The Fenner Ride is held annually in memory of Dr. Fenner McConnell and Matt Wantz— both passionate cyclists and former members of the West Florida Wheelmen. Dr. McConnell, a medical examiner for a four-county district in the Panhandle, was tragically killed in 1998 by a hit-and-run driver while cycling across the Bob Sikes Bridge. Matt Wantz was fatally injured while working in a local bike shop.
In honor of Dr. McConnell, who was known for his signature bowties, participants are encouraged to wear a bowtie during the ride as a meaningful tribute. Whether you ride in memory, for the challenge, or for the cause, the Fenner Ride is a meaningful way to connect, reflect, and make a difference—one mile at a time.
Time is running out to take advantage of early registration rates for our annual 2025 Fenner Ride, presented by Flora McConnell Hammond and Carolyn McConnell Reeder.
Register now to lock in $45 for the 18 and 44-mile routes and $50 for the 62 and 100-mile routes. All registration prices will increase by $5 after October 10th at 11:59 p.m.
The ride takes place on Saturday, October 25th, starting at 7:30 a.m. at the Clyde L. Gracey Community Center in Milton. This beloved cycling event winds through the scenic roads of the Blackwater Forest and returns to Milton, giving riders a chance to enjoy Northwest Florida’s native wildlife, quiet landscapes, and stunning scenery.
With route options of 18, 44, 64, or 100 miles, there’s a ride for every cycling level.
All riders will enjoy event giveaways, fully supported rest stops, limited SAG support, a post-ride meal, exciting prize opportunities, and a commemorative t-shirt.
About Big Brothers Big Sisters
Big Brothers Big Sisters of Northwest Florida has been the area’s leader in one-to-one mentoring for 35 years by serving children ages 5 and beyond. Our mission is to create and support one-to-one mentoring relationships that ignite the power and promise of youth.
Our ultimate goal is for our Littles to be self-sufficient and earning a living wage by the age of 26. Last year, Big Brothers Big Sisters of Northwest Florida served 638 children in Northwest Florida.






















