Fenner Ride 2026
- Date Sat 24th October 2026
- Time 8:00AM CDT
- Location Milton, Florida
- Price $59.30 - $64.60
- Races 4 races
- Distances Ultra
Event summary
Get ready for an exhilarating cycling experience at the Fenner Ride 2026, taking place on Saturday, October 24, 2026, in beautiful Milton, Santa Rosa! This annual event, hosted at the Clyde L. Gracey Community Center, invites riders of all levels to enjoy the stunning landscapes of Northwest Florida as they pedal through the woodlands of the Blackwater Forest. Participants can choose from a variety of race distances, including an 18-mile Family Fun ride, 44.6 miles, 64.5 miles, or the challenging 100.3-mile century ride, making it a perfect day for cyclists of all abilities.
Join fellow cycling enthusiasts for a day filled with camaraderie, nature, and fun, all while supporting a great cause—proceeds from the event benefit Big Brothers Big Sisters of Northwest Florida. Registration is open until the day of the event, with day-of registration starting at 6:30 A.M. Don’t miss out on the chance to receive a t-shirt and enjoy event giveaways, fully supported rest stops, and a delicious post-ride meal from Sonny's BBQ. Whether you're a seasoned cyclist or a family looking for a fun day out, the Fenner Ride promises an unforgettable experience in the
Join fellow cycling enthusiasts for a day filled with camaraderie, nature, and fun, all while supporting a great cause—proceeds from the event benefit Big Brothers Big Sisters of Northwest Florida. Registration is open until the day of the event, with day-of registration starting at 6:30 A.M. Don’t miss out on the chance to receive a t-shirt and enjoy event giveaways, fully supported rest stops, and a delicious post-ride meal from Sonny's BBQ. Whether you're a seasoned cyclist or a family looking for a fun day out, the Fenner Ride promises an unforgettable experience in the
Organiser's Description
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 300 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 Thursday, October 22nd from 8 AM- 6:30 PM. If you are unable to make it that day, you are welcome to visit our office during regular business hours, Monday through Friday, from 8:00 AM to 5:00 PM, through November 9.
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 Floridas 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.
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 300 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 Thursday, October 22nd from 8 AM- 6:30 PM. If you are unable to make it that day, you are welcome to visit our office during regular business hours, Monday through Friday, from 8:00 AM to 5:00 PM, through November 9.
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 Floridas 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.
Races
-
Fenner Ride: 18 Mile Family Fun Ride
Incl. $4.30 Fee & T-Shirt
Sat 24th October 2026 (8:00AM CDT)
$59.30
CLOSEDThe 18-Mile Ride is the perfect just right distance long enough to feel accomplished, but approachable for riders of all experience levels. Every mile matters as we ride together in support of a great cause, all while enjoying the beautiful scenery of the Blackwater Heritage State Trail. This route is ideal for an easy-paced hour ride, whether youre joining with friends, family, or riding solo. Smooth pavement, shaded stretches, and a relaxed atmosphere make these 18 miles fly by faster than you think. Its not about speed its about showing up, having fun, and making an impact one mile at a time. Map Link: https://ridewithgps.com/routes/40676558 -
Fenner Ride: 44.6 Mile Ride
Incl. $4.30 Fee & T-Shirt
Sat 24th October 2026 (8:00AM CDT)
$59.30
CLOSEDWant a little more challenge? The 44-Mile Ride is the perfect middle-ground for riders looking to push themselves while still enjoying the journey. This route gives you more time to settle into your ride, enjoy the scenery, and feel that rewarding sense of accomplishment as every mile counts toward supporting a great cause. Whether youre training for longer rides or simply ready to level up from the shorter route, 44 miles is a challenge worth taking. Map link: https://ridewithgps.com/routes/44931448 -
Fenner Ride: 64.5 Mile Ride
Incl. $4.60 Fee & T-Shirt
Sat 24th October 2026 (8:00AM CDT)
$64.60
CLOSEDLooking for more than just a challenge? The 64.5-Mile Ride is designed for advanced riders ready to push into high gear and take on longer distances, and uphill battles along the way. This route tests endurance and determination while rewarding riders with beautiful scenery, open roads, and an unforgettable ride experience. Whether youre chasing a new personal milestone or simply love the thrill of a demanding ride, the 64.5-mile route offers the perfect balance of intensity, accomplishment, and adventure. Every climb is worth it when you cross the finish line knowing you conquered the miles for a great cause. Map link: https://ridewithgps.com/routes/44523458 -
Fenner Ride: 100.3 Mile Century Ride
Incl. $4.60 Fee & T-Shirt
Sat 24th October 2026 (8:00AM CDT)
$64.60
CLOSEDReady for the ultimate test? The 100.3-Mile Century Ride is the longest and most demanding route of the event built for advanced riders ready to go the distance. With challenging climbs, long stretches of road, and a required finish time of 4:00 PM, this route is designed for experienced cyclists prepared to maintain a strong pace throughout the day. But this ride is about more than reaching the finish line its about the journey along the way. Riders will experience beautiful scenery, moments that push both physical and mental endurance, and the rewarding feeling of conquering every mile one pedal stroke at a time. Whether this is your first century ride or another milestone in your cycling journey, the 100.3-mile route offers an unforgettable experience from start to finish. Map Link: https://ridewithgps.com/routes/40678279
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Clyde L. Gracey Community Center, 5629 Byrom Street, Milton, 32570, FL, United States
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