May in Toronto means spring blooms, warmer weather, and tons of incredible activities and events to partake in now that the weather is warming up! From outdoor concerts to food festivals and theme park re-openings, we’ve rounded up some of the best things to do in and around the city next month.
Here’s our list of 20+ marvelous things to do this May in Toronto.

When those delicate pink petals finally reach peak bloom, High Park transforms into a scene straight out of a fairy tale. For 2026, peak bloom is estimated from early to mid-May. Pro tip: head there on a weekday morning to beat the massive crowds.

Attend a live musical performance tribute to Vivaldi’s Four Seaons this May, surrounded by countless candles and endless flowers. Immerse yourself in a multi-sensory magical experience within one of Toronto’s most architecturally-striking venues, the Metropolitan Community Church of Toronto, and prepare to be dazzled under the warm glow of a spring candlelight concert.

Each year, Torontonians get a unique opportunity to explore over 150 architecturally, historically, culturally, and socially significant buildings — all for free. Doors Open Toronto offers exclusive, behind-the-scenes access to iconic locations like the Aga Khan Museum and Toronto City Hall. In 2026, the event celebrates the people, places and stories that make the city a global mosaic. See this year’s participating sites here.

If you’re looking for a unique May outing in the city, this immersive, walk-through exhibition brings Claude Monet’s Giverny garden to life with 360° projections, VR journeys and interactive sketching.

Mother’s Day falls on Sunday, May 10 this year, and if you’re looking to treat mom like the queen she is, look no further! From indulgent brunches to unique experiences, we’ve rounded up some of the best things to do in Toronto for Mother’s Day here!
Sip new wines at Paradise Grapevine’s Party Favour Opening Day

Kick off patio season in style as Paradise Grapevine hosts its annual “Party Favour” opening day celebration this May. Set on their lively Geary Avenue patio, the all-day party features the debut of their 2026 wine releases, $50 bottles, DJ sets spinning into the night, and BBQ bites from Cascabel.

This May, discover The Art of the Brick, a world-renowned LEGO® art exhibition in Toronto showcasing more than 130 sculptures by Nathan Sawaya, including a recreation of Michelangelo’s David, a massive T-Rex, and immersive multimedia pieces. From May 4–10 visitors can take advantage of a special 20% discount on Family Bundle tickets, automatically applied at checkout.

Catch the excitement of authentic Mexican wrestling without leaving the city as The Well hosts its annual Lucha Libre event this May. Watch masked luchadores battle it out in high-flying, action-packed matches, while a live Mariachi band keeps the energy going between rounds. With tacos from Gus Tacos and margaritas flowing from the Altos Margarita Lounge, this free, all-ages event is a vibrant celebration of Mexican culture right in downtown Toronto.

This May, Wine Fest Toronto is coming back to Exhibition Place for two days of international and local wine tastings, gourmet food pairings, live music, and conversations with expert winemakers and sommeliers. With over 30 exhibitors pouring samples from around the globe, it’s the perfect spot to find your new favourite summer rosé while enjoying live music and artisan snacks.

Mother’s Day falls on May 10, 2026, so why not treat mom like the queen she is with a royal High Tea experience? The iconic Casa Loma is hosting an opulent Mother’s Day High Tea Experience, which includes premium teas accompanied with tasty scones, gourmet pastries, finger sandwiches, and more. After your meal, guests get free access to explore the castle grounds.

Toronto’s beloved summertime music festival series Electric Island returns this May for its 14th edition, the first of four weekends throughout the summer! Catch some of the hottest electronic music acts on May 16 and 17 at Woodbine Park, or see the rest of their upcoming dates here on their website.
Cheer on the Blue Jays at Rogers Centre

There is nothing quite like a May afternoon at the ballpark. Grab a hot dog and join the “Let’s Go Blue Jays” chants as the team takes on the Angels or the Pirates.

Back for its 13th year, the Toronto Flower Market returns on May 9, 2026 to the southwest corner of Queen and Shaw. Pick up a fresh bouquet right before Mother’s Day, all crafted from locally-grown Ontario farms. In addition, there will also be plant accessories, crafts, gifts, and more!

Celebrate Asian Heritage Month at STACKT Market on May 16, where you can shop and explore over 50 Asian-owned businesses from food and drink to jewelry, clothes, and accessories. The Asian Night Market will also include traditional performances and live music. The celebrations will kick off at 4 p.m.

This May, embrace all things floral at Bloor-Yorkville’s Fleurs de Villes FLORA showcase! Returning from May 6 – 10, 2026, you can follow the self-guided trail through over 25 stunning floral installations created by Toronto’s top florists, just in time for Mother’s Day.

Toronto Island’s Centreville Amusement Park officially opens for the spring on May 2, 2026, and it’s the perfect destination to kick off the summer with their 30+ rides and attractions. From Twirling Tea Cups to the Antique Carousel, the family-friendly amusement park has something for everyone to enjoy. When you get hungry, fuel up at one of the 14 food outlets, or take a stroll along the waterfront and absorb the Toronto skyline across the lake.

Community-based non profit organization Toronto Artisan will be hosting a number of their markets in Trinity Bellwoods Park throughout the summer, kicking off on May 10, 2026. Support Toronto’s local artisans and shop curated handmade goods.
Watch dazzling Victoria Day fireworks

Victoria Day falls on Monday, May 18 this year, and there will be a number of mesmerizing firework shows over the weekend to celebrate. Some of the best spots to see them include Ashbridges Bay and Canada’s Wonderland.

The Departure Festival + Conference returns this May, bringing a dynamic mix of music, film, comedy, and creative industry programming to venues across downtown Toronto from May 4 to 10. Combining a global conference with a citywide festival, it spotlights emerging talent alongside influential voices, offering a forward-looking glimpse at the future of culture and innovation.

If you’re looking for a pre-Mother’s Day outing in Toronto, the Kimpton Saint George hosts a free Sip ‘n’ Shop market featuring local Toronto vendors, drinks from Paradise Grapevine and DAVIDsTEA, and live music by Jesse Maxwell. The all-ages event encourages donations for Red Door Family Shelter.

The annual Pillow Fight Toronto returns to Berczy Park this May for a playful, feather-free community pillow battle. Gather at 1:30 p.m. on Saturday, May 23, with the pillow fight officially starting at 2 p.m. and lasting about an hour.

Nathan Phillips Square will be buzzing with the tasty Toronto Halal Bites Festival, featuring a mouth-watering array of street food, desserts, and cultural performances right in the heart of downtown.

Fashion Art Toronto’s Fashion Week returns this May as one of the city’s most dynamic cultural showcases, running from May 23 to 31 with a citywide lineup of runway shows, installations, and immersive experiences. As Toronto’s longest-running fashion week, the event brings together over 50 designers, artists, and brands, blending fashion with visual art through multi-sensory programming that includes exhibitions, retail pop-ups, and interactive spaces.