From King West lounges to downtown hotel bars, Toronto is built for real connection. MyCheekyDate hosts boutique, host-led speed dating across the city — where great conversation meets genuine chemistry. Prefer something more curated? We also offer blind-date matchmaking in Toronto. Explore our CheekyThoughts: Toronto Edition for local dating insight.
JANUARY 31ST 2026 | SATURDAY NIGHT SPEED DATING @ BAR MAAYA | AGES 25-39
*MEN SOLD OUT - Gentlemen, Wait List tickets available for purchase.*
Saturday Night Speed Dating @ Bar Maaya - January 31st 2026
Ages: 25-39 | 5:30PM
244 Adelaide St W, Toronto, ON M5H 1Y3, Canada
Early Bird Admission - Ends 1/26 | $40.00 CAD
Regular Admission | $44.00 CAD
FEBRUARY 7TH 2026 | SATURDAY NIGHT SPEED DATING @ BAR MAAYA | AGES 25-39
*MEN SOLD OUT - Gentlemen, Wait List tickets available for purchase.*
Saturday Night Speed Dating @ Bar Maaya - February 7th 2026
Ages: 25-39 | 5:30PM
244 Adelaide St W, Toronto, ON M5H 1Y3, Canada
Early Bird Admission - Ends 2/2 | $40.00 CAD
Regular Admission | $44.00 CAD
FEBRUARY 8TH 2026 | SPEED DATING @ BAR MAAYA | AGES 32-44
Speed Dating @ Bar Maaya - February 8th 2026
Ages: 32-44 | 5:30PM
244 Adelaide St W, Toronto, ON M5H 1Y3, Canada
Early Bird Admission - Ends 2/3 | $40.00 CAD
Regular Admission | $44.00 CAD
FEBRUARY 21ST 2026 | SATURDAY NIGHT SPEED DATING @ BAR MAAYA | AGES 25-39
*MEN SOLD OUT - Gentlemen, Wait List tickets available for purchase.*
Saturday Night Speed Dating @ Bar Maaya - February 21st 2026
Ages: 25-39 | 5:30PM
244 Adelaide St W, Toronto, ON M5H 1Y3, Canada
Early Bird Admission - Ends 2/16 | $40.00 CAD
Regular Admission | $44.00 CAD
FEBRUARY 22ND 2026 | SPEED DATING @ BAR MAAYA | AGES 32-44
Speed Dating @ Bar Maaya - February 22nd 2026
Ages: 32-44 | 5:30PM
244 Adelaide St W, Toronto, ON M5H 1Y3, Canada
Early Bird Admission - Ends 2/17 | $40.00 CAD
Regular Admission | $44.00 CAD
FEBRUARY 28TH 2026 | SATURDAY NIGHT SPEED DATING @ BAR MAAYA | AGES 29-42
Speed Dating @ Bar Maaya - February 28th 2026
Ages: 29-42 | 5:30PM
244 Adelaide St W, Toronto, ON M5H 1Y3, Canada
Early Bird Admission - Ends 2/23 | $40.00 CAD
Regular Admission | $44.00 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.
As one of the world’s longest-running speed dating companies, we’ve produced tens of thousands of events internationally, with Toronto evenings following the same proven, host-led format used in major cities worldwide.
Events are ticketed through Eventbrite, with clear expectations, transparent policies, and a calm, welcoming flow designed to help guests actually connect.
Transparency & Trust | How Our Events Work | Independent Reviews & Media