Florida Bicycle Event Calendar

Have a Bicycling-related event that you’d like to add to the calendar? Fill out this form and we’ll get back to you with any questions.

Looking for Critical Mass or Urban Assault rides? Check those out here.


  • Pedal with Purpose โ€“ Ride to End Alzheimerโ€™s

    Santos Trails 3080 SOUTHEAST 80TH STREET, OCALA, FL

    Pedal with Purpose โ€“ Ride to End Alzheimerโ€™s is a family-friendly cycling event dedicated to raising awareness and funds in the fight against Alzheimerโ€™s disease. Whether you're a casual rider, a trail enthusiast, or up for an advanced challenge, thereโ€™s a route for everyone! Date: September 7, 2025 Location: Santos Trailhead, Ocala, FL Time: 7:00…

  • Endless Summer Watermelon Ride

    Atlantic Recreational Center 2500 Atlantic Ave., Fernandina Beach, FL

    The North Florida Bicycle Club and Major Taylor Cycling Club of North Florida present the 36th Endless Summer Watermelon Ride. With five different routes, from the 11-mile family ride to a 100-mile century, this event is designed for all road cyclists. Pre-ride snacks, rest stops stocked with food, water and Gatorade, marked routes, maps, mechanical…

  • Withlacoochee State Trail Annual Ride

    Inverness Trailhead 270 N Apopka Avenue, Inverness, FL

    In honor of The Centenary of the Withlacoochee State Trail Caboose (1925 - 2025, the ย 28th Annual Ride will be free to all registrants! Lowman Law Firm, Citrus Dental of Inverness, The City of Inverness, and generous Inverness businesses made the free ride possible. Registrants are welcome to register for any distance of the WST…

  • Cycle Mount Dora

    Gilbert Park 310 S. Tremain St., Mount Dora, FL

    The 51st annual Cycle Mount Dora consists of four different Saturday road route options, and three Sunday road route options, to accommodate cyclists of all different skill levels! Routes are tentative and subject to change without notice SATURDAY 70-miles | YELLOW 52-miles | ORANGE 34-miles | GREEN 10-miles | BLUE SUNDAY 43-miles | ORANGE 30-miles…

  • Gulf Coast Bike Trek

    Pioneer Park 420 Main St, Dunedin, FL

    Looking for a one-of-a-kind adventure or a way to increase your endurance? The Gulf Coast Bike Trek is for you. There will be three different routes as well as a Cycle Your Way option to ensure that this bike ride has something for everyone. Your distance options are a seasoned cyclist 62-mile ride, an adventure…

  • Bike 5

    Colonialtown Neighborhood Center 1517 Lake Highland Dr #2605, Orlando, FL

    5 Cities, 1 Mission: Pedaling towards Safer Mobility BIKE 5 is a community celebration of cycling, connection and progress in Central Florida. It fuels our advocacy for safe and active mobility. Choose a 30-mile ride through Orlando, Winter Park, Maitland, Eatonville, and Casselberry โ€” or take on the 10-mile Main Streets ride, a guided group…

  • Fenner Ride

    Clyde L. Gracey Community Center 5629 Byrom Street, Milton, FL

    October is a great time to get outside, enjoy the cooler temperatures, reconnect with nature, and enjoy all that life has to offer. Big Brothers Big Sisters of Northwest Florida and the West Florida Wheelmen present the annual Fenner Ride on Saturday, October 25, 2025. All proceeds benefit Big Brothers Big Sisters of Northwest Florida.…