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‘Bike 5 Cities’ – Frequently Asked Questions

Frequently Asked Questions


Q: What does it cost to participate?

A: It’s free, but please consider making a tax-deductible donation to Bike/Walk Central Florida, a 501 (c)(3) organization. Your donation will help BWCF advocate for more bike-friendly routes, provide bicycling and pedestrian safety education and work toward making bicycling and walking in Central Florida the norm.

Q: Can I register on the day of the ride?

A: The 28-mile loop has filled to capacity.  You can still participate in any of the shorter rides starting at the partner cities.  Here’s a link to the map if you’d like to explore the route on your own.  Bike 5 Cities route

About Bike 5 Cities 

Q: What are Ride Ambassadors?

A: Experienced cyclists who escort riders throughout the rides, provide assistance and have fun along the way. Laughing at their jokes is encouraged, but not required.

Q: How do I get my FREE t-shirt?

A: The first 300 people to register for the Bike 5 Cities 28-mile ride will receive a t-shirt. Pick up your shirt at the event table at the start of the ride.

Bike 5 Cities – 28-mile ride support

Q: Should I bring my own water and snacks?

A: You can, but water and refreshments will be provided at each city’s stop along the route. If you’d like to share your mother’s famous cookies, please bring enough for everyone.

Q: What if I don’t want to ride the entire 28-mile loop?

A: It’s up to you how far you ride. Route maps will be provided. We suggest riding from a specific, family-friendly site if you want to do a shorter ride. However, if you plan to do the entire 28-mile ride and bonk along the way, you’ll need to make arrangements (UBER??) to get back to your car.

Q: What happens if I am injured on the route? What if I get a flat tire on the ride or my bike malfunctions?

A: We aim for a safe ride for all. The ride is supported along the entire route by our Ride Ambassadors, and we will provide assistance as fast as possible.

Mechanics will be available to offer assistance. If you get a flat or your bike has a boo-boo, we’ll help you repair it. If we can’t do a quick repair, we’ll have a “broom wagon” to pick up you and your bicycle.

Q: Can I ride at my own pace?

A: Of course! The Bike 5 Cities 28-mile ride is planned at a slower, cruising speed (3 ½ hours to finish 28-miles with breaks). If you want to ride a shorter distance or take it even slower, we recommend the family-friendly rides. Maps will be available for the entire route and for the individual city routes if you prefer to go it alone. Click here for the 28-mile route map.

Q: Is the route well-marked?

A: The routes will not be marked, mainly because we don’t want to spray paint these nice bike trails. Ride Ambassadors will accompany the riders, and these are no-drop rides, meaning no one gets left behind. If you don’t have GPS, you can print the route maps from our web page. A SAG phone will ring to our mechanic if you need support during the 28-mile loop.

About Bike Orlando, Bike Winter Park, Bike Maitland, Bike Casselberry and Bike Eatonville

Q: Can you tell me about the events at each city?

A: Orlando, Winter Park, Casselberry, Maitland and Eatonville will each host their own family-friendly, fun rides and events as part of Bike 5 Cities. The shorter bike rides will roll out after the 28-mile group ride goes through each city. The event activities and approximate distance for each unique city ride vary by location (see below).


Bike Orlando

Lake Druid Park, 899 Coy Drive, Orlando, FL

Pitstop only: 8:30 am

Families are encouraged to come out and check out Lake Druid Park’s Urban Mountain bike park with a pump track, junior pump track and single-track trail.  The park also features a fenced dog run and community garden.

Distance: Your choice!  All onsite at the park!


Bike Winter Park Event & Ride

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

Event: 8:00 am-noon , Bike Ride Starts 9:00 am

Ride distance: 5.5 miles (out-and-back can be shortened)

Bike Winter Park Route Map

Winter Park activities: The city of Winter Park will have family-friendly activities for all with free refreshments, bicycle safety information and helmet giveaways.


Bike Casselberry Event & Ride

Wirz Park, 806 Mark David Blvd., Casselberry

Event: 9:00 am-noon, Bike Ride Starts: 10:00 am

Ride distance: 3.7 miles (out-and-back can be shortened)

Bike Casselberry Route Map

Casselberry activities: In conjunction with Bike 5 Cites, the city of Casselberry will host a bike rodeo with bike skills training, giveaways of bike helmets, locks and accessories, a chance to win a free bike, refreshments including free smoothies to everyone riding to the event.


Bike Maitland Event & Ride

Maitland Community Park, 1400 Mayo Ave., Maitland

Event: 10:00 am – 12:30 pm, Bike Ride Starts: 10:30 am

Ride distance: 4.3 miles (police-escorted on neighborhood roads)

Bike Maitland Route Map

Maitland activities: The city of Maitland will host a celebration of bicycling in the community. There will be food, fun, entertainment, free bicycle helmets and more.  The Maitland Police Department will host a helmet giveaway as well as Midland Fire Department will give away bicycle accessories. Food and fun will be in abundance. For more information on specific Maitland activities click here.


Bike Eatonville Event & Ride

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

Event: 9:00 am – 1:00 pm  Bike Ride Starts: 11:00 am

Ride distance 2.5 miles (police-escorted on neighborhood roads)

Bike Eatonville Route Map

Eatonville activities: In conjunction with Bike 5 Cites, the city of Eatonville will host a shorter ride and host a stop for the full Bike 5 Cities riders with refreshments.


Q: Can I volunteer?

A: Absolutely! You’ll have a blast and be our new BFF! Contact Lisa Portelli at 407-961-9225‬ or [email protected]

Q: What will volunteers do?

A: Volunteers are needed at the start, along the route at the city locations and at the finish. Tasks might include handing out t-shirts, water or refreshments; helping with set-up or clean-up, showing people where to go.

The Nitty Gritty 

Q: What if it rains?

A: You’ll get wet if the rain comes after the event has started. But if the weather calls for thunderstorms, heavy rain, or raining cats and dogs, we will cancel the event.

Q: What kind of bikes are allowed on the “Bike 5 Cities” ride?

A: Any kind that can be ridden on paved surfaces. But no children’s tricycles, please. Children under six or those who can’t ride a bicycle can still participate in other family-friendly activities at the individual city sites. Children bike trailers and seats are allowed.

Q: Do I have to wear a helmet?

A: Helmets are mandatory. If you don’t have and can’t afford a helmet, please contact Bike/Walk Central Florida at 407-636-5606 or [email protected], and we’ll try to help you out.

Q: Can I bring my dog?

A: Sorry, no pets are allowed. Rover can nap or eat your shoes while you’re gone.

About the organizer

Q: Who is Bike/Walk Central Florida?

A: Bike/Walk Central Florida is a non-profit advocacy group that promotes walkable and bikeable communities through raising public awareness and advocating for safe, active transportation and recreation. For more information, check out our homepage www.bikewalkcentralflorida.org.

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