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.

Riding for Charities logo

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.

  1. 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.

  2. 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.

  3. 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.

  4. 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.

  5. 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.

Keys AHEC logo

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

Riding for Charities logo

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.

  1. 01

    Key West

    US-1 Mile 0 · departure July 1, 2027

    0 mi
  2. 02

    Key Largo

    US-1 · Overseas Highway

    99 mi
  3. 03

    Miami

    US-1 north

    161 mi
  4. 04

    Vero Beach

    Florida · Treasure Coast

    300 mi
  5. 05

    Daytona Beach

    Florida

    425 mi
  6. 06

    Jacksonville

    End of the US-1 leg · turn northwest

    514 mi
  7. 07

    Tifton

    Georgia

    680 mi
  8. 08

    Atlanta

    Georgia

    859 mi
  9. 09

    Chattanooga

    Tennessee

    977 mi
  10. 10

    Nashville

    Tennessee

    1,111 mi
  11. 11

    Paducah

    Kentucky

    1,247 mi
  12. 12

    St. Louis

    Missouri

    1,420 mi
  13. 13

    Kirksville

    Missouri

    1,632 mi
  14. 14

    Des Moines

    Iowa

    1,785 mi
  15. 15

    Sioux City

    Iowa

    1,983 mi
  16. 16

    Sioux Falls

    South Dakota

    2,069 mi
  17. 17

    Fargo

    North Dakota · last stop before Canada

    2,312 mi
  18. 18

    Winnipeg

    Manitoba

    2,533 mi
  19. 19

    Brandon

    Manitoba

    2,666 mi
  20. 20

    Yorkton

    Saskatchewan

    2,843 mi
  21. 21

    Saskatoon

    Saskatchewan

    3,048 mi
  22. 22

    Lloydminster

    Alberta / Saskatchewan line

    3,219 mi
  23. 23

    Edmonton

    Alberta

    3,374 mi
  24. 24

    Valleyview

    Alberta

    3,590 mi
  25. 25

    Dawson Creek

    Alaska Highway Mile 0 · longer days from here

    3,737 mi
  26. 26

    Fort Nelson

    British Columbia

    4,019 mi
  27. 27

    Watson Lake

    Yukon · Sign Post Forest

    4,338 mi
  28. 28

    Whitehorse

    Yukon

    4,611 mi
  29. 29

    Tok

    Alaska · first town over the border

    4,998 mi
  30. 30

    Fairbanks

    Start of the Dalton Highway

    5,201 mi
  31. 31

    Coldfoot

    Dalton Highway · just past the Arctic Circle

    5,455 mi
  32. 32

    Prudhoe Bay / Deadhorse

    The finish · northernmost road in North America

    5,697 mi

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