Walk & Talk About Life's Big Questions

Schedule

Sat, 03 Jan, 2026 at 08:00 am to Sat, 04 Apr, 2026 at 10:30 am

UTC-05:00

Location

1096 Boylston St | Boston, MA

Advertisement
Join us every week for energizing conversations, connection and 10,000+ steps.
About this Event

If you crave depth and genuine connection, join a walking think tank of curious people, topics spark meaningful conversations, and you leave inspired.


Details

The Board Walks are for curious people who love deep conversations.
If that sounds like you, bring a thoughtful topic and join us for a 5-mile walk (10,000+ steps!).
HOW IT WORKS
Step 1: Bring a topic
Before you arrive, think of one topic you want to explore. A question. A thought that's been on your mind. An obsession you want to geek out on. This is your ticket to the event.
Step 2: Circle up & share
We gather in a circle. Your friendly walk host gives a speech to set the tone. Everyone shares: your name, what you're grateful for, and your topic. That's it. 60 seconds.
Step 3: Walk, talk & float
We walk 5 miles. You naturally drift into conversation with 2-3 people at a time, pulled by topics that spark your curiosity. When you're ready to move on, just say: "I'm going to float!"
Step 4: Feel more alive
Two hours flies by. You're back where you started — but you feel different. More alive. More energized. More connected to yourself and others. That's why regulars join 20+ times.
For more details, read our
HOW TO BRING A GREAT TOPIC
A great topic = something you're genuinely curious about.
Recent topics include:

  • "What are you passionate about right now?"
  • "What makes a good friend?"
  • "What's a belief you used to hold that you've completely changed?"
  • "How do you want to be remembered?"
  • "What would you do if money wasn't a factor?"

Think of your topic like the dish you're bringing to our conversational potluck. If everyone brings an A+ dish (i.e. energizing, uplifting, expansive), we'll all walk away feeling lighter and brighter.
WHAT TO EXPECT
This isn't a fitness event with casual chitchat. It's a walking think tank where we explore life's big questions together, beyond small talk. If you're looking for light banter or a standard networking event, this probably isn't the right fit.
But if you crave depth, genuine connection, and conversations that make you feel alive? You'll love it here.
FAQ

  • Wear casual athletic attire and sneakers. It's a long walk!
  • We have multiple first-timers at each event. We work hard to create a welcoming, inclusive, clique-free space.
  • We welcome people of all ages, backgrounds, and industries who align with the intention of this space.
  • Rain or shine, we've been out here nearly every week since July 2022. If the event is cancelled, we'll let you know.
  • Dogs, babies in strollers, parents, and friends are welcome — please text/email them the event link so they can RSVP and prepare a topic!

LOGISTICS

  • If you'll arrive over 10 minutes late, we suggest skipping the event. It's hard to find us once we start walking, and your host can't answer messages during the event.
  • This walk is designed for everyone to move together at the same steady pace (about 20 min/mile). This format works best when the whole group moves in unison. If you have mobility limitations, we kindly encourage you to find an event better suited to your needs.
  • Read our Orientation Guide for full details.
  • If you enjoy the event, send to a friend or sign up for our . We're in multiple cities with more on the way. 🤠👋


IF YOU WANT TO GO DEEPER...
The Board is the next step: a high-trust collective for renaissance people devoted to creating, connecting, and building lives that light us up.

  • This is a global HQ for people who crave big talk, deep connection, and dream collaborations with people across industries. If the walks feel like a spark... The Board is the fire. Apply here.

Agenda

🕑: 08:00 AM - 10:30 AM
Meet at Pavement Coffeehouse - Berklee
Advertisement

Where is it happening?

1096 Boylston St, 1096 Boylston Street, Boston, United States

Event Location & Nearby Stays:

Tickets

USD 0.00

Icon
Know what’s Happening Next — before everyone else does.
The Board Walks

Host or Publisher The Board Walks

Ask AI if this event suits you:

Discover More Events in Boston

Joey Valence & Brae (18+)
Wed, 01 Apr at 11:00 pm Joey Valence & Brae (18+)

Paradise Rock Club

Parking Wednesday
Thu, 02 Apr at 12:00 am Parking Wednesday

Royale - Boston

CONTESTS TRIPS-ADVENTURES
Wednesday
Thu, 02 Apr at 12:00 am Wednesday

Royale - Boston

CALENDAR
Cameron Whitcomb
Thu, 02 Apr at 12:00 am Cameron Whitcomb

Citizens House of Blues Boston

TRIPS-ADVENTURES
9th Annual WHISPR Symposium
Thu, 02 Apr at 03:30 am 9th Annual WHISPR Symposium

Marshall Wolf Conference Room, 3rd floor

HEALTH-WELLNESS WORKSHOPS
Reimagining Kinship: Consultation + Partnership\/ Day 2
Thu, 02 Apr at 08:30 am Reimagining Kinship: Consultation + Partnership/ Day 2

20 Western Ave

NONPROFIT
Coffee & Connections | Tatte, Summer St.
Thu, 02 Apr at 10:00 am Coffee & Connections | Tatte, Summer St.

Tatte Bakery & Cafe | Summer St

BUSINESS MEETUPS
Boston Bridal Bash Wedding Expo & Harbor Cruise - $7500 in giveaways
Mon, 15 Jun at 06:30 pm Boston Bridal Bash Wedding Expo & Harbor Cruise - $7500 in giveaways

Bay State Cruise Company, MS Provincetown II

BUSINESS EXHIBITIONS
*Free Fiber Arts Shop Night
Wed, 19 Jul at 06:30 pm *Free Fiber Arts Shop Night

Artisan's Asylum

ART
Intro to Welding - MIG, TIG, & Stick
Sun, 30 Jul at 01:00 pm Intro to Welding - MIG, TIG, & Stick

Artisan's Asylum

WORKSHOPS ART
Hands On Basic Electronics
Tue, 05 Sep at 07:00 pm Hands On Basic Electronics

Artisan's Asylum

WORKSHOPS ART
Metal Shop 101
Wed, 06 Sep at 05:30 pm Metal Shop 101

Artisan's Asylum

WORKSHOPS MEETUPS
Wood Shop 101
Mon, 11 Sep at 06:00 pm Wood Shop 101

Artisan's Asylum

WORKSHOPS MEETUPS
Intro to Kintsugi (Japanese pottery repair)
Sat, 16 Sep at 10:00 am Intro to Kintsugi (Japanese pottery repair)

Artisan's Asylum

WORKSHOPS ART
Intro to 3D Printing\/Additive Manufacturing
Sat, 14 Oct at 10:00 am Intro to 3D Printing/Additive Manufacturing

Artisan's Asylum

WORKSHOPS MEETUPS
Boston Amateur Radio Club Monthly Meeting
Thu, 19 Oct at 07:00 pm Boston Amateur Radio Club Monthly Meeting

Artisan's Asylum

MEETUPS WORKSHOPS
Table Saw: Using the SawStop Industrial Cabinet Saw
Wed, 08 Nov at 06:00 pm Table Saw: Using the SawStop Industrial Cabinet Saw

Artisan's Asylum

WORKSHOPS ART
Box Building 104
Sat, 11 Nov at 10:00 am Box Building 104

Artisan's Asylum

WORKSHOPS MEETUPS
Rough to Smooth: Using the Miter Saw, Bandsaw, Jointer, Planer and Sanders
Tue, 14 Nov at 06:00 pm Rough to Smooth: Using the Miter Saw, Bandsaw, Jointer, Planer and Sanders

Artisan's Asylum

WORKSHOPS ENTERTAINMENT

What's Happening Next in Boston?

Discover Boston Events