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Local Rides & Clubs

Orlando, FL WEATHER

Rides and Events

Check this page often for updated listings of all types of cycling events in and around our area. Rides require, at minimum, an appropriate bike in good working order, water, and a helmet. We suggest a spare tube, energy food, maybe a little cash in case we stop, and your biggest smile! Many rides are held subject to weather. It's a good idea to confirm dates, time and any specific requirements, too. We'll see you out there — and have fun!

Upcoming Cycling Events

Some of these events require fund-raising to benefit charitable organizations. Call for further information.

June Bike Rides & Events

CF Training Ride 20/30

We are getting the band back together to ride CF 4 Life charity ride. The Event itself, is November 10, 2024. And will be offering 24, 37, 60, and 100 mile options. Link is posted below.

To get ready for the larger mile options we will ride one Sunday of every month. Meeting up at the Panera Bread at the Fashion Square Mall. We will also have two ride options, a 20 mile and a 30 mile. Both will ride together for a short time.

Ride expectations. We will be riding on the Cady Way Trail for the first 7-8 ish miles. 30 milers will turn to head to the neighborhood that takes us to Eagles Circle in Casselberry. 20 milers will continue 2 more miles on the trail before turning around. Pace while on the paved trail we will be rolling around 15. Once on the road we will pick up the pace to between 16-20. Depending on the group, elevation changes, wind directions. 

This is gonna be fun! See ya there!

Join or Help by Donating to Our KBS CF Team Now


KBS Ride to Critical Mass

We are closing the store an hour early to ride from the shop to the Critical Mass start. We usually only do the one lap and stop in the Milk District for some post ride beverages and snacks. Don't have a bike? No problem! We have a fleet of 6 green cruisers. Limited availability. Make sure you reserve yours soon!

Meet at Kyle's Bike Shop

Critical Mass: Last Friday of Every Month

April Orlando Critical Mass! 
Orlando Critical Mass is Orlando's largest monthly bicycle ride which takes place EVERY LAST FRIDAY

All skill levels welcome, no gasoline powered transportation. Bring lights and helmet if you got them.

  • WHEN: Friday, June 28, 2024
  • TIME: Meet at 6:30 PM - Ride at 7:00 PM
  • LOCATION: Loch Haven Park

Click Here For More Details

July Bike Rides & Events

KBS Urban Assault: Every First Tuesday of the Month

Join us for this month's Tuesday night Urban assault. All bikes welcome, with many stops at cool places to session. Helmets and lights are a must! 

Meet at Kyle's Bike Shop

CF Training Ride 20/30

We are getting the band back together to ride CF 4 Life charity ride. The Event itself, is November 10, 2024. And will be offering 24, 37, 60, and 100 mile options. Link is posted below.

To get ready for the larger mile options we will ride one Sunday of every month. Meeting up at the Panera Bread at the Fashion Square Mall. We will also have two ride options, a 20 mile and a 30 mile. Both will ride together for a short time.

Ride expectations. We will be riding on the Cady Way Trail for the first 7-8 ish miles. 30 milers will turn to head to the neighborhood that takes us to Eagles Circle in Casselberry. 20 milers will continue 2 more miles on the trail before turning around. Pace while on the paved trail we will be rolling around 15. Once on the road we will pick up the pace to between 16-20. Depending on the group, elevation changes, wind directions. 

This is gonna be fun! See ya there!

Join or Help by Donating to Our KBS CF Team Now


Tour De Femme Road Ride / Watch Party

Join Us at Smoke and Donuts for the Tour De Femme watch party, whoot whoot! Let's get together for a ladies social paced 30 miles road ride. Enjoy brunch after, along with a post ride watch party and a sweet deal from Smoke and Donuts! They will be offering those attending a 10% discount on food and beverage.

Click Here For More Details

KBS Ride to Critical Mass

We are closing the store an hour early to ride from the shop to the Critical Mass start. We usually only do the one lap and stop in the Milk District for some post ride beverages and snacks. Don't have a bike? No problem! We have a fleet of 6 green cruisers. Limited availability. Make sure you reserve yours soon!

Meet at Kyle's Bike Shop

Critical Mass: Last Friday of Every Month

April Orlando Critical Mass! 
Orlando Critical Mass is Orlando's largest monthly bicycle ride which takes place EVERY LAST FRIDAY

All skill levels welcome, no gasoline powered transportation. Bring lights and helmet if you got them.

  • WHEN: Friday, July 26, 2024
  • TIME: Meet at 6:30 PM - Ride at 7:00 PM
  • LOCATION: Loch Haven Park

Click Here For More Details

August Bike Rides & Events

KBS Urban Assault: Every First Tuesday of the Month

Join us for this month's Tuesday night Urban assault. All bikes welcome, with many stops at cool places to session. Helmets and lights are a must! 

