From King West to downtown, Toronto is built for real connection. MyCheekyDate hosts boutique, host-led speed dating events where conversation and chemistry meet. Curious about the local dating vibe? Explore Cheeky Thoughts: Toronto Edition. Prefer something more curated? Curated Introduction Packages are available in Toronto, while those seeking a more private, premium approach can explore Luvo Matchmaking, a founder-led experience rooted in these same real-world communities.
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MAY 2ND 2026 | SATURDAY NIGHT SPEED DATING @ BAR MAAYA | AGES 24-38
*MEN SOLD OUT - Gentlemen, Wait List tickets available for purchase.*
Saturday Night Speed Dating @ Bar Maaya - May 2nd 2026
Ages: 24-38 | 5:30PM
244 Adelaide St W, Toronto, ON M5H 1Y3, Canada
Early Bird Admission - Ends 4/27 | $45.10 CAD
Regular Admission | $49.30 CAD
MAY 3RD 2026 | SPEED DATING @ BAR MAAYA | AGES 32-44
*MEN SOLD OUT - Gentlemen, Wait List tickets available for purchase.*
Speed Dating @ Bar Maaya - May 3rd 2026
Ages: 32-44 | 5:30PM
244 Adelaide St W, Toronto, ON M5H 1Y3, Canada
Early Bird Admission - Ends 4/28 | $45.10 CAD
Regular Admission | $49.30 CAD
MAY 9TH 2026 | SATURDAY NIGHT SPEED DATING @ BAR MAAYA | AGES 29-42
*MEN SOLD OUT - Gentlemen, Wait List tickets available for purchase.*
Saturday Night Speed Dating @ Bar Maaya - May 9th 2026
Ages: 29-42 | 5:30PM
244 Adelaide St W, Toronto, ON M5H 1Y3, Canada
Early Bird Admission - Ends 5/04 | $45.10 CAD
Regular Admission | $49.30 CAD
MAY 16TH 2026 | SATURDAY NIGHT SPEED DATING @ BAR MAAYA | AGES 24-38
*MEN SOLD OUT - Gentlemen, Wait List tickets available for purchase.*
Saturday Night Speed Dating @ Bar Maaya - May 16th 2026
Ages: 24-38 | 5:30PM
244 Adelaide St W, Toronto, ON M5H 1Y3, Canada
Early Bird Admission - Ends 5/11 | $45.10 CAD
Regular Admission | $49.30 CAD
MAY 17TH 2026 | SPEED DATING @ BAR MAAYA | AGES 32-44
Speed Dating @ Bar Maaya - May 17th 2026
Ages: 32-44 | 5:30PM
244 Adelaide St W, Toronto, ON M5H 1Y3, Canada
Early Bird Admission - Ends 5/12 | $45.10 CAD
Regular Admission | $49.30 CAD
MAY 23RD 2026 | SATURDAY NIGHT SPEED DATING @ BAR MAAYA | AGES 29-42
Saturday Night Speed Dating @ Bar Maaya - May 23rd 2026
Ages: 29-42 | 5:30PM
244 Adelaide St W, Toronto, ON M5H 1Y3, Canada
Early Bird Admission - Ends 5/18 | $45.10 CAD
Regular Admission | $49.30 CAD
MAY 30TH 2026 | SATURDAY NIGHT SPEED DATING @ BAR MAAYA | AGES 24-38
*MEN SOLD OUT - Gentlemen, Wait List tickets available for purchase.*
Saturday Night Speed Dating @ Bar Maaya - May 30th 2026
Ages: 24-38 | 5:30PM
244 Adelaide St W, Toronto, ON M5H 1Y3, Canada
Early Bird Admission - Ends 5/25 | $45.10 CAD
Regular Admission | $49.30 CAD
MAY 31ST 2026 | SPEED DATING @ BAR MAAYA | AGES 32-44
Speed Dating @ Bar Maaya - May 31st 2026
Ages: 32-44 | 5:30PM
244 Adelaide St W, Toronto, ON M5H 1Y3, Canada
Early Bird Admission - Ends 5/26 | $45.10 CAD
Regular Admission | $49.30 CAD
Toronto Speed Dating, Hosted with Experience
MyCheekyDate hosts professionally organized speed dating events in Toronto, bringing together local singles for structured, in-person conversations, no swiping, no guesswork. With over 1,000 events hosted in Toronto and more than 26,000 across 50+ cities, each evening follows a proven, host-led format refined over nearly two decades, with events taking place regularly at venues such as Bar Maaya in the heart of downtown.
Events are ticketed through Eventbrite, with clear expectations and transparent policies. Because these are live, in-person events, schedules may occasionally be adjusted to keep things well-balanced and enjoyable, a deliberate choice to protect the experience, and your ticket always remains valid for a future Toronto event. If you prefer not to attend a rescheduled event, you may request a refund. It’s all part of the Cheeky Guarantee, a simple approach built around flexibility, clarity, and making sure guests are genuinely taken care of.
“Great venue, smooth format, and a really fun way to meet people.”
— Trustpilot review
And if you ever need help along the way, you’re always welcome to reach out — we’re here.
Transparency & Trust | How Our Events Work | Independent Reviews & Media
Considering a more personalized approach? See whether matchmaking is worth it in Toronto.