How many cycling events are coming up in Florida?
Florida has 16 upcoming events listed, from Sun, August 30, 2026 through Sat, May 15, 2027. The next one is WheELS for Autism in Jupiter.
Florida · Ride calendar
Cycling Events in Florida
Florida is properly flat, and that single fact shapes everything. There’s no climbing to hide behind, so the riding is about heat, humidity, wind, and the honesty of holding a pace, often in a fast paceline that treats the group ride as a religion.
It also runs one of the best rail-trail networks anywhere, which takes the edge off the traffic. Summer is the caveat. Storms arrive on an afternoon schedule and the humidity never breaks, so for much of the year the ride happens at dawn.
16 upcoming events · 4 road · 2 gravel · 10 organized rides
By the numbers
Standouts in the State
The Florida events that stand out on the numbers alone: the soonest start, the lowest listed entry, and the most route options.
Rides by City in Florida
Soonest Rides in Florida
16 total Sun, August 30, 2026 WheELS for Autism Jupiter, FL See details View Event Sun, October 4, 2026 Withlacoochee State Trail Annual Ride Inverness, FL From $50 View Event Sat, October 10, 2026 51st Annual Cycle Mount Dora Mount Dora, FL See details View Event Sat, October 17, 2026 AdventHealth Great Floridian Multisport Festival Clermont, FL From $45 View Event Sat, October 24, 2026 Fenner Ride 2026 Milton, FL From $45 View Event Sat, November 7, 2026 Old Florida Gravel Lake City, FL From $20 View Event Sun, November 22, 2026 Iron Joe Turkey Ride & Walk Naples, FL From $15 View Event Fri, December 4, 2026 CLASH Endurance Daytona Daytona Beach, FL Free entry listed View Event Fri, December 4, 2026 EXCLUSIVE ONSITE REG! CLASH Endurance Daytona 2026 Daytona Beach, FL See details View Event Sat, January 9, 2027 Bikes & Beers Tampa Tampa, FL From $24 View Event Sat, January 9, 2027 Rotary Ride to End Polio District 6970 Edgewater, FL From $30 View Event Sat, January 23, 2027 Bikes & Beers St. Petersburg St. Petersburg, FL From $24 View Event
How we build these listings: Event counts, dates, and fees are computed from live registration listings (synced nationally from the RunSignup/BikeSignup platform), deduplicated and filtered to cycling disciplines. We list what is verifiably open for registration — not every ride that exists. Last updated July 19, 2026.
Common Questions About Riding in Florida
What does it cost to enter a ride in Florida?
Listed entry fees currently run from $0 to $240, depending on the event and route. 3 of the 16 listed events haven't published pricing yet — check the registration page for current fees.
What kinds of rides are on the Florida calendar?
The current listings break down as 4 road, 2 gravel, 10 organized rides (events can carry more than one format on the day).
When is the busiest month for cycling events in Florida?
October 2026 is currently the busiest month on the Florida calendar with 4 listed events.
Riding Somewhere Else?
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