The arrival of May is a welcome event after the long winter we had. Many people will be visiting Toronto in May during the Victoria Day long weekend, which is early this year taking place from May 16-18, 2026. The warmer temperatures mean people are more excited about being outdoors so Toronto’s many attractions will be busier. If you live in or will be visiting Toronto in May 2026, there are a lot of fun events happening including Massey Hall and RBC Amphitheatre concerts, Blue Jays games, a wine festival and a super popular free Toronto event: Doors Open Toronto. Continue reading to find out about Toronto events in May 2026:
Fleurs de Villes FLORA in Bloor-Yorkville
From May 6-10, 2026, the Bloor-Yorkville neighbourhood will be decorated with floral installations as part of Fleurs de Villes FLORA. Inspired by the Roman Goddess of Spring, the five-day event involves local floral designers creating 30 original couture creations all from fresh flowers. Fleurs de Villes also features the following activities:
- Flower Market (Sat., May 9, 2026, 10 AM – 6 PM): A curated pop-up across Village of Yorkville Park, Manulife Centre, and The Colonnade;
- Live Music (Sat., May 9 & Sun., May 10, 2026, 1 PM – 4PM): Enjoy live street performances throughout the trail at Village of Yorkville Park, The Colonnade, and Manulife Centre. Featured local
talent includes Ale Nunez, Christ Platt Trio, and Danielle Bassels; - Roaming FLORA Models (Sat., May 9, 2026 11 AM – 3 PM): Guests will encounter three roaming FLORA models along the trail, adorned in Fleurs de Villes floral headpieces;
- “Flowers Make Us Happy Hour”: Throughout the neighbourhood, top restaurants and cafés will offer happy hour features and floral-inspired menus, including signature cocktails and dishes at participating destinations along the trail.
Concerts at Scotiabank Arena in May 2026
The following concerts will take place at Scotiabank Arena in May 2026:
Saturday, May 9 and Sunday, May 10, 2026, 8 p.m. – Karan Aujla – P-Pop Culture World Tour
Tuesday, May 26, 2026, 7:30 p.m. – Summer Walker – Still Finally Over It Tour
Friday, May 29, 2026, 8 p.m. – Romeo Santos & Prince Royce – Mejor Trade Que Nunca Tour 2026
Saturday, May 30, 2026, 7:30 p.m. – The Guess Who – Takin’ It Back Tour
Saturday, May 31, 2026, 7:30 p.m. – A$AP Rocky – Don’t Be Dumb Tour
Purchase tickets online at Ticketmaster or at Scotiabank Arena Box Office. Scotiabank Arena is located at 40 Bay Street, Toronto.
Toronto Blue Jays Home Games in May 2026
One of the most exciting Toronto events in May 2026 is the return of the Toronto Blue Jays after their exciting 2025 playoff run. Here are the Toronto Blue Jays home games at Rogers Centre in May 2026:
Friday, May 8, 2026, 7:07 p.m. – Toronto Blue Jays vs. Los Angeles Angels (Trey Yesavage Angry Bird Replica Jersey)
Saturday, May 7, 2026, 3:07 p.m. – Toronto Blue Jays vs. Los Angeles Angels (Barbie Game Day & Reversible Bucket Hat)
Sunday, May 10, 2026, 1:37 p.m. – Toronto Blue Jays vs. Los Angeles Angels (Jr. Jays Mother’s Day)
Monday, May 11, 2026, 7:07 p.m. – Toronto Blue Jays vs. Tampa Bay Rays (Legendary Home Runs Shirt Giveaway)
Tuesday, May 12, 2026, 7:07 p.m. – Toronto Blue Jays vs. Tampa Bay Rays (Loonie Dog Night)
Wednesday, May 13, 2026, 7:07 p.m. – Toronto Blue Jays vs. Tampa Bay Rays
Friday, May 22, 2026, 7:07 p.m. – Toronto Blue Jays vs. Pittsburgh Pirates (Bautista & Encarnacion HR Bobblehead)
Saturday, May 23, 2026, 3:07 p.m. – Toronto Blue Jays vs. Pittsburgh Pirates (Cricket Day at the Park)
Sunday, May 24, 2026, 12:15 p.m. – Toronto Blue Jays vs. Pittsburgh Pirates (Jr. Jays Sundays)
Monday, May 25, 2026, 7:07 p.m. – Toronto Blue Jays vs. Miami Marlins (Born Ready Vladdy Bobblehead Giveaway)
Tuesday, May 26, 2026, 7:07 p.m. – Toronto Blue Jays vs. Miami Marlins (Loonie Dogs Night)
Wednesday, May 27, 2026, 1:07 p.m. – Toronto Blue Jays vs. Miami Marlins
Purchase Toronto Blue Jays game tickets online at Ticketmaster or at Rogers Centre. Rogers Centre is located at 1 Blue Jays Way, Toronto.
Wine Fest 2026
Wine Fest, a popular wine and drinks festival, takes place at Heritage Court at Enercare Centre from May 15-17, 2026.
General Admission is $46 plus fees. Ticket includes three complimentary pours; exploring hundreds of wines and drinks from around the world; access to the full festival experience including photo ops and music; and access to seminars (space permitting). Tastings are purchased separately with digital drink tickets starting at $1.50.
