From bucket-list road rides to mud-splashed mountain bike festivals, Florida knows how to put on a cycling event. Think coast-to-coast adventures with Bike Florida, the off-road energy of the Santos Fat Tire Festival, and the leg-burning legend of the Horrible Hundred. Whether you’re chasing miles, scenery, or just a good excuse to ride, here’s your guide to some of the Sunshine State’s most popular pedaling happenings.
Winter | Spring | Summer | Fall
You've Gotta Try This: Mountain Biking the Santos Trails in Ocala
Winter (December through February)
Bike Florida (statewide, throughout the year)
Bike Florida offers multi-day, supported tours that crisscross Florida, guiding cyclists on daily rides between host communities while highlighting regional history, attractions, and scenic backroads.
Frank Stark Celebration Ride (Boca Raton, December)
Hosted by the Boca Raton Bicycle Club, this long-running group ride honors cycling advocate Frank Stark and offers several distance options, typically up to about 60 miles, with organized pace groups and support along scenic Palm Beach County roads.
12 Hours of Santos (Ocala, February)
This endurance mountain bike race at Santos Trailhead challenges riders to complete as many laps as possible in 12 hours, competing solo or in teams on some of Florida’s most technical singletrack.
Florida Endurance Series (statewide, winter–spring kickoff events begin from January to February and run through June)
This statewide cross-country mountain bike race series is hosted at multiple Florida trail systems, where riders compete in timed endurance events on singletrack courses.
Spring (March through May)
Bike Florida (statewide, throughout the year)
Bike Florida offers multi-day, supported tours that crisscross Florida, guiding cyclists on daily rides between host communities while highlighting regional history, attractions, and scenic backroads.
Gran Fondo Florida (Dade City, March)
Part of the Gran Fondo National Series, this European-style mass-start ride offers timed segments and distances ranging from about 25 to 100 miles through Pasco County’s surprisingly hilly countryside.
Santos Fat Tire Festival (Ocala, March)
Florida’s largest mountain biking festival features organized trail rides such as the EPIC 50, skills clinics, demo bikes, group rides, and a large vendor village at the Santos trail system in the Ocala area.
Florida Bicycle Safari (North Florida, April)
Organized by the Florida Freewheelers, this multi-day supported tour takes cyclists along quiet North Florida roads with catered stops, overnight camping or lodging options, and a social touring atmosphere.
Tour de Cure Florida (multiple cities, spring)
This charity ride supporting diabetes research and education offers multiple route lengths and welcomes cyclists of all skill levels, combining a community ride experience with fundraising and awareness.
Florida Endurance Series (statewide, winter–spring kickoff events begin from January to February and run through June)
This statewide cross-country mountain bike race series is hosted at multiple Florida trail systems, where riders compete in timed endurance events on singletrack courses.
Summer (June through August)
Bike Florida (statewide, throughout the year)
Bike Florida offers multi-day, supported tours that crisscross Florida, guiding cyclists on daily rides between host communities while highlighting regional history, attractions, and scenic backroads.
Tour de Melon (Chiefland, early summer)
Hosted by the Suwannee Valley Rotary Club, this classic Florida century ride features several route distances through the rural landscapes of Levy County and the Nature Coast.
Fall (September through November)
Bike Florida (statewide, throughout the year)
These multi-day, supported tours crisscross Florida, guiding cyclists on daily rides between host communities while highlighting regional history, attractions, and scenic backroads.
Tour de Garden (Winter Garden and Clermont area, September)
The Tour de Garden takes cyclists from downtown Winter Garden to the hills of Clermont and Lake County, inviting participants to tackle Sugarloaf Mountain on a 70-mile or 40-mile route.
Cycle Mount Dora (Mount Dora, October)
One of Florida’s longest-running cycling festivals, this event offers routes ranging from short recreational rides to century distances, along with some gravel or off-road options and a festive downtown start and finish.
Gulf Coast CycleFest (Lakewood Ranch, November)
This popular charity ride features distances from family-friendly routes to century rides through the flat, scenic roads of Manatee and Sarasota counties.
Bike MS: PGA Tour Cycle to the Shore (East Florida Coastal area, fall)
Part of the national Bike MS series, this large two-day charity ride raises funds for multiple sclerosis research while taking cyclists along coastal roads in Central and South Florida.
Tour de Tow (Bartow, fall)
Hosted by the Bartow Rotary Club, this community cycling event offers multiple route lengths through the citrus groves and rural roads of Polk County.
Florida Coast-to-Coast Ride (various routes, fall)
Various organized rides and tours take advantage of Florida’s developing Coast-to-Coast Trail corridor, allowing cyclists to travel long distances across the state using a network of paved multi-use trails.
Winter Garden Cycling Summit (Winter Garden and Clermont, November)
This annual cycling celebration features speakers, awards, a cycling and fitness expo, a kids bike rodeo, and includes the Horrible Hundred.
Horrible Hundred (Clermont, November)
One of Florida’s most famous road cycling events, this challenging ride features routes of 35 to 100 miles through the rolling hills of Lake County, including climbs near Sugarloaf Mountain—some of the state’s most demanding terrain.