From the indie lounges of Uptown to the waterfront energy of Jack London Square, Oakland offers endless date-night character. MyCheekyDate hosts host-led speed dating events across the city — lively, social, and wonderfully cheeky. Prefer something more curated? Curated Introduction Packages are available in Oakland, 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 2ND 2026 | SATURDAY NIGHT SPEED DATING @ IRON AND OAK RESTAURANT AND BAR | AGES 25-39
Saturday Speed Dating @ Iron & Oak Restaurant and Bar - May 2nd 2026
Ages: 25-39 | 7PM
1001 Broadway, Oakland, CA 94607
Early Bird Admission - Ends 04/27 | $32.95
Regular Admission | $36
MAY 3RD 2026 | SPEED DATING @ IRON AND OAK RESTAURANT AND BAR | AGES 32-44
Speed Dating @ Iron & Oak Restaurant and Bar - May 3rd 2026
Ages: 32-44 | 7PM
1001 Broadway, Oakland, CA 94607
Early Bird Admission - Ends 04/28 | $32.95
Regular Admission | $36
MAY 16TH 2026 | SATURDAY NIGHT SPEED DATING @ IRON AND OAK RESTAURANT AND BAR | AGES 25-39
Saturday Speed Dating @ Iron & Oak Restaurant and Bar - May 16th 2026
Ages: 25-39 | 7PM
1001 Broadway, Oakland, CA 94607
Early Bird Admission - Ends 05/11 | $32.95
Regular Admission | $36
MAY 17TH 2026 | SPEED DATING @ IRON AND OAK RESTAURANT AND BAR | AGES 32-44
Speed Dating @ Iron & Oak Restaurant and Bar - May 17th 2026
Ages: 32-44 | 7PM
1001 Broadway, Oakland, CA 94607
Early Bird Admission - Ends 05/12 | $32.95
Regular Admission | $36
MAY 30TH 2026 | SATURDAY NIGHT SPEED DATING @ IRON AND OAK RESTAURANT AND BAR | AGES 25-39
Saturday Speed Dating @ Iron & Oak Restaurant and Bar - May 30th 2026
Ages: 25-39 | 7PM
1001 Broadway, Oakland, CA 94607
Early Bird Admission - Ends 05/25 | $32.95
Regular Admission | $36
MAY 31ST 2026 | SPEED DATING @ IRON AND OAK RESTAURANT AND BAR | AGES 32-44
Speed Dating @ Iron & Oak Restaurant and Bar - May 31st 2026
Ages: 32-44 | 7PM
1001 Broadway, Oakland, CA 94607
Early Bird Admission - Ends 05/26 | $32.95
Regular Admission | $36
Oakland Speed Dating, Hosted with Experience
MyCheekyDate hosts professionally organized speed dating events in Oakland, bringing together local singles for structured, in-person conversations, no swiping, no guesswork. With over 800 events hosted in Oakland 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 Iron & Oak Restaurant and Bar in downtown Oakland, offering a warm, modern setting for relaxed, in-person connection. 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 Oakland 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.
“Great experience — well organized and I met some really awesome people.”
— Trustpilot review
Transparency & Trust | How Our Events Work | Managed Room Quality | Independent Reviews & Media