From the indie lounges of Uptown to the waterfront rhythm of Jack London Square, Oakland offers endless date-night character. MyCheekyDate hosts boutique, host-led speed dating events throughout the city — lively, social, and wonderfully cheeky. And curated blind-date matchmaking is offered here in Oakland as well, for singles who want something more intentional than swiping.
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Welcome to MyCheekyDate — where great rooms aren’t accidental… they’re cultivated. ✨
MARCH 15TH 2026 | SPEED DATING @ IRON AND OAK RESTAURANT AND BAR | AGES 32-44
Speed Dating @ Iron & Oak Restaurant and Bar - March 15th 2026
Ages: 32-44 | 7PM
1001 Broadway, Oakland, CA 94607
Early Bird Admission - Ends 3/10 | $32.95
Regular Admission | $36
MARCH 21ST 2026 | SATURDAY NIGHT SPEED DATING @ IRON AND OAK RESTAURANT AND BAR | AGES 25-39
Saturday Speed Dating @ Iron & Oak Restaurant and Bar - March 21st 2026
Ages: 25-39 | 7PM
1001 Broadway, Oakland, CA 94607
Early Bird Admission - Ends 3/16 | $32.95
Regular Admission | $36
MARCH 29TH 2026 | SPEED DATING @ IRON AND OAK RESTAURANT AND BAR | AGES 32-44
Speed Dating @ Iron & Oak Restaurant and Bar - March 29th 2026
Ages: 32-44 | 7PM
1001 Broadway, Oakland, CA 94607
Early Bird Admission - Ends 3/24 | $32.95
Regular Admission | $36
APRIL 4TH 2026 | SATURDAY NIGHT SPEED DATING @ IRON AND OAK RESTAURANT AND BAR | AGES 25-39
Saturday Speed Dating @ Iron & Oak Restaurant and Bar - April 4th 2026
Ages: 25-39 | 7PM
1001 Broadway, Oakland, CA 94607
Early Bird Admission - Ends 3/30 | $32.95
Regular Admission | $36
APRIL 5TH 2026 | SPEED DATING @ IRON AND OAK RESTAURANT AND BAR | AGES 32-44
Speed Dating @ Iron & Oak Restaurant and Bar - April 5th 2026
Ages: 32-44 | 7PM
1001 Broadway, Oakland, CA 94607
Early Bird Admission - Ends 3/31 | $32.95
Regular Admission | $36
APRIL 18TH 2026 | SATURDAY NIGHT SPEED DATING @ IRON AND OAK RESTAURANT AND BAR | AGES 25-39
Saturday Speed Dating @ Iron & Oak Restaurant and Bar - April 18th 2026
Ages: 25-39 | 7PM
1001 Broadway, Oakland, CA 94607
Early Bird Admission - Ends 4/13 | $32.95
Regular Admission | $36
APRIL 19TH 2026 | SPEED DATING @ IRON AND OAK RESTAURANT AND BAR | AGES 32-44
Speed Dating @ Iron & Oak Restaurant and Bar - April 19th 2026
Ages: 32-44 | 7PM
1001 Broadway, Oakland, CA 94607
Early Bird Admission - Ends 4/14 | $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.
As one of the world’s longest-running speed dating companies, we’ve produced tens of thousands of events internationally, with Oakland 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