Meet at Kyle's Bike Shop

CF Training Ride 20/30

We are getting the band back together to ride CF 4 Life charity ride. The Event itself, is November 10, 2024. And will be offering 24, 37, 60, and 100 mile options. Link is posted below.

To get ready for the larger mile options we will ride one Sunday of every month. Meeting up at the Panera Bread at the Fashion Square Mall. We will also have two ride options, a 20 mile and a 30 mile. Both will ride together for a short time.

Ride expectations. We will be riding on the Cady Way Trail for the first 7-8 ish miles. 30 milers will turn to head to the neighborhood that takes us to Eagles Circle in Casselberry. 20 milers will continue 2 more miles on the trail before turning around. Pace while on the paved trail we will be rolling around 15. Once on the road we will pick up the pace to between 16-20. Depending on the group, elevation changes, wind directions. 

This is gonna be fun! See ya there!

Join or Help by Donating to Our KBS CF Team Now


KBS Ride to Critical Mass

We are closing the store an hour early to ride from the shop to the Critical Mass start. We usually only do the one lap and stop in the Milk District for some post ride beverages and snacks. Don't have a bike? No problem! We have a fleet of 6 green cruisers. Limited availability. Make sure you reserve yours soon!

Meet at Kyle's Bike Shop

Critical Mass: Last Friday of Every Month

April Orlando Critical Mass! 
Orlando Critical Mass is Orlando's largest monthly bicycle ride which takes place EVERY LAST FRIDAY

All skill levels welcome, no gasoline powered transportation. Bring lights and helmet if you got them.

  • WHEN: Friday, August 30, 2024
  • TIME: Meet at 6:30 PM - Ride at 7:00 PM
  • LOCATION: Loch Haven Park

Click Here For More Details

October Bike Rides & Events

The 8th Annual BIKE 5 | 5 Miles, 5 Parks, 5 Cities!

Join the annual Bike 5 Cities Bike Ride this year on Saturday, October 26, 2024. The annual biking event is possible thanks to our sponsors and partnerships with the cities of Orlando, Winter Park, Maitland, Casselberry, the town of Eatonville, and Seminole County! It started as Bike 5 Cities, a 28-mile bike ride to show people where they can comfortably ride through neighborhoods in Winter Park, Eatonville, Maitland, Casselberry, and Orlando. It has evolved into a series of rides to show people of all ages and abilities where to ride comfortably.


  • WHEN: Saturday, October 26, 2024
  • WHERE: Various park locations - details coming soon

Early Bird Registration Is Now Open!

Click Here For More Details

November Bike Rides & Events

The 12th Annual Florida CF Cycle for Life Ride - KBS Team

We invite you to join our Kyle’s Bike Shop team, make a donation and help us raise funds to support the CF Foundation’s mission of finding a cure and improving the lives of all those living with CF.

CF Cycle for Life is a unique event that empowers cyclists to take action and demonstrate their fight in finding a cure for cystic fibrosis in a tangible, yet emotional way. 

Ride Today. Add Tomorrows. 

Learn More, Donate and/or Join our Team!

Join or Help by Donating to Our KBS CF Team Now

Click Here For More Details

44th Annual Horrible Hundred Bike Ride!

The Horrible Hundred is a two-day event in November. Held for the last 43 years by the Florida Freewheelers! About 2,000+ riders tackle Central Florida’s hills on fully-supported rides of 35, 70 or 100 miles, while enjoying the attention to detail and legendary SAG stops provided. 

SAVE THE DATE!

  • WHEN: November 16-17, 2024
  • TIME: Registration Open on August 15, 2024
  • LOCATION: Details coming soon!

  More Details to Come ** 

Weekly Bike Rides & Events

Wednesday Night at Markham

Riders of all levels are welcome and ENCOURAGED to come experience the best mid-week dirt ride in the Orlando metro area!

Learn More

Local Bike Clubs

Rotton Riders

Amazing cyclists who care for each other and our community! Riding for great causes, good health, and rotton good times!
The practice of sport is a human right. Every individual must have the possibility of practicing sport without discrimination of any kind in the Olympic spirit, which requires mutual understanding with a spirit of friendship and solidarity. 


Learn More

Winter Park Coyotes (NICA)

We provide high quality, safe and fun mountain bike programs for Florida’s youth. Our team provides an experiential learning opportunity that helps build strong body, mind, and character through an equal and inclusive scholastic-based program


Learn More

Mountain Bike Training and Coaching

All About Balance MTB

We’ve helped hundreds of men and women develop their MTB skills, become more confident riders, take on greater challenges, and have an amazing time doing it!


Learn More

In-Store Clinics and Workshops

In-Store Clinics and Workshop
We're pleased to provide this great hands-on program for learning bicycle maintenance and repair. We've developed our class around a curriculum designed by the Park Tool Company, the world's largest bicycle-tool manufacturer.

Classes are normally held each Thursday evening at 6:00pm at our store. Class size is limited and advanced registration is recommended. Call us at 407.228.7088 to reserve your spot.

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