Bike 5 Cities

Bike 5 Cites. 5 cities. 1 ride. 28 miles.
Bike 5 Cities Presenting Sponsor FDOT Group Photo


Bike 5 Cities is an annual, inclusive, 28-mile bike ride to show people of all ages and bicycling abilities where they can comfortably ride in Winter Park, Eatonville, Maitland, Casselberry, and Orlando. The event takes place every fall and kicks off the Florida Department of Transportation’s Mobility Week in Central Florida!

There are THREE Ways to Roll:
     1) Small Group Guided Ride
     2) Self-Guided Ride
     3) Family-Friendly Ride

In 2020, Bike 5 Cities added COVID-19 safety guidelines, such as setting a registration limit, spreading out the starting locations, staggering the start times, offering guided, small group rides and restricting the self-guided ride spots. Participant feedback showed that riders loved the choice of small group guided or self-guided rides, so Bike 5 Cities will continue that ride format moving forward. Plus, in 2021 we added a five-mile, family-friendly ride!

For more details on how the Bike 5 Cities event operates see our FAQ:




No need to wait until the next event, ride the Bike 5 Cities route on your own now!

There are multiple ways to ride the route:

Turn-by-turn directions utilize the app Ride With GPS. To utilize the turn-by-turn directions you must download the app as the map within your phone’s web browser will not be sufficient.


Or use one of the turn-by-turn cue sheets from each start city:


Bike 5 Cities
Bike 5 Cities 2021 Map


Sponsorship Opportunities

If your organization is interested in sponsorship opportunities for the fall 2022 Bike 5 Cities, please contact Emily Hanna at [email protected]

2021 B5C Sponsors

If you have further questions about this ride, contact us at [email protected]