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 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.
OCTOBER 29TH 2026 | SPEED DATING @ THE GLAMPISHERE @ THE AIR CONDITIONED LOUNGE | AGES 29-42
Speed Dating @ The Glampisphere @ The Air Conditioned Lounge – October 29th 2026
Ages: 29-42 | 6:30PM
4673 30th St, San Diego, CA 92116
Early Bird Admission - Ends 10/24 | $32.95
Regular Admission | $36.00
NOVEMBER 7TH 2026 | SPEED DATING @ SUNBIRD ROOFTOP AT AC HOTEL SAN DIEGO | AGES 27-42
Speed Dating @ Sunbird Rooftop at AC Hotel San Diego – November 7th 2026
Ages: 27-42 | 7PM
743 Fifth Ave, San Diego, CA 92101
Early Bird Admission - Ends 11/02 | $32.95
Regular Admission | $36.00
NOVEMBER 12TH 2026 | SPEED DATING @ THE GLAMPISHERE @ THE AIR CONDITIONED LOUNGE | AGES 25-39
Speed Dating @ The Glampisphere @ The Air Conditioned Lounge – November 12th 2026
Ages: 25-39 | 6:30PM
4673 30th St, San Diego, CA 92116
Early Bird Admission - Ends 11/07 | $32.95
Regular Admission | $36.00
NOVEMBER 21ST 2026 | SPEED DATING @ SUNBIRD ROOFTOP AT AC HOTEL SAN DIEGO | AGES 27-42
Speed Dating @ Sunbird Rooftop at AC Hotel San Diego – November 21st 2026
Ages: 27-42 | 7PM
743 Fifth Ave, San Diego, CA 92101
Early Bird Admission - Ends 11/16 | $32.95
Regular Admission | $36.00
NOVEMBER 25TH 2026 | SPEED DATING @ THE GLAMPISHERE @ THE AIR CONDITIONED LOUNGE | AGES 29-42
Speed Dating @ The Glampisphere @ The Air Conditioned Lounge – November 25th 2026
Ages: 29-42 | 6:30PM
4673 30th St, San Diego, CA 92116
Early Bird Admission - Ends 11/20 | $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
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.