From lakeside lounges in Winter Park to downtown rooftops overlooking Lake Eola, Orlando is full of warm, lively spots that make connection come naturally. MyCheekyDate brings boutique-style, host-led speed dating to the city — fun, welcoming, and filled with real chemistry. And for singles who want deeper introductions off the apps, matchmaking is available in Orlando too.
Valentine’s day in Orlando? Our February speed dating events offer a relaxed, in-person way to meet someone new.
JANUARY 31ST 2026 | SATURDAY NIGHT SPEED DATING @ WXYZ | AGES 25-39
*MEN SOLD OUT - Gentlemen, Wait List tickets available for purchase.*
Saturday Speed Dating @ WXYZ Bar at Aloft Hotel – January 31st 2026
Ages: 25-39 | 7PM
500 S Orange Ave, Orlando, FL 32801
Early Bird Admission – Ends 1/26 | $32.95
Regular Admission | $36.00
FEBRUARY 1ST 2026 | SPEED DATING @ WXYZ | AGES 29-42
Speed Dating @ WXYZ Bar at Aloft Hotel – February 1st 2026
Ages: 29-42 | 7PM
500 S Orange Ave, Orlando, FL 32801
Early Bird Admission – Ends 1/27 | $32.95
Regular Admission | $36.00
FEBRUARY 14TH 2026 | 'BE MY VALENTINE BASH' @ WXYZ | AGES 29-42
'Be My Valentine Bash!'
Saturday Speed Dating @ WXYZ Bar at Aloft Hotel – February 14th 2026
Ages: 29-42 | 5PM
500 S Orange Ave, Orlando, FL 32801
Regular Admission | $39.00
FEBRUARY 14TH 2026 | 'BE MY VALENTINE BASH' @ WXYZ | AGES 25-39
'Be My Valentine Bash!'
Saturday Speed Dating @ WXYZ Bar at Aloft Hotel – February 14th 2026
Ages: 25-39 | 7PM
500 S Orange Ave, Orlando, FL 32801
Regular Admission | $39.00
FEBRUARY 15TH 2026 | SPEED DATING @ WXYZ | AGES 29-42
Speed Dating @ WXYZ Bar at Aloft Hotel – February 15th 2026
Ages: 29-42 | 7PM
500 S Orange Ave, Orlando, FL 32801
Early Bird Admission – Ends 2/10 | $32.95
Regular Admission | $36.00
FEBRUARY 28TH 2026 | SATURDAY NIGHT SPEED DATING @ WXYZ | AGES 25-39
Saturday Speed Dating @ WXYZ Bar at Aloft Hotel – February 28th 2026
Ages: 25-39 | 7PM
500 S Orange Ave, Orlando, FL 32801
Early Bird Admission – Ends 2/23 | $32.95
Regular Admission | $36.00
Orlando Speed Dating, Hosted with Experience
MyCheekyDate hosts professionally organized speed dating events in Orlando, 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 Orlando 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