Meaningful conversations with new people — no small talk required

Looking to meet new people in Boston, but tired of awkward mingling, shouting over loud music, or feeling like you don’t quite know how to break the ice?

Skip the Small Talk is a welcoming, structured social event designed to help you have real, thoughtful conversations with new people — even if you come alone.

Most people do. 💛

🗓 Event Details

📍 Trident Books, 338 Newbury St, Boston
🕖 Wednesday, February 4, 2026
⏰ 7:00–9:00 pm (arrive around 6:45 pm)
🎟 Tickets start at $5
☕ Ticket includes a $5 café voucher toward food or drinks at Trident

What actually happens at this event?

You’ll be guided through a series of one-on-one conversations using thoughtfully written prompts that help you skip the small talk and jump into more meaningful territory.

Here’s what that looks like:

• You’ll have short one-on-one conversations, and we’ll let you know when it’s time to switch—no timekeeping on your part

• Prompts are provided — no need to think of what to talk about

• You can always pass on a question that you don’t vibe with

• There’s no pressure to be funny, impressive, or “good at networking”

The vibe is calm, kind, and surprisingly easy.

Who is this for?

• People who want to make friends or meet new humans

• Folks who enjoy deeper conversation but don’t love loud bars

• Anyone feeling a bit lonely, curious, or ready to shake up their routine

• Introverts, extroverts, and everyone in between

Many attendees are in their 20s and 30s, but all ages are welcome.

This is a platonic, open-to-all event — not a dating event.

What if I’m nervous?

Totally normal. A lot of people are!

Skip the Small Talk is designed specifically to reduce social anxiety:

• Structure removes awkwardness

• Prompts do the heavy lifting

• You’re never put on the spot

• Facilitators are there to support the room

People often leave saying things like:

“That was way less awkward than I expected.”
“I actually had fun talking to strangers.”
“I’m really glad I came.”

Hear from real attendees in the videos at the bottom of the page!

Accessibility & inclusion

• Wheelchair-accessible venue

• Gender-neutral bathrooms

• You’re welcome to email us in advance if you need accommodations — we do our best to make this space accessible and welcoming

Why people keep coming back

Over the years, Skip the Small Talk events have sparked:

• Friendships

• Community

• Creative collaborations

• A feeling of being seen and understood

You don’t need to prepare.
You don’t need to bring a friend.
You just need to show up.

🎟 Ready to join us?

Tickets are limited to keep conversations comfortable and spacious.

👉 Grab your ticket now and give yourself a night of meaningful connection.

We’d love to have you. 💛