.png)
Speed dating in Boston has become the go-to alternative for singles tired of dating apps and the notorious "Boston freeze." With over 67% of Boston's population unmarried and a gender ratio favoring men (1.09 single women per man), face-to-face speed dating events offer efficient ways to meet potential matches without the ghosting and catfishing that plague online dating.
The city hosts dozens of speed dating events monthly through companies and organizers you can find on Eventbrite, Meetup, and dedicated websites. Whether you're in your 20s, 40s, 50s+, or LGBTQ+ looking for community-specific events, Boston's speed dating scene has options tailored to your demographic and dating goals.
Here are the best speed dating companies and event organizers in Boston, organized by age and demographic.
These companies host events primarily for younger professionals ages 21-45.
Founded: 2000s Reviews: 4.3★ rating with 1,200+ reviews Price Range: $30-$75 per event Age Ranges: 22-32, 24-36, 25-39, 29-42, 32-44, 36-48
Website: speedbostondating.com | mycheekydate.com/speed-dating-boston Eventbrite: MyCheekyDate Organizer (149 events) | SpeedBoston Dating Organizer (29 events)
SpeedBoston Dating (operating under the MyCheekyDate brand nationally and appearing as "Fancy a Go?" on Eventbrite) brings boutique-style speed dating to Boston with a focus on creating sophisticated, low-key environments. They market themselves as the alternative to corporate speed dating, emphasizing quality over quantity.
What Makes Them Stand Out: MyCheekyDate ditches the typical "event trappings" like name tags, bells, and over-the-top party atmosphere. They host events at upscale venues like Scholars American Bistro and Koy Restaurant, creating what they call a "private club atmosphere." The company rewards attractive, well-behaved daters with discounts and complimentary future events while refusing service to anyone who doesn't meet their standards.
Format: Host-led events with Smart-Card matching technology (mobile scorecards). Events run 90-120 minutes with 6-7 minute conversations. The selectivity means smaller, more curated crowds compared to mass-market competitors.
Pros: Higher-quality attendees due to selective admission policies, sophisticated venue selection, excellent host training, tickets never expire, strong local reputation, verified Eventbrite organizer with 25,000+ past events, featured on NBC, Bravo, Marie Claire, New York Times, BuzzFeed.
Cons: More expensive than competitors, can feel exclusive or elitist, smaller event sizes mean fewer potential matches, selective policies may reject applicants.
Best For: Professionals ages 22-45 seeking curated, upscale experience, people frustrated with low-quality events elsewhere, daters willing to pay premium for better attendees.
Founded: 2016 in Boston Founder: Ashley Kirsner (Cornell psychology background) Coverage: 30+ cities nationwide Age Ranges: 21+, 27-35, 30-45, plus poly/bi/pan and LGBTQ+ events Format: "Big talk" conversation prompts based on psychology research
Website: skipthesmalltalk.com/public-events Meetup: Skip the Small Talk Boston Meetup (4.5★ rating)
Skip the Small Talk is Boston's most talked-about speed dating company, featured in The Boston Globe ("The most popular place to meet people in Boston isn't dating apps—it's speed dating events") and boston.com. Founded by Ashley Kirsner after studying loneliness, self-disclosure, and mindfulness at Cornell, the company uses psychology research to help strangers have meaningful conversations.
What Makes Them Stand Out: Instead of traditional small talk ("What do you do?"), Skip the Small Talk provides conversation prompt cards based on psychology research designed to help people connect authentically and quickly. Questions like "When are you the happiest?" and "If you were going to become close friends with me, what would I need to know about you?" help daters share vulnerably while feeling safe and in control. Events happen at venues like Crudo in the North End, Lamplighter Brewing, Trident Books, and WBUR CitySpace.
Format: Speed dating with "big talk" conversation prompts. You'll meet 7-13 people in one evening (typically 2-hour events). The company doesn't emphasize gender norms in event structure. Check-in begins 6:45pm, strict cutoff at 7:10pm (late arrivals cannot participate, no refunds). Host Ashley Kirsner emphasizes not putting pressure on yourself—just aim to learn something new.
Special Events: Beyond standard monogamous straight events, Skip the Small Talk offers poly/bi/pan speed dating (21+), LGBTQ+ events at Trident Books, and various age-specific brackets. They also host "speed-friending" events for platonic connections and sell conversation card decks for home use.
Pros: Psychology-backed approach creates deeper conversations, local Boston founder with strong reputation, featured in major media (Boston Globe, boston.com), diverse event types (monogamous, polyamorous, LGBTQ+, all-ages, age-specific), sold-out events indicate strong demand, Meetup community of regular attendees, venues throughout Boston (North End, Cambridge, Somerville).
Cons: Events sell out quickly (register early), strict late arrival policy (7:10pm cutoff, no exceptions, no refunds), must purchase tickets on website (Meetup RSVP alone doesn't guarantee entry), deeper conversation format may feel intense for some, limited to monthly events rather than weekly.
Best For: Singles ages 21-45 seeking meaningful conversations beyond small talk, people interested in psychology-backed approaches, daters tired of superficial interactions, LGBTQ+ community (specific events offered), polyamorous/non-monogamous daters (specific events), people who value authenticity over traditional dating scripts, Boston locals committed to the scene.
Founded: 2001 Coverage: 70+ cities across US and Canada Price Range: $23-$35 per event Age Ranges: 20s, 30s, 28-40, plus older ranges
Website: pre-dating.com/boston-speed-dating | speeddatingboston.com Eventbrite: Pre-Dating Speed Dating Organizer (420+ events)
Pre-Dating stands as the largest and oldest speed dating company in America, having organized over 40,000 events and facilitated 6+ million speed dates since launching in 2001. Their longevity and scale make them the most established option in Boston.
