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.


The Tough Biker: Fallen Officer Memorial Ride

Orlando Police Department 1250 W South St., Orlando, FL

The Tough Biker: Fallen Officer Memorial Ride is a metric century that is fully escorted by the Orlando Police Department and Orange County Sheriff's Office motor units through Orlando and Orange County. The peloton will ride together, stop together and finish together, pedaling at a 19-mph rolling pace, with the motor units holding each intersection,…

16th Annual Chain of Lakes Cycling Classic

Lake Buffum Rd S. & Summers Rd. Ft. Meade, FL 33841 Lake Buffum Rd S. & Summers Rd., Ft. Meade, FL

The 16th Annual Chain of Lakes Cycling Classic takes place on Sunday, Feb 23 and according to organizers is the only 100-mile+ real race in Florida. Race distance ranged from 39 to 104 miles based on category. PRIZES:: Pro 1-3 Men $200/5 Women $100/4 Medals all other Categories ENTRY FEES: Early Reg thru Jan 23:…

Seminole Forest Grind – Florida Gravel Grind Series race #3

Seminole State Forest – Cassia Trailhead 30300 Brantley Branch Rd., Eustis, FL

The 5th Annual Florida Gravel Grind Series continues with race #3 - Seminole Forest Grind - at the Seminole State Forest – Cassia Trailhead in Eustis, Florida on Feb. 23. Marathon and Sprint races are on tap and there are classes for all ages and skill levels. No prequalifying is required and  thousands of dollars…

Bloomin Bike Ride 2025

Front Page Brewing 190 S Florida Ave, Bartow, FL

The Bloomin Bike Ride 2025 is back cultivating a healthy lifestyle and love for cycling! Ride along and experience our tranquil countryside, then settle into some hometown cycling hospitality when you return from your ride in Beautiful Bartow. As the largest organized road tour in Polk County, this is an on-road cycling tour along the…

City Bikes Gravel Miami

Miami Brewing Company 30205 SW 217th Ave, Homestead, FL

Participate in Florida's Gravel Party of the Year with 25, 50 and 100 mile options.  NO RACE LICENSE REQUIRED -  This event is properly permitted by USA Cycling for insurance purposes, but it DOES NOT require a cycling license of any sort.  If, however you have received some sort of sanctioning/suspension for use of performance enhancing drugs,…

Naples Bike Brunch

Cambier Park Softball Field 755 8th Ave S, Naples, FL

Naples Pathways Coalition's 19th Annual TD Bank Naples Bike Brunch and Walk is Southwest Florida's biggest and best spring ride. It takes place at Cambier Park on Sunday, March 2, 2025. Choose from 62, 30, 20, 10, and 5-mile biking routes - plus a 3 mile walking option. Children under 12 may ride or walk…

Coconut Cup South Florida Championship Series – Race #6

Markham Park 16001 Florida 84, Sunrise, FL

The 22nd Annual Coconut Cup South Florida Championship Mountain Bike series continues with race No. 6 at Markham Park in Sunrise, Fl on March 2. Cross County and Youth races are on tap with classes for all ages and skill levels. No prequalifying is required and  thousands of dollars of cash will be awarded at…

Hammock Hauler – Florida Endurance Mountain Bike series race #4

San Felasco Hammock Preserve State Park 13201 San Felasco Parkway, Alachua, FL

The 9th Annual Florida Endurance Mountain Bike series continues with race No. 4  - Hammock Hauler -  at San Felasco Trails in Alachua, FL on March 9. There are team and solo races on tap and classes for all ages and skill levels. No prequalifying is required and  thousands of dollars of cash will be…

Florida Polytechnic March Time Trial

Florida Polytechnic University 4700 Research Way, Lakeland, FL

The Florida Polytechnic Time Trial Series is open to ages 14-99 and all categories Pro thru Cat 5. Races take place on 3/16, 4/13, 5/11, 6/8, 7/6, 7/20, 8/17, 9/21, 10/12, and 11/9. Time Trial/Aero bikes and normal "Merckx" style road bikes are both allowed. In order to qualify for “Merckx” style, riders may not…

Hialeah Hustle – Florida Endurance Mountain Bike series race #5

Amelia Earhart Park 401 East 65th Street, Hialeah, FL

The 9th Annual Florida Endurance Mountain Bike series continues with race No. 5  - Hialeah Hustle -  at Amelia Earhart Park – Hialeah, Florida on March 16. Marathon and Sprint races are on tap and there are classes for all ages and skill levels. No prequalifying is required and  thousands of dollars of cash will be…

Brooksville Hub Tour

Chinesgut Hil Retreat 22495 Chinsegut Hill Rd,, Brooksville, FL

This tour will be exploring the Withlacochee Trail, the Good Neighbor Trail, the Suncoast Trail, and the Starkey Wilderness Trail from Brooksville to Inverness and from Brooksville to Odessa/Trinity over four days while enjoying the hospitality of Chinsegut Hill Retreat. An old Floridian Manor House, Chinsegut boasts acres of old Florida flora and fauna to…

Clean Air Ride

Inverness Trailhead 270 N Apopka Avenue, Inverness, FL

The Clean Air Ride begins at the Inverness Trail Head, with SAG stops in the areas of Ridge Manor, Istachatta, and Citrus Springs. This fully paved Withlacoochee State Trail winds through Pasco, Hernando and Citrus Counties in West Central Florida. The Depot District is 2/10 mile north of the Old Historic Courthouse in downtown Inverness.…