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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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.

Speed Dating & Curated Introductions: How Speed Dating WorksCurated Introductions ExplainedCurated vs. Premium MatchmakingCurated FAQCities & RegionsPremium Managed Matchmaking (Luvo) →

Transparency & Trust: Transparency HubCommon Concerns & Honest AnswersPoliciesRefunds & ReschedulesReviewsIndependent Reviews & MediaPressPress & Media KitEventbriteWhy We’re the LargestOutcomes & StatisticsSafety & PrivacyAccessibility

The Cheeky Promise: The Cheeky PromiseBeing Lovely Has Its PerksHow Guests Are RecognizedComplimentary Invitations & Special Introductions

Community & Giving: Dating That Gives Back

Methodology & Guides: What Happens AfterWhy Matches Are MutualWho It’s Not ForHost-Led DifferenceBetter Than AppsEtiquette & TipsSmart-Card MatchingAge Ranges & Why They MatterHow We Curate Daters

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