News & Media

About Bike 5 Cities

Bike 5 Cities is a bike ride unlike any other. What started out simply as an idea to create a bike-friendly map through the heart of five-connected urban cities and show people where they can ride comfortably, turned out to be a valuable advocacy tool in the movement to push for more bike-friendly infrastructure.

The Bike 5 Cities route map now serves as a tool to heighten awareness towards places that need safer connections, while celebrating the comfortable places to ride whether you’re only eight or pushing eighty.

The cities hosting ride pit stops along the 28-mile route pull out the welcome mat for the Bike 5 Cities riders – with greetings from local elected officials, restorative refreshments, and mini-rides for residents in and around the neighborhoods.

For media questions, please email Barbara Giles at [email protected]

Ride Information

Bike 5 Cities FAQs


Bike Winter Park
Bike Casselberry
Bike Maitland
Bike Eatonville
Bike 5 Cities 28-mile route (link to route with cues)



Riders can take a guided 28-mile tour or choose shorter rides

WHAT: ‘Bike 5 Cities’, a free, guided ride-along to discover bike routes and trails through Winter Park, Orlando, Casselberry, Maitland and Eatonville, is at capacity. 300 cyclists have signed up to ride the entire 28-mile loop, while others have signed up for shorter rides at event sites that offer family activities, snacks and refreshments.

WHEN/WHERE: Saturday, May 5, 2018

Bike 5 Cities Ride

Group ride through five cities, with rest stops at city events Mead Botanical Garden, 1500 S. Denning Drive, Winter Park Bike Ride Start Time: 8:00 am 

Bike Orlando Event & Ride

Lake Druid Park, 899 Coy Dr., Orlando

Event: 8:30 am – noon

Unguided ride in Orlando’s urban mountain bike park @ 8:30 am

Bike Winter Park Event & Ride

Cady Day Pool/Trailhead, 2525 Cady Way, Winter Park

Event: 9:00 am – noon

Bike Ride Starts (5.5-mile ride): 10:00 am

Bike Casselberry Event & Ride

Wirz Park, 806 Mark David Blvd., Casselberry

Event: 10:00 am – noon

Bike Ride Starts (3.7-mile ride): 10:00 am

Bike Maitland Event & Ride

Maitland Community Park, 1400 Mayo Ave., Maitland

Event: 10:30 am – 12:30 pm

Bike Ride Starts (4.3-mile ride): 10:30 am

Bike Eatonville Event & Ride

Eatonville Town Hall, 307 E. Kennedy Blvd. Eatonville

Event: 10:00 am – 1:00 pm

Bike Ride Starts (2.5-mile ride): 11:00 am

HOW: For more information and to register, visit or call 407-636-5606 The event is free and open to all ages.

Bike helmets mandatory.


Press Releases (PDF)

05.02.18 Bike 5 Cities ride at capacity

05.03.18 Bike 5 Cities Traffic Alert