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Fenner Ride Santa Rosa County

Santa Rosa County

Save the Date: October 24, 2026!

 

Set in beautiful Santa Rosa County, our annual Fenner Ride will take place on Saturday, October 24th. Riders will begin in the historic city of Milton and travel through the scenic woodlands of Blackwater Forest, experiencing Northwest Florida's native wildlife, natural surroundings, and breathtaking views along the way. With route options for every level, 18, 44, 64, or 100 miles, there's something for everyone, from casual riders to seasoned cyclists. Each route offers a peaceful, nature-filled journey, and the Fenner Ride is proudly part of the annual Beaches to Woodlands Tour in Santa Rosa County. 

 

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. This event is dedicated to both men, to carry on their memories.

Want to get involved?

Information on how to register for this ride will be released in the coming weeks. For more details on this event or Sponsorship Opportunities, please contact our President & CEO, Paula Shell at pshell@bbbsnwfl.org.

Click here to become a sponsor!

About the blackwater heritage trail

The more than nine miles of paved trail offer an enjoyable trip through a quaint North Florida town and out into the countryside where wooden bridges cross several creeks and native wildflowers dot the landscape.

Designated as a National Recreation Trail and part of Florida's State Greenways and Trails System, this paved trail is the perfect venue for biking, running, walking and skating, along with picnicking and bird-watching activities.

The trail extends eight miles north to join the U.S. Navy's 1.5-mile Military Heritage Trail, which ends at the Naval Air Station Whiting Field.

Read more about the fascinating history surrounding the Blackwater Heritage Trail.

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2025 Fenner Ride

2024 Fenner Ride

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