What Makes Them Stand Out: Pre-Dating focuses exclusively on busy professionals, hosting events at upscale venues throughout Greater Boston including PF Chang's Natick Mall, The Kendrick in Needham, Kings in Dedham, and Lansdowne Pub. Their professional event hosts keep things organized and fun, making first-timers feel comfortable. They also run Lock & Key Singles Mixers where women get keys, men get locks, and everyone meets trying to unlock prizes.
Format: Standard speed dating with 6-minute "pre-dates" where you meet 8-12 potential matches in one evening. You mark your scorecard after each mini-date, submit your choices, and receive mutual match results within 24-48 hours via email.
Pros: Most established brand with proven track record, events in multiple Boston-area suburbs, well-trained hosts, variety of age ranges, most affordable pricing ($23-$35), featured on BBC, CNN, NPR, Wall Street Journal.
Cons: Traditional format may feel formulaic, no in-platform messaging (matches connect via email), venue selection sometimes outside central Boston.
Best For: Professionals ages 20-40 seeking traditional speed dating format, people living in suburbs who want local events, budget-conscious daters, those who value established reputation over innovation.
Technology: Live-matching app Events: 32+ upcoming on Eventbrite Age Range: 28-45 (primarily) Venues: Back Bay, Seaport, South End
Website: thefun.singles/boston | srsvp.com/boston-singles-events Eventbrite: Boston Singles Events Organizer (32 events)
Boston Singles Events uses Secret RSVP technology to power their events. Instead of traditional speed dating, they offer "group speed dating" where you select who you're curious about while playing interactive games. Over 2,000 Boston singles have attended their events.
What Makes Them Stand Out: Award-winning live-matching technology lets you join smaller groups with people you're interested in AND who've shown interest in you through their discreet app. Events feel like casual get-togethers with friends rather than structured speed dating. They host weekly online and in-person events at carefully selected Boston venues reflecting the city's culture.
Format: Interactive games and activities designed to help you learn about potential matches. You update your guest list throughout the night via the app. Most events extend beyond official end times with spontaneous after-parties.
Pros: Modern tech-driven approach, relaxed atmosphere eliminates high-pressure feel, frequent events (weekly), fun activities break the ice, verified success with 2,000+ Boston attendees, events in prime Boston neighborhoods.
Cons: Requires app usage, less structured than traditional speed dating, primarily serves ages 28-45.
Best For: Tech-comfortable singles ages 28-45 who want alternatives to traditional speed dating, people who prefer group activities over one-on-one rotations, daters seeking ongoing community.
Focus: Young professionals who are "unattached" Events: Speed dating + singles mixers Approach: Private spaces at partner venues
Website: bostonsinglemingle.com Eventbrite: Boston Single Mingle Organizer (8 events) Social: @BostonSingleMingle on Instagram
Boston Single Mingle is a locally-focused company that combines traditional speed dating with larger single mingle events. Events have been held at venues like Break Rock Brewing in Quincy.
What Makes Them Stand Out: This company emphasizes community building over one-time events. They host speed dating nights where ladies sit while men rotate every 5 minutes (ages 28-38), but also organize larger "Single Mingle" events for networking-style socializing. All events happen in private spaces at venues where they have established relationships.
Format: Mini happy hour before speed dating begins. Five-minute rotations with scorecards. Match results within 24 hours.
Pros: Local Boston focus creates community feeling, combination of structured speed dating and casual mixers, experienced hosts ensure smooth events, safe and comfortable environment, events in suburbs like Quincy.
Cons: Smaller company with less frequent events than major national brands, primarily young professionals focus.
Best For: Young professionals ages 25-38 seeking community rather than just dates, people who want both structured and unstructured events, locals committed to Boston dating scene.
Founded: By Boston creatives (exes turned collaborators!) Approach: Social experience with unique activities Coverage: Boston, Somerville, Cambridge
Eventbrite: Mingle Mayhem Organizer (1+ events)
Mingle Mayhem was designed to make dating fun, dynamic, and refreshingly human. Founded by a team of creatives in Boston (including exes who now collaborate), this company takes a cheeky, inclusive approach to singles events.
What Makes Them Stand Out: Forget swiping and awkward small talk. Mingle Mayhem's events center on breaking the ice with unique activities, lively games, and plenty of laughter. The approach is inclusive, cheeky, and a little unpredictable—redefining how singles meet in Boston area.
Format: Interactive activities and games rather than traditional speed dating rotations.
Best For: Singles who hate traditional dating formats, people who want fun-first approach, daters in Boston/Somerville/Cambridge areas.
Format: Coffee shop speed dating Age Ranges: 25-40, 25-45, 35+, 40-55 Style: Intimate, daytime events Price: ~$34 per event
Eventbrite: Organized by Jigsaw® Dating on Eventbrite Example Events: Coffee Shop Speed Dating Ages 25-40 | Ages 40-55
Jigsaw Dating hosts intimate coffee shop speed dating events in Boston, offering a daytime alternative to bar and restaurant evening events. They host events at venues like Kicco Italian Coffee, Cuppacoffee Boston South End, The Well Coffee House, and Tavern of Tales.
What Makes Them Stand Out: Coffee shop setting creates more casual, approachable atmosphere than typical nighttime bar events. Afternoon timing (typically 3pm Saturday events) works well for parents, people with evening commitments, or those who prefer daytime socializing. Also hosts ping pong, happy hours, and arcade nights for variety.
Format: Speed dating at coffee shops with age-specific brackets (25-40, 25-45, 35+, 40-55). Intimate group sizes create comfortable atmosphere.
