Whether in the candlelit corners of Back Bay or the buzzing bars of Seaport, Boston brings its own blend of charm and curiosity. MyCheekyDate hosts boutique-style, host-led speed dating events across the city — designed for genuine conversation, laughter, and a touch of cheeky New England spirit. Curious about the Boston dating vibe? Explore our Cheeky Thoughts: Boston Edition. Prefer curated one-to-one introductions? Explore Curated Introduction Packages are in Boston.
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👉 Explore Curated Introductions
APRIL 4TH 2026 | SATURDAY NIGHT SPEED DATING @ SCHOLARS AMERICAN BISTRO AND COCKTAIL LOUNGE | AGES 24-38
*MEN SOLD OUT - Gentlemen, Wait List tickets available for purchase.*
Saturday Night Speed Dating @ Scholars American Bistro and Cocktail Lounge - April 4th 2026
Ages: 24-38 | 7PM
25 School St, Boston, MA 02108
Early Bird Admission - Ends 03/31 | $32.95
Regular Admission | $36.00
APRIL 5TH 2026 | SPEED DATING @ AC BOSTON DOWNTOWN | AGES 29-42
Speed Dating @ AC BOSTON DOWNTOWN - April 5th 2026
Ages: 29-42 | 6PM
225 Albany St, Boston, MA 02118
Early Bird Admission - Ends 03/31 | $32.95
Regular Admission | $36.00
APRIL 11TH 2026 | SATURDAY NIGHT SPEED DATING @ SCHOLARS AMERICAN BISTRO AND COCKTAIL LOUNGE | AGES 32-44
Saturday Night Speed Dating @ Scholars American Bistro and Cocktail Lounge - April 11th 2026
Ages: 32-44 | 7PM
25 School St, Boston, MA 02108
Early Bird Admission - Ends 04/06 | $32.95
Regular Admission | $36.00
APRIL 18TH 2026 | SATURDAY NIGHT SPEED DATING @ SCHOLARS AMERICAN BISTRO AND COCKTAIL LOUNGE | AGES 24-38
*MEN SOLD OUT - Gentlemen, Wait List tickets available for purchase.*
Saturday Night Speed Dating @ Scholars American Bistro and Cocktail Lounge - April 18th 2026
Ages: 24-38 | 7PM
25 School St, Boston, MA 02108
Early Bird Admission - Ends 04/13 | $32.95
Regular Admission | $36.00
APRIL 25TH 2026 | SATURDAY NIGHT SPEED DATING @ SCHOLARS AMERICAN BISTRO AND COCKTAIL LOUNGE | AGES 32-44
Saturday Night Speed Dating @ Scholars American Bistro and Cocktail Lounge - April 25th 2026
Ages: 32-44 | 7PM
25 School St, Boston, MA 02108
Early Bird Admission - Ends 04/20 | $32.95
Regular Admission | $36.00
APRIL 19TH 2026 | SPEED DATING @ AC BOSTON DOWNTOWN | AGES 29-42
Speed Dating @ AC BOSTON DOWNTOWN - April 19th 2026
Ages: 29-42 | 6PM
225 Albany St, Boston, MA 02118
Early Bird Admission - Ends 04/14 | $32.95
Regular Admission | $36.00
APRIL 26TH 2026 | SPEED DATING @ AC BOSTON DOWNTOWN | AGES 36-48
Speed Dating @ AC BOSTON DOWNTOWN - April 26th 2026
Ages: 36-48 | 6PM
225 Albany St, Boston, MA 02118
Early Bird Admission - Ends 04/21 | $32.95
Regular Admission | $36.00
Boston Speed Dating, Done the Cheeky Way
MyCheekyDate hosts professionally organized speed dating events in Boston, 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 hosted over 25,000 events internationally, with Boston evenings following the same proven, host-led format used across major cities worldwide.
Events are ticketed through Eventbrite, with clear expectations and transparent policies. To keep events well-balanced, schedules may occasionally adjust — your ticket always remains valid for future Boston events.
Learn more about our events, policies, and guest experience:
Transparency & Trust | How Our Events Work | Independent Reviews & Media
Considering a more personalized approach? See whether matchmaking is worth it in Boston.