Events in Florida

Upcoming Cycling Events Across Florida

Road | Gravel | MTB | Triathlons | Gran Fondos

Photo by Horrible 100 Cycling Event

Cycling events usually have multiple distances and ride-at-your-own-pace.  Pick an event and distance to challenge yourself to a new level of fitness.
Search through the listing below by date, event, location and type.

DateEventLocationWebsiteType
May 3, 2026Jennings Forest GrindMiddleburg, FLGravel Grinder seriesGravel - 25/60 miles
May 3, 2026Bike City Century - on Withlacoochee State TrailInverness, FLBike City Century Inverness FL 2026 reducedPaved Trail - 14/28/48/62/100 miles
May 9, 2026Green Swamp GrindDade City, FLGravel Grinder seriesGravel - 25/60 miles
May 16, 2026Ride to FreedomSanford, FLRide to FreedomRoad/Trail - 12/28/45/60 miles
May 24, 2026Croom CrusherBrooksville, FLFlorida Endurance SeriesMTB - 25/60 miles
June 6, 2026Blueberry Pancake Gravel GrindMcAlpin, FLBlueberry Pancake Gravel GrindGravel - 27/40/53/60 miles
June 6, 2026Tour de MelonChiefland, FLTour de MelonRoad - 50/100, Trail - 51 miles
June 7, 2026Ride to RememberSanford, FLRide to RememberRoad and Paved Trail - from 10-80 mile options
June 7, 2026Hammock HaulerAlachua, FLFlorida Endurance SeriesMTB - 25/60 miles
June 13, 2026Wheels & Wings Gravel GrinderPunta Gorda, FLWheels & Wings 2026 reducedGravel - multiple mile options
June 14, 2026Wheels and WingsPunta Gorda, FLWheels & Wings 2026 reducedRoad - 15/31/50/62 miles
June 20, 2026Hubs and Hops RideThomasville, GACapital City Cyclists logoRoad/Gravel
August 1, 2026River City Summer SlamJacksonville, FLRiver City Summer Slam 2026Road - 22/37/65 miles
August 1, 2026The Springs Hop Gravel GrindMayo, FLThe Springs Hop Gravel Grind croppedGravel - 40/60 miles
September 14, 2026Endless Summer Watermelon RideFernandina Beach, FLEndless Summer Watermelon Ride 2 reducedRoad - 11/30/52/73/100 miles
October 3-4, 2026Bike MS - Cycle to the ShorePonte Vedra Beach, FLBike MSRoad - 36/59/77/100 miles
October 17, 2026Bike 5 CitiesWinter Park, FLBike 5Road - 5/10/30 miles
October 17, 2026Gulf Coast Bike TrekDunedin, FLGulf Coast Bike Trek logoPaved Trail/Road - 10/25/40/62 miles
October 24, 2026Spaghetti 100Miccosukee, FLspaghetti100_NewLogo_731837398Road / Gravel options - multiple distances
October 25, 2026Intracoastal Waterway CenturyCocoa, FLIntracoastal Waterway CenturyRoad - 14/28/65/100 miles
November 7, 2026Hearts for Our Hospital ChallengeThe Villages, FLHearts for our HospitalRoad - 10/20/33/63/75 miles

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