Best For: Singles who prefer daytime events, people seeking low-key coffee shop vibes over bar scenes, ages 25-55, daters who want variety (coffee, ping pong, arcades, happy hours).
Unique Angle: Board game speed dating + creative formats Coverage: Boston and New York (plus Zoom events globally) Events: 43+ upcoming on Eventbrite
Website: quirkevents.com Eventbrite: Quirk Events Organizer (43 events)
Quirk Events does things "just a little different." They host board game speed dating, trivia pub crawls, Zoom Feud Nights, and other creative social experiences where dating happens organically.
What Makes Them Stand Out: Board game speed dating at venues like Club Café provides built-in conversation topics and breaks the ice naturally. Also available for private parties, fundraisers, and birthday events.
Format: Activity-based rather than pure speed dating. Board games, trivia, and other interactive experiences.
Best For: Singles who want fun activities over formal speed dating, board game enthusiasts, people who connect better through shared activities.
Unique Feature: Algorithmic matching technology Success Rate: Claims 95% chance of attraction, 90% chance of 5-star mutual match Format: Speed Dating 2.0
Website: cityswoon.com/speed-dating-boston
CitySwoon brings Silicon Valley innovation to Boston speed dating with patented algorithmic matching that selects your best potential matches from the crowd before you even arrive. Over 500,000 people have attended CitySwoon events globally.
What Makes Them Stand Out: Rather than meeting everyone at the event, CitySwoon's AI analyzes your preferences and selects 8 curated matches for you out of a larger crowd (typically 30-50 attendees). This means you spend quality time with pre-selected compatible matches rather than wasting time on obvious mismatches.
Format: You arrive at venues like Sunset Cantina or The Point near Faneuil Hall. The app tells you who to meet and when. After your 8 curated speed dates (about 10 minutes each), you can mingle with the larger crowd.
Pros: Data-driven matching dramatically increases success rates, larger crowds than traditional speed dating, combines online and offline dating, statistically proven results.
Cons: Less personal than host-led events, requires smartphone usage throughout, algorithm learning curve means first event may be less optimized, less frequent Boston events than competitors.
Best For: Tech-savvy singles who appreciate data-driven approaches, people frustrated with random matching, daters seeking both online and offline options, ages 25-40.
Unique Feature: No host, phone-guided events Dress Code: Casual (explicitly encouraged) Round Length: 10 minutes (longer than traditional)
Website: shuffle.dating/cities/boston Events: Shuffle Events Boston
Shuffle Speed Dating modernizes the traditional format by eliminating the event host and using your phone to guide you through the evening.
What Makes Them Stand Out: No host announcing rotations. Instead, you receive text message instructions telling you when dates start/end and who to find next. The dress code explicitly welcomes casual attire—sweats, hoodies, snapbacks.
Format: Ten-minute dates (longer than traditional 5-7 minutes) with conversation prompts provided. Mark match/pass on your phone. Results next day via email.
Pros: Longer conversation time allows depth, casual dress code reduces pressure, interesting conversation prompts move beyond small talk.
Cons: Requires keeping phone screen on throughout event, strict no-refund policy (even 72+ hours out), phone dependency during dates.
Best For: Casual daters who hate formal events, people who want longer conversations, tech-comfortable singles ages 25-38.
Tagline: "Yoga for Your Love Life" Success Rate: 94.09% of participants match Attendance: 45,858+ participants across 50+ cities Format: Chemistry-building games + speed dating
Website: tantrany.com/speed-dating/boston Eventbrite: Find events at Eventbrite Meetup: Find events at Meetup Boston
Tantra Speed Date incorporates mindfulness, authentic relating exercises, and chemistry-building games into the speed dating format. It's less about interviewing potential partners and more about genuine human connection.
What Makes Them Stand Out: Before you start rotating through dates, Tantra facilitates group activities and exercises designed to help everyone relax, open up, and connect authentically. The company draws from tantra and conscious relating practices (though it's not sexual—think mindfulness exercises).
Format: Events combine chemistry-building games, structured connection exercises, and traditional speed dating rounds. They offer events for all ages, heterosexual and LGBTQ+, plus age-specific events (30-45, 40+).
Pros: Exceptionally high match rate (94%+), unique approach creates memorable experiences, reduces first-date nervousness through group activities, both couples and singles events available.
Cons: Unconventional format won't appeal to everyone, requires openness to mindfulness/tantra concepts, can feel too "woo-woo" for skeptics.
Best For: Open-minded singles seeking authentic connection, people interested in personal growth, daters frustrated with superficial interactions, ages 25-50.
Format: Comedy dating show (not traditional speed dating) Style: 4 singles go on blind dates, blindfolded, in front of live audience Vibe: "Unhinged and sexy" or "wholesome and romantic"
Eventbrite: It's A Date Boston Organizer (7 events)
"It's A Date" is New England's hottest comedy dating show. At each show, 4 volunteering singles go on a blind date, blindfolded, in front of a live audience. Nothing is scripted—they don't know what's gonna happen until it happens.
What Makes Them Stand Out: This isn't speed dating—it's entertainment with dating elements. The show creates hilarious, unpredictable moments. If you volunteer as one of the 4 daters, you get a unique dating experience. If you're in the audience, you get comedy and might meet other singles there.
Best For: Extroverted singles willing to date in front of an audience, people who want comedy entertainment with potential dating component, ages 21-40.
Boston has strong speed dating options for mature singles ages 40-55 seeking age-appropriate matches.
Age Range: 40-55 Price Range: $23-$35 per event Frequency: Multiple monthly events
Website: pre-dating.com/boston-speed-dating Eventbrite: Pre-Dating Organizer (filter for ages 40-55)
Pre-Dating consistently offers the most speed dating events for singles over 40 in Boston. Their 40-55 age bracket ensures age-appropriate matching. Events happen at comfortable venues like PF Chang's Natick Mall, The Kendrick in Needham (ages 40-59), Kings in Dedham, and local restaurants throughout Greater Boston.
