
Organized in conjunction with our chosen charity, our 4-day cycling tour in 2026 will take us to the beautiful prefecture of Wakayama, May 28th to 31st.
Many previous participants keep coming back for the camaraderie, personal achievement, the scenery, and above all, to meet the kids in care for whom they are raising funds.

The approximate 500km ride will start in Maibara and end in Shin Osaka. The route will include flat rivers, ocean scenery but also mountain passes, so riders must be well trained.
You don't have to be an elite cyclist, it is not a race. Less experienced cyclists can do it but they must commit to training in the months prior. It is a challenging endurance ride and not without risk due to riding in a group, adverse road conditions, weather, and other unforeseen circumstances such as mechanical failure or illness/injury. Although every effort is made to use quieter roads, busy traffic will be encountered in parts.
Our corporate sponsors donate ¥200,000-¥1,000,000 or more with logos placed on our cycling kit and on our website & social media. A company can even sponsor a day of the ride with a dedicated jersey. Companies make a direct donation to our chosen charity, ensuring that it directly benefits kids in care.
In terms of personal trip costs, these usually range from Y120-150,000 and its associated items. This does not include transportation to the start and from the finishing point. KIWL makes no profit on the trip costs, we simply collect the expenses and distribute accordingly.
How To Apply
The 2026 ride applications are open in the month of January. Click below to apply:
Not Ready To Apply?
If you are not sure if the KIWL Classic is for you, we invite you to our information night on Wednesday January 21st 2026 7-9pm. You can hear more about the event, learn what it takes, and meet some veteran riders who have been there, done it, and bought the jersey!
Pre-registration is necessary, please register by clicking HERE. There is no cost, and we invite you to bring your own drinks & snacks.
Venue: Robert Half Japan, Tokiwabashi Tower, 24 2 Chome-6-4 Ōtemachi, Chiyoda City, Tokyo 100-0004. Access