Disclaimer: We are promoting this event on behalf of a local chamber member. This event is not managed or sponsored by the Destin Chamber.
Get ready to ride! The 2025 Fenner Ride, proudly presented by Flora McConnell Hammond and Carolyn McConnell Reeder, is just around the corner. This scenic cycling event takes riders from the historic city of Milton, through the winding roads of Blackwater Forest and back again—offering a unique opportunity to experience Northwest Florida's native wildlife, peaceful natural environments, and beautiful scenery. With route options of 18, 44, 64, or 100 miles, there's a ride for every cycling level. Early registration is now open and includes event offering event giveaways, fully supported rest stops, limited SAG support, a post-ride meal, exciting prize opportunities, and a commemorative t-shirt for all participants. Registration is $45 for the 18 and 44 mile routes and $50 for the 62 and 100 mile routes. Prices increase by $5.00 after Oct. 10, at 11:59 p.m., so be sure to sign up early.
This annual event is held 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.