Why It Works for 40+: The company has specialized in serving professionals for over 20 years. Older attendees appreciate the traditional, no-gimmicks format and suburban venue options. No apps to download, no complicated tech—just show up, have mini-dates, mark your scorecard. The company also hosts special "Speed Dating Over 40" and "Senior Speed Dating" categories.
Frequency: Multiple events monthly for 40-55 bracket across Boston area suburbs.
Best For: Professionals ages 40-55 who want straightforward speed dating without trendy gimmicks, people living in suburbs, daters seeking established company with 20+ year track record.
Age Ranges Offered: 36-48, 40-55 Price Range: $40-$75 per event Frequency: Monthly events
Website: mycheekydate.com/speed-dating-boston Eventbrite: Find events at Eventbrite Boston
MyCheekyDate hosts sophisticated events for mature professionals ages 36-48 and 40-55 at upscale Boston venues. Their "UK style" approach appeals to professionals seeking refined atmosphere over party vibes.
Why It Works for 40+: The selective admission policy and upscale venue selection attract established professionals. The Smart-Card mobile matching is simple to use. Events feel like private club gatherings rather than mass singles parties. Over 18 years in business with thousands of success stories.
Best For: Established professionals ages 36-55 seeking sophisticated, curated experience, people willing to pay premium for quality, daters who appreciate British sensibility and discretion.
Age Range: 40-55 Format: Daytime coffee shop speed dating Style: Intimate, relaxed
Eventbrite: Find events at Eventbrite
Jigsaw Dating hosts intimate coffee shop speed dating specifically for ages 40-55 in Boston. Single in Boston? Join them for intimate coffee shop speed dating designed to spark real connections.
Why It Works for 40+: Coffee shop setting creates approachable, low-pressure atmosphere. Daytime timing works well for parents with childcare considerations, people with evening commitments, or those who prefer meeting in daylight. More mature crowd appreciates the intimate, relaxed vibe over loud bar scenes.
Best For: Singles ages 40-55 who prefer daytime events, people seeking low-key coffee shop atmosphere, parents with evening constraints, daters who want substance over party atmosphere.
Focus: 40+ and 50+ social mixers Format: Combined mixers with DJ Age Ranges: 40s, 50s, 49+ (separate and combined mixers)
Website: jysde.com Contact: [email protected] | 1-866-800-7111 Social: @JYSDNE on Twitter/Instagram, @JYSDE on Facebook
Just Your Speed Dating & Entertainment specializes in events for mature singles 40+. Their "Over 40, Fine & Fabulous Social Mixer" has been featured in The Bay State Banner. Events have been held at Darryl's Corner Bar & Kitchen in Boston.
Why It Works for 40+: JYSDE offers structured mixers specifically designed for 40s and 50s age groups, with separate time blocks and a combined mixer. DJ George Steel from Steel Entertainment provides music. The approach combines traditional speed dating (women stay seated, men switch tables every 5 minutes, chat with ~10 people) with social mixer elements.
Format: Example event structure: 5:30-7pm (49+ Mixer), 7-8:30pm (40s & 50s Mixer), 8:30pm+ (Combined Mixer). Speed dating component where you'll meet around 10 potential matches, with match notifications within 24 hours.
Best For: Singles ages 40-59 seeking social mixer atmosphere with DJ and music, people who want both speed dating structure and mingling time, daters in central Boston.
Age-Specific Events: 30-45, 40+ Success Rate: 94.09% match rate Format: Mindfulness + chemistry games + speed dating Locations: Watertown, Natick
Website: tantrany.com/speed-dating/boston Eventbrite: Tantra Speed Date Boston Events
Tantra Speed Date offers age-specific events for mature singles (30-45, 40+) in Watertown and Natick areas, primarily at Common Street Spiritual Center. Their unique approach combining mindfulness exercises with speed dating appeals to growth-oriented singles over 40.
Why It Works for 40+: Mature singles appreciate the authentic connection focus over superficial small talk. The chemistry-building exercises and guided mindfulness practices help people relax and be themselves. Events attract emotionally intelligent, self-aware daters seeking real connection. The 94% match rate shows the effectiveness of their conscious dating approach.
Best For: Open-minded singles ages 40-60 seeking depth and authenticity, people interested in mindfulness/personal growth, mature daters frustrated with superficial dating, spiritually-inclined individuals.
Format: Zoom-based online speed dating Age Range: Various 40+ brackets
Eventbrite: Eventbrite Virtual Events
Several organizers host virtual speed dating specifically for Boston-area singles over 40. These Zoom-based events work well for busy professionals who prefer dating from home.
Why It Works for 40+: No commute to venues, no parking hassles, attend from home comfort. Virtual formats often attract professionals with demanding schedules who can't easily attend weeknight in-person events. Also appeals to people testing speed dating before committing to in-person.
Best For: Busy professionals ages 40-55, people living in suburbs far from Boston, those testing speed dating format, singles with mobility constraints.
Boston offers multiple speed dating options specifically for mature singles ages 50-65+.
Age Ranges: 50-65, 65+ Price Range: $23-$35 per event Specialty: Senior Speed Dating Coverage: 70+ cities nationwide
Website: pre-dating.com/boston-speed-dating Over 50 Landing Page: pre-dating.com/speed-dating-seniors | Senior Speed Dating Eventbrite: Pre-Dating Organizer (420+ events)
Pre-Dating is the most reliable and established provider of speed dating for singles over 50 in Boston. Founded in 2001, they run dedicated "Speed Dating Over 50" and "Senior Speed Dating" events with age brackets of 50-65 and 65+. The company has facilitated over 6 million speed dates across 70+ cities since launching.
