The Fiendish Fortymile (formerly The Hellion’s Metric Half-Century) takes you on a trip along the San Mateo County coastline where you’ll be treated to spectacular views of the Pacific Ocean and get off the beaten path to explore the peaceful and picturesque countryside.

With a moderate elevation gain of 2510′, this ride is geared towards intermediate/advanced cyclists looking for an exhilarating, scenic and fun medium-distance ride. Riders under 18 must be accompanied by a parent or guardian.

For 2019, all three of our road ride routes have been updated and are now better than ever with a scenic detour through the peaceful, winding backroads of Half Moon Bay.


If you don’t feel comfortable riding in a tighter section of Highway 1, we encourage you to take our free shuttle, which will allow you to bypass the 2.4-mile stretch of Highway 1 North between Montara and the Lantos Tunnels (please see map below).

We’ll be running two vans, equipped with bike racks all morning, but please be aware that there may be up to a 20 minute wait between shuttles depending on the amount of traffic on Highway 1, which is beyond our control. This will not only provide a nice break to enjoy snacks and drinks, but also give you an opportunity to catch up with your fellow riders and our amazing PARCA volunteers!”

If you opt to ride the entire way, your total route length will be 42.4 miles.

Check our Early Packet Pick-Up & Event Day page for starting times and additional details. You can also follow us on Twitter, Facebook and Instagram.

If you have specific questions about the course, please email us at or use the Contact Us form below.


  • Routes are subject to change based on CalTrans and local government requirements and/or weather conditions.