2027

Classic Albums Live - Alanis Morissette Jagged Little Pill at Massey Hall - Allied Music Centre

Toronto, ON 19

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Sports

From May 28 to May 30 (3 dates)

Minnesota Twins at Toronto Blue Jays — Rogers Centre

Toronto, ON 12

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Experience

Year-round

Must-Do Toronto Food Tour by Toronto's First Food Tour Company

Toronto, ON ★5.0 49

From 129.00 $ CAD Buy Tickets →

Experience

Year-round

Riverside and Leslieville Food and Walking Experience

Toronto, ON ★5.0 49

From 148.03 $ CAD Buy Tickets →

Experience

Year-round

Niagara Falls Day Tour from Toronto Optional Cruise & Journey

Toronto, ON ★5.0 49

From 109.00 $ CAD Buy Tickets →

Experience

Year-round

Personal Photoshoot Experience

Toronto, ON ★5.0 46

From 250.00 $ CAD Buy Tickets →

Experience

Year-round

Toronto's Greatest Hits Walking Tour

Toronto, ON ★5.0 28

From 24.00 $ CAD Buy Tickets →

Experience

Until October 31, 2026

Toronto Graffiti Alley Street Art Walking Tour with an Expert

Toronto, ON ★5.0 27

From 49.00 $ CAD Buy Tickets →

Experience

Until October 11, 2027

3hr Discover Sailing Adventure

Toronto, ON ★5.0 25

From 269.00 $ CAD Buy Tickets →

Experience

Year-round

Customizable Walking Tour of Toronto's Hidden Gems

Toronto, ON ★5.0 24

From 50.00 $ CAD Buy Tickets →

Experience

Year-round

Private Corktown and Distillery District Tour

Toronto, ON ★5.0 23

From 80.00 $ CAD Buy Tickets →