Why It Works for 50+: Pre-Dating has 24+ years of experience serving mature singles. Events happen at comfortable, accessible suburban venues throughout Greater Boston. The traditional format (no complicated technology, simple scorecards, professional hosts) appeals to seniors who want straightforward dating without apps or gimmicks. The company's longevity and massive scale (40,000+ events hosted) means they deeply understand the specific needs of 50+ daters.
Format: Standard 6-minute "pre-dates" where you meet 8-10 potential matches in one evening. Mark your scorecard after each mini-date, submit your choices, and receive mutual match results within 24-48 hours via email. Professional hosts guide the evening so first-timers feel comfortable.
Venues: Suburban restaurants and upscale venues throughout Greater Boston including The Kendrick in Needham, PF Chang's Natick Mall, Kings in Dedham, Mass Ave Tavern, John Harvard's Brewery & Ale House in Framingham, and other easily accessible locations with parking.
Pros: Most established brand in speed dating, affordable pricing ($23-$35), professional hosts, accessible suburban venues with parking, simple non-tech format, 24+ years of experience, featured on BBC, CNN, NPR, Wall Street Journal.
Cons: Traditional format may feel formulaic, events sometimes outside central Boston, no in-platform messaging (matches connect via email).
Best For: Singles ages 50-65+ seeking traditional speed dating format, people living in suburbs who want local events, mature daters who value established reputation, seniors wanting simple no-tech approach, budget-conscious daters.
Age Ranges: 50-65 (50's & 60's) Venue: Courthouse Brew Co., 3 Brussels Street, Worcester, MA Organizer: Sarah and Bridget Format: Traditional speed dating at brewery Price: ~$40 (includes one drink)
Eventbrite Organizer: Sarah and Bridget (Eventbrite) Example Event: Speed Dating at Courthouse Brew Co.- Singles 50's & 60's
Sarah and Bridget run regular speed dating events specifically for ages 50-65 at Courthouse Brew Co. in Worcester. These events provide a relaxed brewery atmosphere where you can meet new people in a friendly environment. Your ticket includes one drink from the bar (beer, seltzer, or non-alcoholic beverages).
Why It Works for 50+: Brewery setting is more casual and comfortable than upscale restaurants. The 50-65 age bracket ensures age-appropriate matches. Location in Worcester makes it accessible for Central Massachusetts residents and western Boston suburbs. Organizers Sarah and Bridget create a welcoming, low-pressure atmosphere perfect for mature singles.
Format: Traditional speed dating where you'll meet multiple potential matches in 2-hour events. At the end, you indicate who you'd like to talk to again. If they're also interested in you, organizers share contact information. Events try to balance genders but sometimes have a few more women than men (or vice versa).
Refund Policy: Must notify hosts 48 hours in advance to guarantee refund. Within 48 hours, refunds only if your spot can be filled (Eventbrite fees are non-refundable).
Best For: Singles ages 50-65 who prefer brewery atmosphere over formal restaurants, people in Worcester or western Boston suburbs, daters seeking relaxed vibe, mature singles tired of dating apps.
Age Ranges: 40s-50s, 50+ Location: Dirigible Brewing Company, 16 Beach St, Littleton, MA 01460 Venue Type: Craft brewery Price: ~$44
Eventbrite: Littleton Speed Dating Events
Multiple organizers host speed dating events for singles ages 40s-50s and 50+ at Dirigible Brewing in Littleton. This craft brewery in Boston's northern suburbs provides a relaxed, casual atmosphere for mature singles.
Why It Works for 40s-50s: Dirigible Brewing offers a laid-back craft beer setting that feels less formal than restaurants or hotels. The Littleton location serves northern suburbs (Concord, Acton, Westford, Chelmsford area) where mature singles live. Brewery venues tend to attract down-to-earth daters rather than pretentious crowds.
Best For: Singles ages 40-59 living in northern suburbs (Middlesex County), people who enjoy craft breweries, daters seeking local events outside central Boston, mature singles preferring casual atmosphere over upscale restaurants.
Age Ranges: 30-45, 40+, 50+ (occasionally) Format: Mindfulness + chemistry games + speed dating Success Rate: 94.09% match rate Locations: Watertown, Natick
Website: tantrany.com/speed-dating/boston Eventbrite: Tantra Speed Date Boston Events
Tantra Speed Date occasionally hosts events specifically for singles over 50, bringing their unique mindfulness-based approach to mature daters. Most events are at Common Street Spiritual Center in Natick.
Why It Works for 50+: Mature singles often appreciate the depth and authenticity focus over superficial small talk. Chemistry-building exercises and mindfulness practices help people relax and connect beyond surface level. Appeals to emotionally mature, growth-oriented daters seeking conscious relationships.
Format: 2-3 hour events combining guided mindfulness exercises, chemistry-building activities, and 5-minute speed dates. The approach helps participants get grounded, present, and authentic before meeting matches.
Best For: Singles 50+ interested in personal growth and mindfulness, people seeking authentic connection, mature daters open to non-traditional approaches, spiritually-inclined individuals, daters frustrated with superficial dating culture.
Age Ranges: 24-39, 34-49, 40s-50s Location: Cumberland and Lincoln, Rhode Island (45 minutes south of Boston) Venues: Ravenous Brewing Co (Cumberland), Cool Pickle (Lincoln) Format: Traditional speed dating at breweries
Eventbrite: Providence Speed Dating Events
For Boston-area singles willing to drive 45 minutes south, Providence/Cumberland RI hosts regular speed dating events for ages 40s-50s. Organizers run events at Ravenous Brewing Company in Cumberland and Cool Pickle in Lincoln with multiple age brackets including 24-39, 34-49, and dedicated 40s-50s events.
