Prompts about happiness and what a close friend should know give this guided social event a more personal starting point. Participants can pass on a question and decide how much to share.

All times are local to the venue · America/New York
A prompt about when someone feels happiest sets a different tone from the usual first-meeting exchange. At Skip the Small Talk- Millennial Speed-Dating, questions are meant to get conversation moving, while participants remain free to answer, choose another prompt or share less.
The examples range from reflecting on moments of happiness to considering what a person hoping to become a close friend ought to know. They provide a way into a conversation rather than a requirement to disclose anything in particular.
The listing says the event has a structured format to help people talk and avoid awkward stretches. It also emphasizes choice: attendees may pass on a question and decide for themselves how much to reveal. That balance is central to the announced format—more guided than open mingling, without a stated expectation that everyone answer every prompt.
Further reading: Skip the Small Talk- Millennial Speed-Dating in Boston ↗
The event welcomes people arriving alone as well as those bringing friends. The listing describes a shared purpose for attendees, but does not spell out a sequence of timed rounds or separate activities; the published plan centers on prompts and structured conversation.
Further reading: Skip the Small Talk- Millennial Speed-Dating in Boston ↗
Trident Booksellers & Cafe is an independent bookstore and full-service cafe at 338 Newbury Street. Founded in 1984, it is part of Back Bay’s retail and dining corridor; for this event, the listing also notes that food and drinks will be for sale.
The venue profile mentions a second-floor expansion and The Stacks, a private event space, but the event listing does not identify which room will host this gathering. The confirmed destination is Trident’s Newbury Street address.
Further reading: Skip the Small Talk- Millennial Speed-Dating in Boston ↗ · Trident Booksellers & Cafe, Upcoming Events in Boston on Do617 ↗
The listing describes a single event, with conversational prompts and structure to help attendees talk. It does not publish separate activities or timed segments.
The event is scheduled for 7–9 p.m. Check-in is expected to begin around 6:45 p.m.; organizers ask attendees to arrive before 7 so the event can begin close to its scheduled time.
338 Newbury Street, Back Bay, Boston, MA.
Skip the Small Talk- Millennial Speed-Dating in Boston ↗ · Trident Booksellers & Cafe, Upcoming Events in Boston on Do617 ↗
The event listing does not state an admission price or whether advance reservations are required. Food and drinks will be available for purchase; menu items and prices are not listed.
The event is described as millennial speed-dating, but the listing gives no specific age range, orientation requirements or other participation rules.
The event and venue listings do not describe accessibility features or accommodations. If you need particular access arrangements, contact the venue or organizer before attending.
Skip the Small Talk- Millennial Speed-Dating in Boston ↗ · Trident Booksellers & Cafe, Upcoming Events in Boston on Do617 ↗
The venue listing identifies Green Line B, C and D service to Hynes Convention Center station at 360 Newbury Street. MBTA bus routes 1 and 55 stop nearby on Massachusetts Avenue.
Trident Booksellers & Cafe, Upcoming Events in Boston on Do617 ↗
The venue lists nearby paid garages at Hynes Auditorium Garage, 50 Dalton Street, and Danker & Donohue Garage, 341 Newbury Street. It also notes that street parking in Back Bay is limited; rates and availability are not stated.
Trident Booksellers & Cafe, Upcoming Events in Boston on Do617 ↗
The event is listed at Trident Booksellers & Cafe, 338 Newbury Street. The listings do not specify an event entrance or accessibility features. Use the directions links to calculate a route from your starting point, and contact the venue about specific access arrangements.
Skip the Small Talk- Millennial Speed-Dating in Boston ↗ · Trident Booksellers & Cafe, Upcoming Events in Boston on Do617 ↗
Yes. The event listing says guests may attend alone or bring friends.
No. The listing says attendees can pass on a question and choose another prompt.
Check-in is expected around 6:45 p.m. Organizers ask attendees to arrive before the 7 p.m. start.
No price or reservation requirement is stated. Food and drinks will be available for purchase.
338 Newbury Street, Back Bay, Boston, MA
Map search by venue and address. Check the organiser’s entrance details before travelling.
Images from the linked sources. Each caption identifies the context of the image.
Event, planning and background information checked 2026-10-31 against the linked sources.