It’s officially May, bringing with it the anticipation of sunny skies and exciting events and activities in Toronto. The city never disappoints when it comes to providing entertainment, you just have to know where to look! We’ve rounded up some of the best things to do in Toronto this May, from special events to just general fun activities to get you out and about. 

Here are some things you can do in Toronto this May!

Star Wars Day

When: May 4, 2023
Where: The Rec Room (Roundhouse Park, Toronto), 255 Bremner Blvd.

“May the fourth be with you”. The first May 4th Star Wars Day event is back for the first time since 2019! Hosted by The Rec Room Toronto, there will be photos with the 501st Canadian Garrison, a costume contest, trivia, dancing and more at this Star Wars Day event.

View this post on Instagram

A post shared by Star Wars Day Toronto (@starwarsdayto)

Cinco De Mayo Boat Party

When: May 5, 2023
Where: Pioneer Cruises, 333 Lake Shore Boulevard East Toronto.

Celebrate Cinco De Mayo with a party on the water! Where you can enjoy the view while dancing to your favourite Latin hits on the dance floor of a 2-floor boat!

Blue Jays Game

When: Various dates
Where: Rogers Centre, Toronto.

This May hit up a Blue Jays game or two at the Rogers Centre! There are tons of baseball games this month, and it’s always a great time.

View this post on Instagram

A post shared by Toronto Blue Jays (@bluejays)

Mother’s Day Paint & Sip Night

When: May 14, 2023
Where: Bampot House 201 Harbord Street Toronto.

Looking for something fun to do with your mom this Mother’s Day? Look no further! Take her to this Mother’s Day Paint & Sip night where you can enjoy a glass of sangria or a cup of tea while you paint. It’ll be a Mother’s Day she’ll cherish looking back at!

Canada’s Wonderland

When: May 5 and beyond
Where: 1 Canada’s Wonderland Drive, Vaughan.

Canada’s Wonderland officially opens back up starting May 5th! You can enjoy all your favourite rollercoasters and rides, and experience the brand-new, Tundra Twister, for the first time!

Gluten Free Garage

When: May 28, 2023
Where: Artscape Wychwood Barns.

Gluten Free Garage is the go-to festival for anyone who lives a gluten-free lifestyle or simply just loves a gluten-free treat. It’s celebrating 10 years on Sunday May 28, 2023 and tickets are on sale now!

View this post on Instagram

A post shared by Gluten Free Garage Fest (@glutenfreegarage)

Toronto Flower Market

When: May 13+, 2023
Where: 1001 Queen Street West, Toronto.

Founded in May 2013, Toronto Flower Market is the city’s first outdoor flower market and it’s back on May 13th for the season! They support Ontario-grown flowers & plants, connecting growers and florists directly with the city. The market season runs monthly from May through October. If you love flowers (and who doesn’t?), you’re sure to love this market.

View this post on Instagram

A post shared by Toronto Flower Market 🌸 (@torontoflowermarket)

Hot Docs Festival

When: April 27 – May 7, 2023
Where: 506 Bloor Street West, Toronto.

Every year, Hot Docs Canadian International Documentary Festival presents over 200 cutting-edge films from around the world. This year is its 30th anniversary! The festival has already begun and runs until May 7. It will include in-cinema screenings, a curated selection of online offerings, and five Hot Docs Podcast Festival Showcase events.

Nostalgic Market

When: May 13 & 14, 2023
Where: 1153 Queen Street West, Toronto.

As implied in the name, Nostalgic Market is an event to honour all things nostalgic. On May 13-14, enjoy good music, vintage, video games, food, and more with over 25 vendors serving you up all the nostalgia. Did we mention entry is free?

View this post on Instagram

A post shared by Nostalgic Market (@nostalgicmarket)

Anime North

When: May 26 – 28, 2023
Where: Toronto Congress Centre, Delta Hotel Airport, Sheraton Toronto Airport Hotel, Toronto.

Anime North is an anime convention that celebrates anime, manga, music, games, and all other forms of Japanese Culture! It will be held the weekend of May 26 – 28, 2023 at the Toronto Congress Centre, Delta Hotel Airport, and Sheraton Toronto Airport Hotel.

Articles You May Also Be Interested In:
5 Places We Love In Midtown Toronto
One of the First Zellers Locations Is Opening Near Toronto
15 Of The Best Vintage Stores In Toronto
10 Events To Look Forward To In Toronto This Year
8 Cozy Cafes Worth Visiting In Toronto

Once the warm weather hits, the city is in full swing. There are so many amazing events coming up it’s hard to choose what to go to. We’ve rounded up the MUST-attend events for this May:

1. Operanation

Operanation blends party and performance, making it a perfect night out for arts enthusiasts and the opera-curious. This year’s theme is “Into the Stars”, which will transform Toronto’s Four Seasons Centre for the Performing Arts into an Ancient Roman celebration inspired by the upcoming world premiere of Rufus Wainwright’s Hadrian.

Date: May 17
Location: The Four Seasons Centre for the Performing Arts

2. TasteMaker Toronto

The historic Kiln Building in the Evergreen Brick Works is transformed into a foodie wonderland for two days of dining, drinking, and entertainment.

Date: May 18 – May 19th
Location: Evergreen Brick Works

3. RIB FEST at Yonge & Dundas Square

Free entry to check out the BEST RIB TEAMS IN CANADA! Wash it all down at our Craft Beer Market featuring the top brewers from across Ontario! With over 35 different beers on tap you won’t leave thirsty.

Date: May 18
Location: Yonge & Dundas Square

4. Spring Sessions of Toronto’s Festival of Beer

It’s the same people behind Toronto’s Festival of Beer! Enjoy beer, rood and #cottageVibes on the May Two Four Long Weekend. 19+

Date: May 19-20
Location: Fort York

5.  Electric Island

Toronto’s underground summer electric music festival at Hanlan’s Point, with previous artists like Maceo Plex, Sven Vath, Nina Kravitz, Ben KlockSasha, and more.

Date: May 22 – September 4
Location: Toronto Islands

6. Outside Looking In

Cheer on Indigenous youth performers from across Canada, as they perform the latest dance moves to the hippest music!

Date: May 26
Location: Sony Centre for the Performing Arts

7. Wavelength at Doors Open Toronto 

Three Free Concerts in Heritage Buildings + Bike Tour between venues led by Bike Pirates starting 10:30AM from Corktown Common (south of Adelaide/Eastern & Bayview)

Date: May 27
Location: 2701 Queen Street East

Featured Image: Instagram/@electricislandto

What other exciting events are going on this May? Let us know in the comments.

There Is a Lantern Festival Coming This Summer
A Massive Floating Waterpark Is Going To Be Open This Summer
There’s a Brewery Coming To The Toronto Islands This Summer
Multi-Vendor Food Concept Set To Open On Queen West
Massive Outdoor Space Coming To The Royal Ontario Museum