
Fenner Ride 2026 is a road cycling race on October 24, 2026 in Milton, FL, with entry fees from $45 to $50.
From the Organizer
Saturday, October 24, 2026
Clyde L. Gracey Community Center
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 and the West Florida Wheelmen present the annual Fenner Ride on Saturday, October 24, 2026. All proceeds benefit Big Brothers Big Sisters of Northwest Florida.
Fenner Ride 2026 Information:
Registration will be open until October 24th!
Make sure when registering to select the correct mileage you want to participate in 18-mile family fun, 44.6, 64.5, or 100.3 -mile century ride!
All participants who register by October 1 will receive a t-shirt. Sizes are subject to availability at packet pickup, and changes cannot be made onsite.
Registration includes: event giveaways, fully supported rest stops, limited sag support, a post-ride meal provided by Sonny's BBQ, great prize opportunities, and a t-shirt for all participants.
Day-of-ride registration begins at 6:30 A.M. Day of registration does not guarantee a t-shirt.* This year there will be a staggered start. 100.3 mi riders begin at 7:30 A.M., 64.5 mi riders begin at 7:40 A.M., 44.6 mi riders begin at 7:50 A.M., and all other riders at 8 A.M.
Online registration will close on Friday, October 23 at 3:00 PM. In-person registration will be available at the Big Brothers Big Sisters office from 3:00–6:00 PM, with day-of registration beginning at 6:30 AM at the Clyde L. Gracey Community Center.
Packet Pick-Up Information:
Packet pick-up will be at the home of Big Brothers Big Sisters of Northwest Florida located at 1320 Creighton, Pensacola, FL 32504. Packet pick-up is on Friday, October 23rd from 10 AM- 6:30 PM.
This will be a drive-thru pick-up. Please do not exit your vehicle. As you enter our parking lot, you will veer to the left and circle the building. Stop at the open garage doors to get your items. As you exit, please be cautious as it is a tight turn to not hit the building. You may also register and pick up your packet on the morning of the ride starting at 6:30 am.
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.
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.
Questions?
Please contact bbbs@bbbsnwfl.org or call 850-433-5437 or visit us at 1320 Creighton Road Pensacola Florida.
Events
Weather
It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.
Typical High
80°
Typical Low
55°
Based on US Climate Normals data from Whiting Field Nas South, 3 mi from the venue.
Host City
City Elevation
149 ft
Nearest Airport
PNS
Pensacola International Airport · 13 mi
Time Zone
Central Time
From Endurance Grid
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From Endurance Grid
Endurance Grid is here to help you understand the sport, decide if it’s the right fit, and learn how to prepare. For course distances, logistics, and race-day specifics, always defer to the race organizer’s event page.
Road cycling rewards pacing judgment and consistent time on your bike more than raw power. If you already ride regularly and can comfortably ride a few miles, you have a good starting base for most beginner-friendly events.
Built around sustained effort on a bike, exploring cities on the open road. Beginner distances create a great entry point into endurance sports.
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Fenner Ride 2026
Oct 24, 2026