Saturday October 31st, 2020 Directions
Ride Website

Additional Ride information can be found at

Milton Community Center
5629 Byrom Street
Milton, FL US 32570

October 31, 2020 
Milton Community Center Milton, FL OR Virtually! 
7:30 A.M.

October is a great time to get outside, enjoy the cooler temperatures, reconnect with nature, and enjoy all that life has to offer. Big Brothers Big Sisters of Northwest Florida, along with the West Florida Wheelmen Bicycle Club present the annual Fenner Ride on Saturday, October 31, 2020.

Early Registration is HAPPENING NOW through October 16th at 11:59 pm. and tickets are $45 for in-person or virtual.

After October 16th, tickets will be $55 for in-person or virtual.

Proceeds from this event to benefit Big Brothers Big Sisters of Northwest Florida.

Virtual Fenner Ride 2020

Due to Covid-19, we have added a virtual ride option to allow riders to participate on their own time from anywhere in the world! 

For those who live locally but would prefer to participate away from the crowd, you can sign up for the virtual ride option and receive the map you need for the mileage you select. You will head out to the trail and complete the ride at your own pace. Afterwards, you will submit your time through RunSignUp. You still receive a t-shirt, medal, and all the swag!

For those not in the area who would like to participate and support Big Brothers Big Sisters of Northwest Florida, you can select the virtual ride option and ride your favorite trail for an equivalent length of miles and log your time. You will receive a t-shirt, medal, and swag by mail. 

Virtual registration includes: Swag bag, t-shirt and medal for all participants. Online registration will close on 10/29 at 11:59 pm.

In-person Fenner Ride 2020

In person registration includes: event giveaways, fully supported rest stops, limited sag support, a post-ride meal, great prize opportunities, a t-shirt and medals for all participants. Online registration will close on 10/29 at 11:59 pm.

Day-of-ride registration begins at 6:30 a.m. The ride begins at 7:30 a.m. for those riding 100 miles only and 8 a.m. for all others. 

We will be observing social distancing and have precautions in place. The safety of our riders, volunteers, and staff is of utmost importance. 

When selecting the in-person ride option, please make sure you select the correct mileage you want to participate in; 18 mile family fun, 42, 62 or 100 mile century ride. 

What is Fenner Ride?

A bike ride takes cyclists from the historic city of Milton, all the way to the woodlands of the Blackwater Forest, and back again. Along the way, the winding course gives a unique chance to experience Northwest Florida’s native wildlife, natural environments, and beautiful scenery. A ride for all cycling levels, you choose 18, 42, 62, or 100 miles. All routes are the same peaceful nature experience and is part of the Beaches to Woodlands Tour that occurs in Santa Rosa County, Florida each year. 

This cycling event is dedicated to the memory of Fenner McConnell and Matt Wantz. Both men were avid cyclists and former members of the West Florida Wheelmen. Dr. Fenner McConnell, a medical examiner for a four-county district in the Panhandle, was killed in 1998 by a hit-and-run driver as he rode his bicycle across the Bob Sikes Bridge, which connects Pensacola to Santa Rosa Island. Matt was tragically killed while working in a local bike shop.


Please contact Special Events Coordinator Felicia Rabb at or by phone at 850-433-5437

All in-person plans subject to change.

Ride Contact Info

If you have any questions about this Ride, click the button below.

Presenting Sponsor
Premium Sponsor
Course Directional Sign Sponsor
Virtual Sponsor
Rest Stop
Bronze Sponsor
In-Kind Sponsor

Milton Community Center
5629 Byrom Street
Milton, FL US 32570

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