Photo Credit: City of Toronto Facebook
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Toronto, summer is almost here and the city is starting to come alive again! There are so many fun events coming to Toronto this month. From flower markets to music festivals, start making your plans now!
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1. TSO’s La Vida Loca
Get ready to groove to the biggest hits of the ‘90s and ‘00s at La Vida Loca, celebrating artists like Jennifer Lopez, Enrique Iglesias, and Ricky Martin. Led by conductor Enrico Lopez-Yañez, with vocalists Ender Thomas and Jackie Mendez, and GRAMMY® winners José Sibaja and Luisito Quintero, you’re in for a fun musical performance by the Toronto Symphony Orchestra.
Where: Roy Thomson Hall (60 Simcoe St, Toronto, ON M5J 2H5)
When: May 13th-14th, 2025
Price: Prices start from $62
Category: Date/Friends
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). It’s a floral dream for plant lovers and a great weekend date idea.
Where: 1001 Queen St W, Toronto, ON M6J 1H1
When: May 10th, 2025 (10 am - 3 pm)
Price: Free to attend, flower prices vary
Category: Date/Friends
3. 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. They’re also looking for volunteers if you’re interested in helping out.
Where: Starts at Yonge and Sheppard, Ends at Queen Elizabeth Building
When: May 4th, 2025
Price: Free to watch
Category: Friends
4. Departure
Departure is a reimagination of Canadian Music Week. Join them for a festival and conference experience bridging music, art, tech, and comedy. Some of the talent that will be present include Matty Matheson, Bryan Adams, and Dallas Green.
Where: Hotel X (111 Princes' Blvd, Toronto, ON M6K 3C3)
When: May 6th to 11th, 2025
Price: Starting at $80
Category: Date/Friends
5. Cherry Blossoms
Cherry blossom season is almost here! Head to High Park or other local bloom spots to catch Toronto in full floral mode.
Where: Multiple locations
Price: Free
Category: Family-friendly
6. Post Malone - The BIG ASS Stadium Tour 2025
Don’t miss this epic concert featuring Post Malone’s biggest hits. The concert will also feature Jelly Roll, Sierra Ferrell, and Chandler Walters.
Where: Rogers Centre (1 Blue Jays Way, Toronto, ON M5V 1J3)
When: May 26th, 2025
Price: Starting in the $200s
Category: Date/Friends
7. Electric Island
The first weekend of Electric Island is this May! Dive into the electric energy of Toronto as this festival converts the city’s parks into the epicenter of electronic music.
Where: 250 Fort York Boulevard, Toronto, ON M5V 3K9
When: May 17th and 18th, 2025
Price: Starting at $116/ticket
Category: Date/Friends
8. 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. Even if you’ve lived in Toronto your whole life, this is a great opportunity to explore new spots.
Where: Multiple locations
When: May 24th and 25th, 2025
Price: Free
Category: Family-friendly
9. Wine Fest 2025
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! The best part is that All-You-Can-Taste is included with your ticket so you don’t need to worry about drink tokens as you experience wines from all over the world.
Where: 19 Nunavut Rd, Toronto, ON M6K 3C3
When: May 9th and 10th, 2025
Price: Starting at $82/ticket
Category: Date/Friends
10. Fleurs de Villes
Visit Yorkville for a stunning showcase of local floral talent. This free floral trail will feature over 25 incredible installations, including their famous floral mannequins. Enjoy floral refreshments, live music, floral workshops, and shop for blooms at their Saturday flower market.
Where: Bloor-Yorkville
When: May 7th to 11th, 2025
Price: Free
Category: Family-friendly
11. Toronto Halal Bites Festival
From juicy street burgers to sizzling grills and global halal dishes, this festival is bringing the world together, one bite at a time. Enjoy music, art, and delicious halal food.
Where: Nathan Phillips Square (100 Queen St W, Toronto, ON M5H 2N3)
When: May 16th to 18th, 2025
Price: Free entry
Category: Family-friendly
Click here for more information.
12. Shakira - Las Mujeres Ya No Lloran World Tour
The queen herself is coming to Toronto! Get ready for an unforgettable night of dancing, iconic hits, and Shakira’s electric stage presence.
Where: Scotiabank Arena (40 Bay St., Toronto, ON M5J 3A5)
When: May 26th, 2025
Price: Starting in the $300s
Category: Date/Friends
13. Canadian Latin Fest 2025
Check out this celebration of Latin Canadian culture. Held to commemorate Canada’s Multiculturalism, the festival offers an immersive experience where attendees can become "Canadian Latin for the Day." There will be vendors, performers, folk arts and crafts, a kids’ zone, and more!
Where: Nathan Phillips Square (100 Queen St W, Toronto, ON M5H 2N3)
When: May 31st and June 1st, 2025
Price: Free entry
Category: Family-friendly
14. Party 4 Paws Pet Fair
Calling all dog lovers! Don't miss the annual Party 4 Paws Pet Fair. This event celebrates pets, local and international animal rescues, and the pet loving community in Toronto. There will be adoptable pets, pet-friendly vendors, games, giveaways, and more!
Where: Trinity Bellwoods Park Dog Bowl (790 Queen St W, Toronto, ON M6J 2R5)
When: May 24th and 25th, 2025
Price: Free
Category: Family-friendly
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