From lakeside lounges in Winter Park to downtown rooftops overlooking Lake Eola, Orlando is full of warm, lively spots for connection. MyCheekyDate hosts host-led speed dating events across the city — fun, welcoming, and filled with real chemistry. Prefer something more curated? Curated Introduction Packages are available in Orlando, while those seeking a more private, premium approach can explore Luxury Matchmaking, a founder-led experience built from these same real-world communities.

👻 Boo! October is the month singles stop ghosting and start dating. See why the numbers peak now. For a limited time, get 50% off Curated Introductions or 35% off Luxury Matchmaking with code CheekyBoo. When does it vanish? We're not telling.


NOVEMBER 7TH 2026 | SATURDAY NIGHT SPEED DATING @ WXYZ BAR AT ALOFT HOTEL | AGES 25-39

Saturday Night Speed Dating @ WXYZ Bar at Aloft Hotel - November 7th 2026

Ages: 25-39 | 7PM

500 S Orange Ave, Orlando, FL 32801

Early Bird Admission - Ends 11/02 | $32.95

Regular Admission | $36


NOVEMBER 8TH 2026 | SPEED DATING @ WXYZ BAR AT ALOFT HOTEL | AGES 32-44

Speed Dating @ WXYZ Bar at Aloft Hotel - November 8th 2026

Ages: 32-44 | 7PM

500 S Orange Ave, Orlando, FL 32801

Early Bird Admission - Ends 11/03 | $32.95

Regular Admission | $36


NOVEMBER 21ST 2026 | SATURDAY NIGHT SPEED DATING @ WXYZ BAR AT ALOFT HOTEL | AGES 25-39

Saturday Night Speed Dating @ WXYZ Bar at Aloft Hotel - November 21st 2026

Ages: 25-39 | 7PM

500 S Orange Ave, Orlando, FL 32801

Early Bird Admission - Ends 11/16 | $32.95

Regular Admission | $36


NOVEMBER 22ND 2026 | SPEED DATING @ WXYZ BAR AT ALOFT HOTEL | AGES 32-44

Speed Dating @ WXYZ Bar at Aloft Hotel - November 22nd 2026

Ages: 32-44 | 7PM

500 S Orange Ave, Orlando, FL 32801

Early Bird Admission - Ends 11/17 | $32.95

Regular Admission | $36


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. With over 1,000 events hosted in Orlando and more than 26,000 across 50+ cities, each evening follows a proven, host-led format refined over nearly two decades.

Events are held at venues like WXYZ Bar at the Aloft Hotel, creating a relaxed, social setting. To keep things balanced, we monitor attendance and may occasionally adjust the schedule in advance, a deliberate choice to protect the experience. Your ticket always remains valid for a future Orlando event, and 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.

“Easy to meet people, great venue, and really well run.”
— Verified 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 | Managed Room Quality | Independent Reviews & Media


The Cheeky Guarantee
If MyCheekyDate reschedules or cancels your event, you may request a full refund to your original payment method. Simply contact us directly and we’ll take care of your refund from there and make sure it gets processed. If your own plans change, your ticket remains valid as flexible credit and never expires, so you’re always welcome to reschedule for another event.