From Gaslamp to La Jolla and North Park, San Diego is built for easy connection. MyCheekyDate hosts British-inspired, host-led speed dating events with great venues and real conversation. Curious about the local dating vibe? Explore Cheeky Thoughts: San Diego Edition. Prefer something more curated? Curated Introduction Packages are available in San Diego, while those seeking a more private, premium approach can explore Luvo Matchmaking, a founder-led experience built from these same real-world communities.
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MAY 3RD 2026 | SPEED DATING @ WHISKEY GIRL AGES 32-44
Speed Dating @ Whiskey Girl – May 3rd 2026
Ages: 32-44 | 7PM
702 Fifth Ave, San Diego, CA 92101
Early Bird Admission - Ends 4/28 | $32.95
Regular Admission | $36.00
MAY 9TH 2026 | SATURDAY NIGHT SPEED DATING @ WHISKEY GIRL AGES 24-36
*MEN SOLD OUT - Gentlemen, Wait List tickets available for purchase.*
Saturday Night Speed Dating @ Whiskey Girl – May 9th 2026
Ages: 24-36 | 7PM
702 Fifth Ave, San Diego, CA 92101
Early Bird Admission - Ends 5/04 | $32.95
Regular Admission | $36.00
MAY 17TH 2026 | SPEED DATING @ WHISKEY GIRL AGES 27-42
Speed Dating @ Whiskey Girl – May 17th 2026
Ages: 27-42 | 7PM
702 Fifth Ave, San Diego, CA 92101
Early Bird Admission - Ends 5/12 | $32.95
Regular Admission | $36.00
MAY 23RD 2026 | SATURDAY NIGHT SPEED DATING @ WHISKEY GIRL AGES 24-36
Saturday Night Speed Dating @ Whiskey Girl – May 23rd 2026
Ages: 24-36 | 7PM
702 Fifth Ave, San Diego, CA 92101
Early Bird Admission - Ends 5/18 | $32.95
Regular Admission | $36.00
MAY 31ST 2026 | SPEED DATING @ WHISKEY GIRL AGES 32-44
Speed Dating @ Whiskey Girl – May 31st 2026
Ages: 32-44 | 7PM
702 Fifth Ave, San Diego, CA 92101
Early Bird Admission - Ends 5/26 | $32.95
Regular Admission | $36.00
San Diego Speed Dating, Hosted with Experience
MyCheekyDate hosts professionally organized speed dating events in San Diego, bringing together local singles for structured, in-person conversations, no swiping, no guesswork. With over 1,100 events hosted in San Diego 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 Whiskey Girl in downtown San Diego.
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 San Diego 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.
“Always a great time — welcoming crowd, smooth flow, and easy 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