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.
Valentine’s day in Oakland? Our February speed dating events offer a relaxed, in-person way to meet someone new.
JANUARY 31ST 2026 | SATURDAY NIGHT SPEED DATING @ IRON AND OAK RESTAURANT AND BAR | AGES 25-39
Saturday Speed Dating @ Iron & Oak Restaurant and Bar - January 31st 2026
Ages: 25-39 | 7PM
1001 Broadway, Oakland, CA 94607
Early Bird Admission - Ends 1/26 | $32.95
Regular Admission | $36
FEBRUARY 1ST 2026 | SPEED DATING @ IRON AND OAK RESTAURANT AND BAR | AGES 32-44
Speed Dating @ Iron & Oak Restaurant and Bar - February 1st 2026
Ages: 32-44 | 7PM
1001 Broadway, Oakland, CA 94607
Early Bird Admission - Ends 1/27 | $32.95
Regular Admission | $36
FEBRUARY 7TH 2026 | SATURDAY NIGHT SPEED DATING @ IRON AND OAK RESTAURANT AND BAR | AGES 25-39
Saturday Speed Dating @ Iron & Oak Restaurant and Bar - February 7th 2026
Ages: 25-39 | 7PM
1001 Broadway, Oakland, CA 94607
Early Bird Admission - Ends 2/2 | $32.95
Regular Admission | $36
FEBRUARY 14TH 2026 | 'BE MY VALENTINE BASH' @ THE LOUNGE - EXECUTIVE INN & SUITES | AGES 29-42
'Be My Valentine Bash!'
Speed Dating @ The Lounge - February 14th 2026
Ages: 29-42 | 5PM
Executive Inn & Suites | 1755 Embarcadero, Oakland, CA 94606
Regular Admission | $39.00
FEBRUARY 14TH 2026 | 'BE MY VALENTINE BASH' @ THE LOUNGE - EXECUTIVE INN & SUITES | AGES 25-39
'Be My Valentine Bash!'
Speed Dating @ The Lounge - February 14th 2026
Ages: 25-39 | 7PM
Executive Inn & Suites | 1755 Embarcadero, Oakland, CA 94606
Regular Admission | $39.00
FEBRUARY 15TH 2026 | SPEED DATING @ IRON AND OAK RESTAURANT AND BAR | AGES 32-44
Speed Dating @ Iron & Oak Restaurant and Bar - February 15th 2026
Ages: 32-44 | 7PM
1001 Broadway, Oakland, CA 94607
Early Bird Admission - Ends 2/10 | $32.95
Regular Admission | $36
FEBRUARY 28TH 2026 | SATURDAY NIGHT SPEED DATING @ IRON AND OAK RESTAURANT AND BAR | AGES 25-39
Saturday Speed Dating @ Iron & Oak Restaurant and Bar - February 28th 2026
Ages: 25-39 | 7PM
1001 Broadway, Oakland, CA 94607
Early Bird Admission - Ends 2/23 | $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