The American Midwest
American Heartland Tour
Leave the interstates behind and cruise across the prairies on the ultimate freedom machine, following backroads into the cities, farms, homesteads, and independent communities renewing the American Midwest.
Request this journeyRoutePrairies · Rust Belt · outer Appalachian hills
SeasonBuilt for the warmer riding season
Explore the detailsFirst look
Don’t miss our next trip
Join the list to hear when we announce a future Heartland ride that individual guests can join.
How this route began
Witness the Revitalization of the Rust Belt
In 2022, I did a Bitcoin Tour of America on my Harley, stopping at over 30 Bitcoin meetups as I criss-crossed the nation on backroads. The Midwest was one area which exceeded my expectations in every way. Not only for the beauty of the cities and the landscapes, but the loyal and hardworking people who are renewing this land and its history.
As I shook the hands of hundreds of Bitcoiners across the USA in 2022, I learned that we have more in common than an interest in Bitcoin. We are interested in sovereignty in general: in money, in career, in food, in education, in mindset and more.
The Ride of Passage is pointed at sovereignty; I met people who went from city life to thriving homestead. People who built unique Bitcoin mining operations revitalizing small towns. People forming sovereign communities and markets built around interest in Bitcoin.
Those connections opened doors and changed the way I saw the Heartland. They became the origin of this route. The journey has since grown beyond the tour that inspired it: the focus now is the region itself, the people who give it character, and the freedom of seeing it from the saddle.
Field notes from the road
Why the Midwest stayed with me
This original field film captures the journey that first revealed the route and the relationships behind it.
The Rust Belt, renewed
Learn from the people creating their own opportunities
The great men and women of the Midwest are creating their own opportunities. Our journey will introduce you to the farmers, makers, owners, and community builders renewing this land and stewarding its legacy.
The road crosses prairies, old industrial towns, farm country, and the outer Appalachian hills. The beauty of the cities and landscapes exceeded my expectations; the loyal and hardworking people stayed with me even longer.
The Midwest beyond the stereotypes
An authentic experience of the Midwest
The places that matter most here are not always commercialized. Our route will take us to the tables of families who have worked this land for generations, and to those revitalizing the land through new technologies and new capital. We will visit homesteads and independent communities building on their own terms.
Every detail from restaurants to sights to hotels is chosen to reflect an authentic experience of the Midwest — not what some marketing manager in New York City thought an interchangeable hotel room should look like.
Release the need to know
Let this journey be revealed as you ride the road ahead
If I showed you the itinerary, it would be half as fun. If I tell you exactly where you’re going to go and what you’re going to do, your mind will create expectations (unconsciously!) of what that will be. You will carry those expectations into the experience, and that will limit your ability to absorb everything about that experience.
Knowing more about what you are seeing and doing can enrich the experience — but that can occur while you’re on the ride. We will share every practical detail you need, while protecting enough mystery for each day’s experiences to be a joyful surprise.
We recommend you to not look at the itinerary before you take in the ride itself. This has worked very well for our clients in the past.
Proof from the road
Here’s what we do
"Ride of Passage is a fitting name."
“This experience opened my mind again to the freedom of the open road, and broke through a lot of fears. One of the most action packed and exciting adventures I've ever been on.”
“I took a leap of faith."
“The perfect blend of the right place, the right group, the right time, and the right vibe. There is no event like this. I guarantee it will change you to your core.”
"A phenomenal experience."
“Evan's team curated meaningful experiences that went far beyond just riding motorcycles and sightseeing. I left with a deeper understanding of myself, the culture I was visiting, and what it means to be self sufficient - not to mention a week of amazing riding with friends.
“Nothing short of badass."
“What Evan's team created with this Ride of Passage was no ordinary tour. Far beyond a group ride through Thailand, we participated in pioneering a new international lifestyle based on truth and local connections.”
"The bar is set high."
“We trusted Evan's team and traveled halfway around the world, leaving behind family and the comforts of life. What they delivered was an experience few travelers to Thailand would ever have the opportunity to enjoy.”
Build your journey
Request the American Heartland
Tell us what draws you to this part of the country. We will turn the roads, stops, stays, and pace into a proposal for your party.
- Journey style
- Private and built by request
- Season
- Designed for the warmer riding season
- Route character
- Backroads, farms, old towns, and regional renewal
What we can shape
- A motorcycle route through the side of the Midwest you never hear about; not because it isn't interesting, but because it doesn't serve the narrative of the coasts.
- Possibilities such as working farms, homesteads, independent businesses, and local tables when they fit the requested journey
- Regional food and stays selected for local character; a hard thing to do in a place as homogenous as the USA has become.
- A balance of riding, great conversation, local access, and unscripted stops
- A clear proposal covering vehicles, accommodation, activities, and support
- The freedom to emphasize agriculture, history, food, community, or the road itself
Private and by request
Bring us the people, interests, and feeling you want from the journey. We will build from there.
First look
Don’t miss our next trip
Join the list to hear when we announce a future Heartland ride that individual guests can join.
The shape of the experience
What makes the Heartland different
These are the route’s building blocks. The final version is designed after we understand the request.
Backroads over interstates
Backroads reveal the landscape and connect meaningful stops. We favor roads with rhythm, history, and a strong sense of place.
Farms, homesteads, and local tables
A requested route may include a working farm, a home-cooked meal, or time with people who left city life to build something more independent. The people and places included depend on timing and the focus of the journey.
A transformation on two wheels
The Ride of Passage was designed as a transformation on two wheels, not just a motorcycle tour. Riding matters, but so do the people, conversations, and surprises that the road makes possible.
Places with their own character
Homes, independent stays, meals, and local experiences can be selected because they belong to the region rather than because they are familiar everywhere.
A journey built from the request
The route can lean toward agriculture, industrial history, local enterprise, food, or pure backroad exploration without being locked to a published endpoint.
Questions, answered
Planning a Heartland journey
We define the logistics only after we understand the route and experience you want.
Can I request this as a private journey?
Yes. This page is a starting point for a ride designed around your party, interests, motorcycle needs, and timing.
Will there be shared departures?
Possibly. We may announce occasional rides that individual guests can join. The early-access list is where those will be announced.
Can I see the itinerary?
You will have every practical detail you need before the journey. We still like to protect a few discoveries so the Heartland can surprise you the way it surprised me.
Let this journey be revealed as you ride the road ahead.
What if work won’t give me the time off for a journey like this?
I’m willing to bet you’d like to never have to ask this question again. That is freedom.
I found that freedom for myself, but I didn’t find my path until I got out of my comfort zone and met people who could show the way. That took a leap of faith, and my three-month journey across the USA was a massive part of that.
Tell us how much time away is realistic for you, and we can begin there.
How much can the route be customized?
The emphasis can shift among farm country, old industrial towns, food, local enterprise, history, and riding. We will recommend a coherent route after hearing what matters most to you.
Do I need to bring a motorcycle?
Motorcycle arrangements are part of the proposal, not a fixed requirement on this overview. Tell us whether you would bring a bike, need a rental, or want to discuss alternatives.
When is the best season?
The warmer riding season opens up the backroads, farms, and outdoor stops that give this journey its character. Exact timing depends on the request.
What will be included?
Accommodation, vehicles, meals, activities, documentation, and support will be listed clearly in the proposal for your journey. Nothing on this overview is a fixed package promise.
Field notes
See what we did