Why It Works: Rhode Island events may have less competition and larger pools of mature singles compared to Boston. The brewery venues offer relaxed atmospheres. Events are organized by the same teams running Boston-area speed dating.
Best For: South Shore Massachusetts residents (Quincy, Weymouth, Braintree, etc.), people willing to drive to Providence area for potentially larger 40s-50s dating pools, daters in Southeastern MA (Attleboro, Mansfield, Easton).
Boston's LGBTQ+ community has multiple speed dating options across Eventbrite, Meetup, and dedicated websites.
Focus: Gay men speed dating Price Range: $35-$75 per event Age Ranges: Various brackets
Website: mycheekygaydate.com/gay-speed-dating-boston | speedbostongaydate.com Eventbrite: Eventbrite Boston Gay Events
MyCheekyGayDate (the gay men's division of MyCheekyDate) brings the same boutique, sophisticated approach to gay speed dating in Boston. Events happen at LGBTQ+-friendly venues throughout Back Bay and Seaport, including board game speed dating at Club Café.
What Makes Them Stand Out: The company applies the same quality standards to gay events—selective admission, upscale venues, no whistles or bells, private club atmosphere. Host-led events with Connect-Card mobile matching. Over 18 years in business with international recognition.
Format: 6-7 minute dates, mobile scorecards, match results within 24 hours. Events designed specifically for gay men seeking gay men. Also offers board game speed dating for gay men at Club Café.
Pros: Established company with strong reputation, sophisticated atmosphere, selective quality control, optional matchmaking services available, featured on NBC, Bravo, and other media.
Cons: More expensive than general market events, smaller gay dating pool means fewer events than heterosexual offerings.
Best For: Gay men ages 25-50 seeking curated experience, professionals willing to pay premium, daters who value quality over quantity.
Unique Feature: Algorithm-matched gay speed dating Format: Tech-driven matching
Website: cityswoon.com/speed-dating-gay-boston
CitySwoon applies their patented matching algorithm to gay men's speed dating, selecting your 8 best matches from larger crowds based on compatibility data.
Best For: Tech-savvy gay men ages 25-45 who appreciate data-driven matching.
Focus: Lesbian, Bi, Trans, and Queer women Format: Virtual and in-person events Provider: Nation's leading LGBTQ+ matchmaking agency
Meetup: Boston Lesbian Meetup Group Eventbrite: Eventbrite Boston Lesbian Events
Little Gay Book specializes in matchmaking and speed dating events for lesbian, bi, trans, and queer women. Founded by Dr. Frankie with 20+ years of LGBTQ+ matchmaking experience, they host both virtual and in-person events.
What Makes Them Stand Out: Algorithm-driven smart matching powered by decades of LGBTQ+ relationship expertise. Virtual events use Zoom breakout rooms for private 5-minute dates, with group mingling between rounds. They also host niche events like "Ready for Hanukkah" for Jewish LGBTQ+ singles and age-specific events (East Coast 30s & 40s).
Format: Virtual: Zoom-based with breakout room dates (5 minutes each). In-person: Traditional speed dating at Boston venues. Both use smart matching algorithms rather than random pairing.
Pros: Specialized LGBTQ+ expertise, algorithm-improved matching, virtual options for convenience, specific events for different LGBTQ+ identities and interests, inclusive of trans and non-binary folx, promoted through both Eventbrite and Meetup.
Cons: More virtual than in-person events, smaller company means less frequent Boston events.
Best For: Lesbian, bi, trans, and queer women ages 25-55 seeking community-specific events, people preferring virtual dating, daters who value specialized LGBTQ+ expertise.
Focus: Growth-oriented lesbian/queer women Format: Retreats, meetups, workshops (includes dating components) Membership: Required for retreats
Website: consciousgirlfriendacademy.com Meetup: Conscious Lesbian/Queer Dating Boston Meetup
Conscious Girlfriend Academy is the world's only online school and community devoted to helping lesbians and adjacent queer people live their best lives, date wisely, and love well. While not traditional speed dating, their retreats and meetups include dating components.
What Makes Them Stand Out: This is for growth-oriented women who love women seeking depth beyond typical speed dating. Retreats (like their Florida Dayspring event) combine personal development workshops, community building, and organic connection opportunities. The Academy creates a non-hookup, community-focused environment where friendships and romances develop naturally. Approximately 60 lesbian and queer women attend retreats.
Format: Weekend retreats (past locations include Florida), local Boston meetups, online workshops. Events include evening gatherings, campfires, workshops on conscious relationships, and time for relaxed connection. Welcomes both introverts and extroverts. Safe space for newly out women and longtime lesbians alike.
Pros: Depth of connection beyond surface dating, supportive community, personal growth emphasis, safe welcoming space, friendships often lead to romance over time, Academy membership dramatically uplevels relationship capacity.
Cons: Requires Academy membership for retreats, retreats require travel commitment, not traditional speed dating format, less frequent than weekly/monthly events, membership barrier to entry.
Best For: Growth-oriented lesbian/queer women ages 30-60 seeking meaningful community and conscious relationships, people wanting depth over quick matches, women new to lesbian community seeking welcoming space, daters committed to personal development.
Focus: Exclusive virtual platform for monogamous queer women Format: Virtual speed dating + AI matchmaking Founded: By lesbian founder Sophia Spallino
Website: queercountryclub.com/lesbian-dating-in-boston
The Queer Country Club is an exclusive membership platform specifically for monogamous, growth-minded queer women seeking long-term relationships. Members access virtual "Meet Your Future Wife Live" speed dating events plus AI matchmaking.
