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The Coolest Things to Do in Toronto This May: Art, Fashion, Food, and Festivities

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Sip Exclusive Cocktails at Vesper Bar’s Flora Lounge Takeover

Kick off May with Bangkok’s famed Vesper Bar hosting two nights of craft cocktails at 1 Hotel Toronto’s nature-inspired Flora Lounge. Known for “serious cocktails minus the pretentiousness,” this is Vesper’s Canadian debut. Seating is first come, first served.
When: May 1–2, 7 p.m. to 10 p.m.
Where: Flora Lounge, 1 Hotel Toronto, 550 Wellington St W Suite D

Meet Celebrity Makeup Artist Patrick Ta at Sephora

Beauty fans can meet Patrick Ta-the makeup artist behind Gigi Hadid’s iconic look-at Sephora Eaton Centre on May 6. Explore his new Major Glow body products and get summer-ready with expert tips.
When: May 6, 10 a.m. to 7 p.m.
Where: Sephora Eaton Centre, 220 Yonge St

Explore the Blooming Fleurs de Villes Spring Showcase

Celebrate Mother’s Day weekend with a self-guided floral trail through Bloor-Yorkville, featuring 25 fresh flower pop-ups and live street performances by local musicians.
When: May 7–11
Where: Bloor-Yorkville neighbourhood
Cost: Free

Step Into Cowboy Culture at Bata Shoe Museum’s New Exhibit

Marking its 30th anniversary, the Bata Shoe Museum unveils Rough & Ready: A History of the Cowboy Boot, tracing the evolution and craftsmanship of this iconic footwear through October 2026.
When: May 7, 2025 – October 2026
Where: Bata Shoe Museum, 327 Bloor St W

Walk the Black Carpet at Nia Centre’s Met Gala-Inspired Event

Celebrate Black dandyism with a stylish soirée featuring a Black carpet walk, panel discussions with designers, and a fashion presentation inspired by the 2025 Met Gala’s theme.
When: May 10, 7 p.m. to 9 p.m.
Where: Nia Centre for the Arts, 524 Oakwood Ave

Indulge in Mother’s Day Luxury at Fairmont Royal York

From May 4 to 31, enjoy the Cascading Blooms orchid installation, Imperial Elegance Afternoon Tea, La Belle et Le Brunch, and exclusive Gold Floor Glamour experiences including Gucci makeovers and bubbly.
Where: Fairmont Royal York, 100 Front Street W

Savor French Flavours at La Plume’s Mother’s Day Brunch and Dinner

Treat mom to exquisite French dishes like Crab Scrambled Eggs and Seared Foie at La Plume Brasserie, with brunch and dinner options plus a kids’ menu.
When: May 11, 11 a.m.–3 p.m. (brunch), 5 p.m.–9 p.m. (dinner)
Where: La Plume Brasserie, 453 Wellington St W

End May with Spectacular Victoria Day Fireworks

Celebrate the long weekend by watching Toronto’s dazzling Victoria Day fireworks along Lake Shore at Ashbridges Bay Park and other locations.
When: May 19
Cost: Free

From art and fashion to food and fireworks, Toronto’s May calendar is packed with unforgettable experiences

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