Every mile has a purpose
Riding for Charities
Some journeys are about discovering new places. Others are about making a difference. Through Riding for Charities, we're using the visibility of our adventures to help raise awareness and support for organizations doing important work in their communities.
Because the greatest adventures aren't always measured in miles.

The mechanism
How this works
Five things have to line up for the miles to turn into money for the organizations below. Here's the whole machine, in order.
01
The media attracts attention
The videos and posts are the hook. Every video showcases a nonprofit — the organizations we're riding for are in the frame, not a footnote at the end.
02
Partnerships do the hands-on fundraising
Partners are where the actual money-raising happens: events, drives and matches organized together, rather than a donate button nobody clicks.
03
Donations go directly to the nonprofits
Donations are handed over at the end of the year, after the trip is done, and they go straight to the nonprofits themselves.
04
The media keeps people invested
Ongoing coverage keeps attention on the channels and keeps people emotionally invested in the story — which is what turns a one-time view into someone who follows, shares and gives.
05
Local first, then wider
Local fundraising in Monroe County is the majority of the effort today. As the story keeps evolving, it can attract support from well outside the county too.
The distinction, stated plainly
- Roam on Three is an adventure-media brand, not a nonprofit. Riding for Charities is its charitable initiative.
- Donations go to the nonprofit beneficiaries, not to trip expenses. When a fundraiser is live, the donation links on this page point directly to the nonprofits themselves.
- Watching a video doesn't automatically generate a donation. What views do is put these organizations in front of more people — the giving is always a deliberate act, by you, directly to them.
- Sponsorship and donations are two different pots. A partner who funds the travel is paying for content work, and that money covers the trip itself. Donations are separate, and they go to the nonprofits directly.
- Donations are overseen by a Board of Directors invested in this community. The people watching over the money are part of the same community the ride is for.
- The power of collective effort. This looks like a long shot today — but if enough people work together toward the same goal, we should be able to accomplish something great for all the nonprofits, and build a yearly fundraising mechanism.
The organizations
Who the miles are for
The Road Warrior Foundation
A national nonprofit that helps veterans. A share of what our charitable rides raise goes straight to their work.
Monroe County nonprofits
Several local nonprofits across the Florida Keys — the home stretch where every ride begins. The full list will be published as partnerships are confirmed.

Monroe County · Marathon, FL
Keys AHEC · Keys Kids Health Centers
The Florida Keys Area Health Education Center makes sure school-age kids across Monroe County get free medical and low-cost dental care, no matter what their families can afford. Their clinics and dental van work right at the schools. They also run free programs to help people quit tobacco, plus training for local health workers.
Visit keyskids.org →The Alaska Trip
Mile 0 to Alaska

The plan: on July 1, 2027, the trike leaves the Mile 0 marker in Key West and heads north on US-1 through the Keys and up Florida, then cuts northwest across the heartland and Canada to Dawson Creek — Mile 0 of the Alaska Highway. From there it's north to Fairbanks and up the Dalton Highway to Prudhoe Bay, the northernmost point you can ride to in North America. Mile 0 to Mile 0, and the camera rolls the whole way.
This ride hasn't happened yet — it's the plan, and plans can shift. The route, date, participating organizations and fundraising goal will be confirmed here as they're finalized. Every mile is meant to raise money for the organizations above.
Distance planned
5,697 mi
Days planned
38 days
Stops on the map
32
Longest push
387 mi
Planned at no more than 250 miles a day until the Alaska Highway, where the towns spread out and the days run longer, with a rest day every four riding days: 31 riding days and 7 rest days, leaving Key West on July 1, 2027 and finishing around August 7, 2027. The route crosses 9 states · 4 provinces · 1 territory, and Whitehorse → Tok (387 mi) is the longest single push.
- 010 mi
Key West
US-1 Mile 0 · departure July 1, 2027
- 0299 mi
Key Largo
US-1 · Overseas Highway
- 03161 mi
Miami
US-1 north
- 04300 mi
Vero Beach
Florida · Treasure Coast
- 05425 mi
Daytona Beach
Florida
- 06514 mi
Jacksonville
End of the US-1 leg · turn northwest
- 07680 mi
Tifton
Georgia
- 08859 mi
Atlanta
Georgia
- 09977 mi
Chattanooga
Tennessee
- 101,111 mi
Nashville
Tennessee
- 111,247 mi
Paducah
Kentucky
- 121,420 mi
St. Louis
Missouri
- 131,632 mi
Kirksville
Missouri
- 141,785 mi
Des Moines
Iowa
- 151,983 mi
Sioux City
Iowa
- 162,069 mi
Sioux Falls
South Dakota
- 172,312 mi
Fargo
North Dakota · last stop before Canada
- 182,533 mi
Winnipeg
Manitoba
- 192,666 mi
Brandon
Manitoba
- 202,843 mi
Yorkton
Saskatchewan
- 213,048 mi
Saskatoon
Saskatchewan
- 223,219 mi
Lloydminster
Alberta / Saskatchewan line
- 233,374 mi
Edmonton
Alberta
- 243,590 mi
Valleyview
Alberta
- 253,737 mi
Dawson Creek
Alaska Highway Mile 0 · longer days from here
- 264,019 mi
Fort Nelson
British Columbia
- 274,338 mi
Watson Lake
Yukon · Sign Post Forest
- 284,611 mi
Whitehorse
Yukon
- 294,998 mi
Tok
Alaska · first town over the border
- 305,201 mi
Fairbanks
Start of the Dalton Highway
- 315,455 mi
Coldfoot
Dalton Highway · just past the Arctic Circle
- 325,697 mi
Prudhoe Bay / Deadhorse
The finish · northernmost road in North America
How to contribute
When a fundraiser is live, this page will carry direct donation links to each participating nonprofit — your gift goes to them, not through us. Until then, the most useful thing you can do is follow the adventures and share them: visibility is the whole engine.
Support the mission gives directly to Keys AHEC · Keys Kids Health Centers