Enercare Centre is located at Exhibition Place, 100 Princes’ Blvd., Toronto M6K 3C3
Gluten Free Garage 2026
Do you follow a gluten free diet? Then you’ll want to check out Gluten Free Garage taking place on Sunday, May 31, 2026 at Wychwood Barns. Discover and sample new products, and meet food producers at this gluten-free food festival. More than 70 vendors will be featuring gluten-free food including fried beignets, bubble waffles, spanakopita, perogies, bành mì, Jamaican patties, fresh bagels, pizza, pastries, beer and more.
Gluten Free Garage hours are 10 a.m. to 5 p.m. at Wychwood Barns, 601 Christie Street, Toronto.
Tickets are $16 online; limited tickets available at the door. Children (15 and under) Free.
Concerts at RBC Amphitheatre (formerly The Budweiser Stage) in May 2026
Nothing heralds the beginning of summer like seeing a concert in the open air at RBC Amphitheatre. The venue’s concert season begins with concerts in May 2026 including:
Sunday, May 24, 2026, 7:30 p.m. – Khalid: It’s Always Summer Somewhere
Tuesday, May 26, 2026, 6:30 p.m. – Kid Cudi Presents: The Rebel Ragers Tour 2026
Thursday, May 28, 2026, 8 p.m. – Cake
Friday, May 29, 2026, Saturday, May 30, 2026 and Sunday, May 31, 2026 at 7 p.m. – Martin Garrix Americas Tour
Toronto Halal Bites Festival 2026
The Toronto Halal Bites Festival takes place on May 15-17, 2026 at Nathan Phillips Square. This three-day food, culture, and art festival celebrates halal cuisine, community, and artistic expression. Enjoy live art installations, an Art Gallery, cultural performances, a Live Cooking Show, and interactive exhibits that showcase the rich artistic traditions of various communities. The festival hours are:
Friday, May 15, 2026, 6 p.m. to 10 p.m.
Saturday, May 16, 2026, 12 p.m. to 10 p.m.
Sunday, May 17, 2026, 12 p.m. to 8 p.m.
Admission is free. Nathan Phillips Square is located at 100 Queen Street West, Toronto.
Hot Docs Festival 2026
The Hot Docs Festival 2026 takes place from April 23 to May 3, 2026. This is your chance to see documentaries from around the world. The Hot Docs Festival takes place at Hot Docs Ted Rogers Cinema, 506 Bloor Street West, Toronto.
Ticket packages are on sale now. The 2026 films and schedule will be announced March 24, 2026.
Members and ticket package holders get early access starting March 24.
Single tickets available to the public starting March 31.
Single Ticket Prices:
Regular Screenings: $22 plus HST ($20 plus HST member)
Special Events & Big Ideas: $27 plus HST ($24 plus HST member)
Ticket Package Prices:
12-Pack: $228 plus HST; 12-Pack (Member): $216 plus HST
20-Pack: $340 plus HST; 20-Pack (Member): $320 plus HST
Doors Open Toronto 2026
Doors Open Toronto 2026 returns on Saturday, May 23, 2026 and Sunday, May 24, 2026. This Toronto event provides the public with free access to many public and private buildings across Toronto that at other times charge a fee or are not typically open to the public.
Some of the new buildings at Doors Open Toronto 2026 include Blessed Sacrament Catholic Church; TVO Studio Tour & Experience; Evergreen Brick Works; Church of the Messiah; The 519; St. Paul’s Bloor Street; Street Haven at the Crossroads; QSLA Sports Facility; 25 Ookwemin Street; Toronto Star; Netflix; The Second City; Church of St. Andrew by-the-Lake; Gibraltar Point Centre for the Arts; Centre for Justice Leadership, Humber Polytechnic.
Concerts at Massey Hall in May 2026
The following concerts will be performed at Massey Hall in May 2026. Tickets can be purchased online at the Massey Hall Box Office or at Ticketmaster:
Wednesday, May 6, 2026, 8 p.m. – Choir! Choir! Choir! Angel: An Epic Singalong with special guest Sarah McLachlan
Friday, May 8, 2026, 7 p.m. – Fortune Feimster – Takin’ Care of Biscuits Tour
Saturday, May 9, 2026, 8 p.m. – Wild Rivers
Thursday, May 14, 2026, 8 p.m. – Radhika Das – North American Tour
Friday, May 15, 2026, 8 p.m. – Herb Alpert & The Tijuana Brass
Wednesday, May 20, 2026, 8 p.m. – Ari Lennox – The Vacancy Tour
Friday, May 22, 2026, 7 p.m. and 9:30 p.m. – Bobby Lee – The Finally Tour 2026
Monday, May 25 and Tuesday, May 26, 2026, 8 p.m. – Bell and Sebastian – Support U.S. Girls
Saturday, May 30, 2026, 8 p.m. – Audrey Hobert – The Staircase To Stardom Tour
Massey Hall is located at 178 Victoria Street, Toronto
I hope you get a chance to check out some of these Toronto events in May 2026! You may be interested in reading, “Where To Have Mother’s Day Afternoon Tea in Toronto 2026“