What Makes Them Stand Out: Application-based membership ensures quality matches. Unlike free dating apps with "millions of women you wouldn't consider dating," this curated club vets members. Includes virtual monthly speed dating meetups, live coaching from founder Sophia Spallino, specially curated expert workshops, and topic-focused chatrooms. No filtered photos allowed; live meetups ensure authenticity.
Format: Monthly virtual "Meet Your Future Wife Live" speed dating events from home comfort, plus ongoing AI matchmaking included with membership. Also offers live life coaching and quarterly workshops where you could meet your future wife in real time.
Pros: Curated, quality membership, virtual convenience, live coaching included, relationship-focused rather than hookup culture, global community connects Boston women with matches worldwide, exclusive privileges to special events.
Cons: Membership fee required, application process may reject applicants, virtual only (no in-person Boston events), smaller pool than open platforms.
Best For: Monogamous queer women ages 25-50 seeking serious long-term relationships, people preferring virtual over in-person, growth-minded daters wanting community support and coaching.
Find Groups: Boston LGBTQ+ Meetup Groups | Boston Lesbian Meetup Groups
Boston has numerous LGBTQ+ Meetup groups where dating happens organically through social activities:
Why Meetup Works: Many LGBTQ+ singles prefer meeting through shared activities (climbing, meditation, hiking, professional networking, gaming, boating) rather than speed dating. These groups create low-pressure environments where friendships develop into romance.
Best For: LGBTQ+ singles ages 21-65+ who prefer organic connection through shared interests, people wanting community beyond dating, those who find speed dating intimidating.
LGBTQ+ Offerings: Yes, hosts LGBTQ+ specific events Success Rate: 94% match rate Format: Mindfulness + chemistry + speed dating
Eventbrite:
Tantra Speed Date hosts events for LGBTQ+ community in addition to their heterosexual events. The mindfulness-based approach appeals to queer singles seeking authentic connection.
Best For: LGBTQ+ singles ages 25-50 interested in mindfulness and personal growth, people seeking depth over superficial connections.
LGBTQ+ Offerings: Yes, hosts LGBTQ+ specific events Success Rate: 94% match rate Format: Mindfulness + chemistry + speed dating
Eventbrite:
Tantra Speed Date hosts events for LGBTQ+ community in addition to their heterosexual events. The mindfulness-based approach appeals to queer singles seeking authentic connection.
Best For: LGBTQ+ singles ages 25-50 interested in mindfulness and personal growth, people seeking depth over superficial connections.
LGBTQ+ Offerings: Yes, dedicated LGBTQIA+ speed dating events Venues: Trident Books and other Boston locations Format: Psychology-based conversation prompts
Website: skipthesmalltalk.com/public-events Eventbrite:
Skip the Small Talk hosts dedicated LGBTQIA+ speed dating events at venues like Trident Books. Uses the same psychology-based "big talk" conversation prompts to help queer singles connect authentically.
Best For: LGBTQ+ singles ages 21+ seeking meaningful conversations beyond small talk, people who value psychology-backed approaches, queer community in Boston.
If you're looking for ways to meet singles beyond traditional speed dating, Boston has several alternatives.
Coverage: 150+ cities worldwide including Boston Format: Singles-only events (NOT speed dating) Event Types: Bar nights, run clubs, gym classes, comedy shows, art galleries, sports games
Website: events.getthursday.com/boston App: Thursday dating app (download for access to events)
Thursday is a dating app that hosts weekly singles-only events in 150+ cities. Their Boston events are exclusively for singles looking to meet others in real life. These are NOT speed dating—they're casual singles gatherings at bars, run clubs, fitness classes, and entertainment venues.
What Makes Them Stand Out: Thursday's mission is to reduce endless swiping and bring like-minded singles together in person where "real-life magic can happen the old-fashioned way." About 75% of events happen on Thursdays (hence the name), but they also host on other days. Around 40% of attendees come solo, so you don't need friends to join. Events are relaxed, pressure-free environments without speed dating rotations or awkward icebreakers.
Format: Exclusive singles-only events at bars, running clubs, gyms, comedy venues, and more. You attend the event and meet people organically—no forced rotations or scorecards. The app helps you discover events and connect with other attendees.
Note: As of late 2024/early 2025, Thursday's Boston event calendar shows "No upcoming events" on their website, though they encourage following social media for updates. The company is active in 150+ cities globally, so Boston events may resume or be scheduled periodically.
Best For: Singles who hate traditional speed dating, people who want organic meeting opportunities rather than structured rotations, runners/fitness enthusiasts (run clubs), comedy fans, bar-goers, ages 21-40.
Format: Platonic friendship-building (not dating) Same Psychology-Based Approach
Skip the Small Talk also hosts "speed-friending" events for people looking to build genuine friendships rather than romantic connections. Uses the same psychology-based conversation prompts to help strangers connect meaningfully.
Best For: People new to Boston seeking friend groups, anyone wanting deeper friendships beyond surface-level acquaintances.
Beyond speed dating, dozens of Meetup groups facilitate organic connections through shared activities:
Best For: People who connect better through shared activities than face-to-face dating, those seeking both friendships and potential romance, activity enthusiasts (hiking, pickleball, etc.).
By Age:
By Orientation:
By Platform Preference:
By Budget:
By Format Preference:
Arrive on time (or early). Late arrivals disrupt the flow and miss matching opportunities.
Come with questions prepared. Beyond "what do you do?", ask about hobbies, favorite Boston neighborhoods, weekend plans, travel experiences.
Don't write people off instantly. Six minutes is short. Give people a chance even if there's no immediate spark.
