Fenner Ride
The Fenner Ride is an annual charity cycling event on Saturday, October 24, 2026, starting at 7:30 AM from the Clyde L. Gracey Community Center (5629 Byrom St, Milton, FL). Presented by Big Brothers Big Sisters…
12 events found.
Florida Bicycle Event Calendar
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Events
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Clyde L. Gracey Community Center 5629 Byrom Street, Milton, FL -
41st Annual Spaghetti 100
Miccosukee Community Center 15011 Cromartie Road, Miccosukee, FL, United States41st Annual Spaghetti 100 road and gravel ride hosted by Capital City Cyclists. Five route options starting and finishing at the Miccosukee Community Center, 15011 Cromartie Rd, Miccosukee, FL 32309. Paved routes: Century (101 mi),…
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Intracoastal Waterway Century
Cocoa Civic Center 430 Delannoy Avenue, Cocoa, FL, United StatesThe Intracoastal Waterway Century is hosted by the Spacecoast Freewheelers, a non-profit cycling club. This is a well-supported recreational ride along the scenic Intracoastal Waterway corridor on Florida's east coast. Proceeds benefit local charities. Route…
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Hearts for Our Hospital Bicycle Challenge
Savannah Center 1545 N Buena Vista Boulevard, The Villages, FL, United States11th Annual Hearts for Our Hospital Bicycle Challenge is presented by the UF Health Spanish Plaines Hospital Foundation and organized by the Sumter Landing Bicycle Club. This is a fundraiser benefiting UF Health Spanish Plaines…
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Buddy the Bull Stampede
Eirene Ranch 10531 SW Kissimmee Rd, Arcadia, FloridaThe inaugural Buddy the Bull Stampede is on Saturday, November 7, 2026 at Eirene Ranch (10531 SW Kissimmee Rd, Arcadia). It's a combo trail run/MTB event with three options: a 5K trail run, a 15K mountain bike race, or…
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Old Florida Gravel
All-Tech Raceway 1024 SW Howell Rd, Lake City, FLOld Florida Gravel is a gravel bike/run event at All-Tech Raceway, 1024 SW Howell Rd, Lake City, FL, happening November 7-8, 2026. The vibe is very "backroads Florida" — dirt roads with century-old live oaks…
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Ride 4 the Animals
Highlander Park & Aquatic Complex 1937 Ed Eckert Drive, Dunedin, flRide 4 the Animals is an annual charity cycling event benefiting the Suncoast Animal League. Held at Highlander Park in Dunedin, Florida, the ride offers scenic routes along the Gulf Coast for cyclists of all…
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Horrible 100 Ride and Fitness Expo
Clermont Waterfront Park 330 3rd St, Clermont, FLThe 46th Annual Horrible Hundred is one of Florida's premier cycling events, challenging riders to conquer the rolling hills of Clermont (some of the state's toughest climbs). Hosted by the Florida Freewheelers, the event offers 35-, 70-,…
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CycleFest 2026
Main Street at Lakewood Ranch 8100 Lakewood Main St., Lakewood Ranch, FLCycleFest 2026 celebrates the 50th anniversary of the Sarasota Manatee Bicycle Club's signature cycling event. Riders can choose from 20-, 35-, or 66-mile scenic routes through Sarasota and Manatee counties, with all proceeds benefiting local bicycle-related charities. Registration includes a…
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Tour de Keys
Gulfside Village Shopping Cente 5800 Overseas Hwy., Marathon, FloridaTour de Keys is a unique charity cycling event that takes riders on a breathtaking journey through the Florida Keys. Cyclists can choose either a 100-mile ride from Key Largo or a 50-mile ride from Marathon, both finishing in Key…
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Ride and Run with the Stars 2026
Safety Harbor Waterfront Park 105 Veterans Memorial Ln, Safety Harbor, FloridaRide and Run with the Stars is an annual charity cycling and running event hosted by the Pinellas County Sheriff’s Office. Now held at Waterfront Park in Safety Harbor, the event raises money for the…
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Gran Fondo Sarasota
Sarasota Farm Bureau 7289 Palmer Blvd, Sarasota, FLGran Fondo Sarasota is a charity cycling event that brings riders together to support the Team Tony Cancer Foundation, which provides free peer-to-peer support, resources, and financial assistance for cancer fighters, survivors, caregivers, and their families across…
