FreeWill Notes

FreeWill Notes

Product updates, family travel ideas, field notes, and founder letters from FreeWill Labs.

What Field Testing Adventure Quest in Europe Taught Me

Founder Notes

What Field Testing Adventure Quest in Europe Taught Me

I took Adventure Quest through Paris, Amsterdam and Iceland. Some assumptions held up. Others didn't.

What Europe Changed About How I Plan Family Trips

Founder Notes

What Europe Changed About How I Plan Family Trips

Paris, Amsterdam and Iceland changed how I think about pacing, downtime, flexibility and what a well-planned family trip really means.

Planning Christmas in Moab & Arches

Founder Notes

Planning Christmas in Moab & Arches

Why I'm considering a winter family trip to Moab and Arches for Christmas — and why I'm intentionally leaving part of the plan flexible.

Things to Do on a Cruise with Kids (Including Port Days)

Family Travel Guides

Things to Do on a Cruise with Kids (Including Port Days)

The best things to do on a cruise with kids — how to handle sea days, make the most of port days, and turn each stop into a real family adventure.

How to Plan a Multigenerational Family Trip Everyone Enjoys

Family Travel Guides

How to Plan a Multigenerational Family Trip Everyone Enjoys

How to plan a multigenerational family trip everyone enjoys — balancing grandparents, kids, and different energy levels without carrying it all yourself.

Things to Do in Boston with Kids This Fall

Family Travel Guides

Things to Do in Boston with Kids This Fall

The best things to do in Boston with kids this fall, plus a simple 2-day itinerary and how to turn the Freedom Trail into a real family adventure.

PaddlePin is Now Available on the App Store

Announcements

PaddlePin is Now Available on the App Store

PaddlePin, the newest app from FreeWill Labs, is now available on the App Store — a simpler way to remember every paddle.

Adventure Quest 1.7 Is Almost Here: Building the App I Always Wanted for Family Travel

Development Update

Adventure Quest 1.7 Is Almost Here: Building the App I Always Wanted for Family Travel

A behind-the-scenes look at Adventure Quest 1.7 — a bigger marketplace, a better recap experience, and a clearer story about what the app really is.

What Building Adventure Quest Has Taught Me About Family Travel

Development Update

What Building Adventure Quest Has Taught Me About Family Travel

After months of building — and traveling with my own family — here's what Adventure Quest has taught me about how families really experience a place.

Behind the Scenes: What It Takes to Build an Indie Travel App

Development Update

Behind the Scenes: What It Takes to Build an Indie Travel App

Research, missions, screenshots, videos, bug fixes, and support — what it actually takes to build an indie travel app as a solo developer.

The Mental Load of Family Travel

Family Trip OS

The Mental Load of Family Travel

Why travel planning is harder than it looks—and how Family Trip OS is here to help.

New in Adventure Quest: The South Florida Collection

Collection Announcements

New in Adventure Quest: The South Florida Collection

Beaches, art deco, palms, and wildlife — a new premium collection for sunny days from Miami to the coast.

What Europe Taught Us About Building Family Trip OS

Family Trip OS

What Europe Taught Us About Building Family Trip OS

Lessons from 18 days across France, the Netherlands, Iceland, and beyond.

Adventure Quest v1.6: A More Premium Family Adventure Marketplace

Product Updates

Adventure Quest v1.6: A More Premium Family Adventure Marketplace

What's new in the latest Adventure Quest release, and how the destination collection marketplace is evolving.

FreeWill Labs Update: Building Family Apps for Real Adventures

Founder Letters

FreeWill Labs Update: Building Family Apps for Real Adventures

A first look at Adventure Quest, Family Trip OS, PaddlePin, and the family-first product vision behind FreeWill Labs.

How to Turn a Local Park Day into a Family Adventure

Family Travel

How to Turn a Local Park Day into a Family Adventure

You don't need a plane ticket to make a memory. A few simple prompts can turn an ordinary park afternoon into something your kids talk about later.

Why I’m Building FreeWill Labs Around Real Family Adventures

Founder Letters

Why I’m Building FreeWill Labs Around Real Family Adventures

A founder letter on why FreeWill Labs is building technology for real family adventures before, during, and after the moment happens.

PaddlePin Field Notes: Mapping the Route Is Only Half the Story

Field Notes

PaddlePin Field Notes: Mapping the Route Is Only Half the Story

PaddlePin is being designed around the full paddle experience: route, workout, and the moments worth remembering.

Testing PaddlePin at Oleta: What Makes a Paddle Worth Remembering

Field Notes

Testing PaddlePin at Oleta: What Makes a Paddle Worth Remembering

Early field notes from testing PaddlePin on the water at Oleta River State Park.

Why Adventure Quest Is Moving Toward Destination-Specific Family Adventures

Product Updates

Why Adventure Quest Is Moving Toward Destination-Specific Family Adventures

Adventure Quest is moving toward destination-specific collections because real places deserve adventures that feel connected to them.

Taking FreeWill Labs Into the Field: Europe 2026

Field Notes

Taking FreeWill Labs Into the Field: Europe 2026

FreeWill Labs heads into a real Europe family trip to field-test the ideas behind Family Trip OS and Adventure Quest.