• Early registration is $45 until 10/18/17
  • Late registration is $55
  • Registration includes: fully supported rest stops, limited sag support, post-ride meal, great prize opportunities, option to purchase event jersey, and special event giveaway.
  • $55.00 late registration (10/18 at 11:59 PM US/Central through 10/20 at 5:00 PM US/Central)  Registration includes: fully supported rest stops, limited sag support, post-ride meal, and great prize opportunities.


We are very pleased and proud to announce our 2017 events including our “Out-Of-State Invitational” Fenner Ride in Milton, Florida.  We hope to inspire surrounding states to start up their own Series, to introduce our Alabama Rides to our Florida neighbors, and to ramp up numbers for this established event which benefits Big Brothers Big Sisters of Northwest Florida.  Success will mean we’ll be looking at a new out-of-state ride to feature from now on as a one-time invitation. And, yes, Centurion medals will be awarded!


October is a great time to get outside, enjoy the cooler temperatures, reconnect with nature, ride through the beautiful Blackwater State Forest, and enjoy all that life has to offer. Big Brothers Big Sisters of Northwest Florida proudly presents the FENNER RIDE. The 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. A ride for all cycling levels, you choose 18, 40, 62, or 100 miles. All routes are the same peaceful nature experience and is part of the Beaches to Woodlands Tour that occurs in Santa Rosa County, Florida each year. The Beaches to Woodlands Tour was launched in 2003 and there is no other annual celebration like it in the region. Proceeds of the event go to Big Brothers Big Sisters of Northwest Florida. Big Brothers Big Sisters helps local children reach their potential through professionally supported one-to-one relationships with measurable impact. It is our hope to provide successful mentoring relationships to all children who need and want them, contributing to better schools, brighter futures, and a stronger community for all.

-Paula Shell


Click the links below to view maps of the routes:

Century Ride (100 miles) Map

Metric Ride (62 miles) Map

42-Mile Map

RIDE WITH GPS Coming soon!

100, 62, 42, and 18-mile options through the Blackwater State Forest. A portion of the ride will be on the Blackwater State Heritage Trail (selected as one of Florida’s most scenic greenways). The 100/62/42-mile routes include some challenging hills, while the 18-mile is entirely on the rails to trails. All routes include rest stops and a well-marked course. Limited on-route sag support will be available. No map required for 18 mile course.


FRIDAY, October 20th – Pre-registration & Packet Pickup at Academy Sports 12 noon-7 pm –7171 N Davis Hwy, Pensacola, FL. – Stop by today and be eligible to win one of four $50 Academy Sports gift cards!

SATURDAY – RIDE DAY! – Registration begins at 6:30 am.  Ride starts at 7:30 for century riders/ 8:00 start for all other riders.  GUY THOMPSON COMMUNITY CENTER  5629 Byrom St, Milton, FL  (From Hwy. 90 West, turn left onto Stewart Street (SR 87). Go 0.6 miles to Park Avenue. (Milton High School and an airplane on the corner). Turn left. Go 0.10 miles and turn right onto Byrom St. (behind Milton High School). Go 0.6 miles to Milton Community Center on the left.)


You can see recommended Milton, FL. motels here.

Camping?  Here’s the info you need.



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