Bike5Cities 2020

 New Date, Same Great Ride

Bike/Walk Central Florida Board Members at 2018 Bike 5 Cities

Join Bike/Walk Central Florida for the annual Bike 5 Cities  ride event with stops in Winter Park, Eatonville, Maitland, Casselberry, and Orlando. Bike 5 Cities ride event is rescheduled for Saturday, October 3, 2020. Ride Registration opens on  Friday, August 21.

Give us your email so you can be the first to know when registration opens! 

All About Bike 5 Cities

Bike 5 Cities 2019

Who: Riders of any age, experience or ability level. It’s for those who like to take it slow while discovering where to comfortably ride their bikes — whether it’s through a neighborhood, down a local trail, or to a shop, restaurant and park in one of the five cities. 

What: Bike 5 Cities Ride is a 28-mile regional bike-ride that advances equity through better transportation options; improves safety by teaching people of all abilities and ages how to use routes safely; enhances local economies by bringing bike “traffic” to businesses; and builds public support for connecting bike routes throughout Central Florida. It’s modified this year to be Covid-safe. Click for full 2020 route.

When and where: Saturday, October 3, 2020. Select your start city when registering.

This years’ Bike 5 Cities ride will be conducted in small groups of no more than 10 riders who will head out on the course with a volunteer Ride Leader to show them the way. Other Covid-safe measures — such as requiring masks at all stops, keeping six-feet from riders at stops, riding at least 20-feet behind the rider in front of you — are being put in place to accommodate social distancing.  You will leave from the City of your choice, with 15 minute increments between groups, to help keep you separated.    Rest stops with refreshments will be open from 8:00 a.m. – 2:00 p.m. in all 5 cities. Please see our FAQs for a list of other steps organizers are taking for a Covid-safe ride. 

Registration: Registration will open on Monday, August 17, 2020.   For the small group escorted ride with an experienced Ride Leader, the registration fee is $20 per rider. It includes a t-shirt, refreshments, rider leader escort, and ride support.

For those comfortable riding on your own, the unescorted Bike 5 Cities ride registration fee is $15 per rider. You’ll pick up your t-shirt and map at the city location you select when registering. The good news is the Bike 5 Cities 28-mile route will be marked just for you.  Plus, the five city rest stops will be open from 8:00 a.m. – 2:00 p.m, offering refreshments, bike support, and a place for you to refuel, recharge or relax as long as you like.  

RIDE ROUTE IS CLOCKWISE THIS YEAR. Based on your feedback, the Bike 5 Cities 28-mile route will run clockwise this year. The majority of the small group escorted ride will start at Mead Garden in Winter Park, with the first stop at the town of Eatonville and then ride to Maitland, Casselberry, Orlando, and wrap up at the starting point, Mead Garden. 


Bike 5 Cities Needs You  

Looking to sponsor the event?

Join the great local businesses who have been part of Bike 5 Cities’ success over the last three years. Inquire on how you can get your name in front of hundreds of local riders, city planners, elected representatives, your mayor and more!

View Sponsorship Package

Want to volunteer?

Bike 5 Cities will need plenty of volunteers leading up to, and during the event. We need people to help organize and deliver registration materials, help mark the course, pass out shirts to riders, and be a ride leader or ride marshal.

Be a Ride Leader!

Are you an experienced cyclist familiar with riding on Central Florida roads? Do you enjoy sharing your love of bicycling with others? Then Bike 5 Cities needs you! This year’s Bike 5 Cities will need more Ride Leaders due to the new Covid safe format with small groups of no more than ten riders. Each group will be accompanied by a volunteer Ride Leader (that could be you!). The Ride Leader will escort the small group along the entire 28-mile route. Ride Leaders will preview the course with our Bike 5 Cities director before October 3 to ensure they are familiar with the course. Please contact Lisa Portelli at [email protected] if you are interested in volunteering as a Ride Leader.   

View Ride Leader Info

We need you. Contact Emily Hanna at [email protected].

Ways to Explore 

At Bike/Walk Central Florida, our mission is to help make biking and walking an everyday activity. That is why we’ve provided you with fast, simple access to maps and resources to make exploring easier. 

  Bike 5 Cities Route (Google Map) Bike 5 Cities Route (Ride with GPS)  
  Local Trail Information & Maps Bicycle Safety Resources  

Bike 5 Cities 

Bike 5 Cities started as a simple idea to create a bike-friendly route through the Orlando metro area to show people where they can ride comfortably. As the ride’s popularity skyrocketed, it has turned out to be an advocacy asset in the movement to push for more bike-friendly infrastructure in not only the 5 cities but throughout Metro-Orlando. Because Bike/Walk Central Florida is an advocacy organization, the Board and staff uses the Bike 5 Cities route map to remind public officials, local leaders and residents that people want safe, accessible places to ride their bike whether it’s in their neighborhood, over to a friend’s house, to work, or down a trail.  Hear from Bike 5 Cities architect, Lisa Portelli.

Bike 5 Cities in Pictures

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See more on Flickr


5 Unique Cities – 1 Exceptional Ride

Mead Botanical Garden, 1500 S Denning Dr., Winter Park

Mead Botanical Garden is a 48-acre urban oasis located in the heart of beautiful Winter Park.  The park has a community garden, an amphitheater, quiet nature trails, and a bicycle trail that wraps around the northern border and connects to the Orlando Urban Trail. 

Eatonville Town Hall, 307 E. Kennedy Blvd., Eatonville

The Town of Eatonville claims Central Florida’s most comfortable communities to ride a bicycle. A ride through the historic downtown, on one hand, takes you back to the Harlem Renaissance, on the other hand, you can see how much the Town has invested into complete streets: wide sidewalks, raised crosswalks, slow speed limits. Visit Florida calls it a “cultural gem.” 

Maitland Community Park, 1400 Mayo Ave., Maitland

Maitland offers residents a suburban feel, just a few miles away from downtown Orlando. Visitors say Maitland Community park is a great place to go and experience nature and try out their trails.  Recently, Maitland has invested in great bike trails and way-finding signs.

Wirz Park, 806 Mark David Blvd., Casselberry

Enjoy a family-friendly route partially along the Casselberry Greenway Trail, taking you to Carriage Hill Drive and then to Wirz Park via Zinnia and Wilshire. Wirz Park is a 29-acre park has a pool, playground, basketball court, and picnic area. Casselberry was the first city in Florida to adopt a healthy community component into their comprehensive plan.

 Lake Druid Park, 899 Coy Dr., Orlando

Come and enjoy Orlando’s Lake Druid urban mountain bike park with a pump track, junior pump track and single-track trail, a fenced dog run, and a community garden. Orlando is working diligently to close the gaps of their bicycle beltway to connect all parts of the City Beautiful with bike trails.