Dress appropriately for the venue and company. MyCheekyDate expects date-night attire; Shuffle explicitly welcomes casual.
Be honest on scorecards. Only mark "yes" for people you'd genuinely want to see again. Quality over quantity.
Follow up quickly when you get matches. Interest fades fast—reach out within 24-48 hours.
Try multiple companies. Each has different attendee pools. What doesn't work at one might work perfectly at another.
Check multiple platforms. Search Eventbrite, Meetup, and company websites to find all available events. Many organizers post on multiple platforms.
Read reviews. Eventbrite organizer pages show past attendee reviews—read them before registering.
Understand refund policies. Companies like Shuffle have strict no-refund policies even 72+ hours out. MyCheekyDate offers tickets that never expire. Pre-Dating has clear policies. Read before buying.
How much does speed dating cost in Boston?
Boston speed dating events cost $23-$75 per person depending on the company. Pre-Dating ($23-$35) offers the most affordable option. Mid-range options ($35-$50) include Tantra Speed Date, Shuffle, and most Eventbrite organizers. MyCheekyDate ($30-$75) commands premium prices for curated experiences. Virtual events often cost less than in-person.
Where can I find speed dating events in Boston?
Search Eventbrite Boston Speed Dating for the most comprehensive list. Major organizers include Pre-Dating (420+ events), MyCheekyDate (149 events), Skip the Small Talk (featured in Boston Globe as "the most popular place to meet people in Boston"), Boston Singles Events (32 events), SpeedBoston (29 events), and Quirk Events (43 events). Also check Skip the Small Talk Boston Meetup (4.5★), other Meetup Boston Speed Dating groups, and company websites like CitySwoon, Shuffle, and skipthesmalltalk.com.
Are there speed dating events for people over 40 in Boston?
Yes. Pre-Dating regularly hosts 40-55 events. MyCheekyDate hosts 36-48 and 40-55 brackets. Jigsaw Dating offers coffee shop speed dating for 40-55. Just Your Speed Dating & Entertainment (JYSDE) hosts 40+ and 50+ mixers. Courthouse Brew Co. hosts 40-55 events. Check Eventbrite for current events.
Are there speed dating events for people over 50 in Boston?
Yes. Pre-Dating offers dedicated 50-65 and 65+ Senior Speed Dating events. Courthouse Brew Co. hosts 50-65 events. Dirigible Brewing in Littleton hosts 40s-50s events. JYSDE hosts 50+ mixers. DoubleTree Milford hosts 40+ events. Check Eventbrite for current events.
What's the success rate for speed dating?
According to The New York Times, speed dating yields better results than apps—people typically like 2-3 out of 10 speed dates versus studying 100 online profiles to find one potential match. CitySwoon claims 95% of attendees meet someone they're attracted to. Tantra Speed Date reports 94% match rates. MyCheekyDate and SpeedBoston report thousands of successful relationships over 18+ years.
Are there LGBTQ+ speed dating events in Boston?
Yes. MyCheekyGayDate/SpeedBostonGayDate hosts gay men events (search "Gay Men Speed Dating Boston" on Eventbrite). Little Gay Book hosts lesbian/bi/trans/queer women events (find on Eventbrite and Meetup). Quirk Events hosts board game speed dating for gay men. Tantra Speed Date offers LGBTQ+ events. Check Boston LGBTQ+ Meetup Groups for organic dating opportunities through shared activities.
Is speed dating better than dating apps in Boston?
For many Boston singles, yes. Speed dating eliminates catfishing, ghosting, and endless messaging. You meet real people face-to-face in 2 hours versus weeks of app swiping. The "Boston freeze" makes cold approaches difficult; speed dating provides structured introduction opportunities. However, dating apps offer larger pools and more convenience. Many successful daters use both approaches.
Which speed dating company is best in Boston?
Depends on your needs. Skip the Small Talk is Boston's most buzzed-about option (featured in Boston Globe & boston.com) with psychology-based conversation prompts and diverse event types (monogamous, poly, LGBTQ+). Pre-Dating offers most events, best value, and longest track record (20+ years). MyCheekyDate/SpeedBoston provides premium curated experiences. Boston Singles Events offers modern tech-driven approach with 32+ upcoming events. CitySwoon appeals to tech-savvy daters with AI matching. Shuffle offers casual, phone-guided vibes. Tantra Speed Date focuses on authentic connection. Jigsaw Dating provides daytime coffee shop options. JYSDE specializes in 40+/50+ mixers. For LGBTQ+: MyCheekyGayDate (gay men), Little Gay Book (queer women), or Boston LGBTQ+ Meetup groups. Choose based on your age, orientation, budget, and personality.
Do I need to register in advance?
Yes. All companies require advance registration through their websites or Eventbrite. Many events sell out, especially for popular age ranges. Men's tickets often sell out faster than women's tickets. Register early to secure your spot.
What if I don't match with anyone?
It's common not to match at your first event. Speed dating is a numbers game—try multiple events with different companies to meet different crowds. MyCheekyDate tickets never expire, so you can try again. Most organizers welcome repeat attendees and some offer loyalty discounts.
Speed dating in Boston provides legitimate alternatives to dating apps for singles seeking real, face-to-face connections. Whether you prefer psychology-based conversations (Skip the Small Talk), traditional formats found on Eventbrite (Pre-Dating, MyCheekyDate, Boston Singles Events), tech-driven matching through dedicated websites (CitySwoon, Shuffle), mindful connection exercises (Tantra Speed Date), creative formats (Quirk Events, Mingle Mayhem), LGBTQ+-specific events through Meetup groups (Little Gay Book, Conscious Girlfriend Academy), or even no
%2C%20Color%3DNegative.svg)
.svg)
