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.


  • Cycle to the Beach

    European Village Palm Coast 101 Palm Harbor Parkway, Palm Coast, FL

    Cycle to the Beach is a fun, recreational cycling ride held Saturday, March 14, 2026, as part of the CAAM Events Cycling Series. Riders choose between a 60-mile Metric Century and a 45-mile Half Century route along scenic coastal roads, with fully stocked rest stops, on-course support, and included post-ride lunch. The ride benefits the…

  • Markham Masher – FLE #3

    Markham Woods Trailhead 8515 Markham Rd., Lake Mary, FL

    FLE #3 + TT "Markham Masher," ย is part of Florida's 10th Annual Endurance Championship mountain bike series. The event takes place March 14-15 at Markham Woods Trails in Lake Mary, Florida. It features a Saturday time trial (3pm start, 7.5-mile lap) and Sunday races with marathon (8 laps) and sprint (4 laps) categories starting at…

  • Pedal and Play in Paradise

    Laishley Park 100 Nesbit Street, Punta Gorda, FL

    Pedal and Play in Paradise is TEAM Punta Gorda's annual cycling celebration held at Laishley Park on Charlotte Harbor. The fun ride (not a race) welcomes cyclists of all abilities and offers four route options: 10-mile Mystery Ride, 15-mile, 30-mile, and 62-mile routes with staggered start times. Registration ($55 advance) includes light breakfast, T-shirt for…

  • Scratch Ankle Gravel

    Bear Lake Campground Bear Lake Rd, Milton, FL

    Gravel challenge - 60/100 milesScratch Ankle is an annual gravel cycling event organized by Pensacola Off-Road Cyclists through Florida's Blackwater River State Forest and Conecuh National Forest. Held at Bear Lake in Milton, Florida, participants choose from four route options: Small Fun Ride (23 miles), Medium Race (60 miles), Large Race (100 miles), or XL…

  • Bill Bone Gravel – The Spillways Edition

    Everglades Holiday Park 21940 Griffin Road, Fort Lauderdale, FL

    Gravel cycling event - The Spillways Edition featuring four knee-high water crossings. There are 66-, 44-, or 22-mile courses and Open, Masters, Mountain Bike and Non-competitive classes.

  • Gran Fondo Florida

    Dade City Brewhouse 14323 7th St., Dade City, FL

    Gran Fondo Florida takes place March 22, 2026, in Dade City, starting with wave starts beginning at 8am. Riders choose from three routes: Gran (100 miles), Medio (60 miles), or Piccolo (35 miles) through Pasco County's rolling hills, horse farms, and orange groves. This timed-segment competition features multiple race sections that determine placement rather than…

  • Tour de Parks

    Venice Train Depot 303 E. Venice Ave., Venice, FL

    The Tour de Parks is a scenic bicycle ride supporting The Legacy Trail, held Sunday, March 22, 2026, starting from Venice Train Depot. Riders choose from three distances: 21 miles (entirely on Legacy Trail to Culverhouse Nature Park), 35 miles, or 66 miles through 12 beautiful parks. Entry fees range from $55-$65 depending on registration…

  • Hialeah Hustle – FLE series #4

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

    FLE #4 "Hialeah Hustle" is part of Florida's 10th Annual Endurance Championship mountain bike series, held March 22nd at Amelia Earhart Park in Hialeah, Florida. The event offers marathon (60-mile) and sprint (30-mile) categories with 9am and 9:10am start times respectively. Open to all ages and skill levels without prequalifying, the series features affordable entry…

  • Bike MS: Suncoast Challenge

    Main Street at Lakewood Ranch 8100 Lakewood Main St., Lakewood Ranch, FL

    Bike MS: Suncoast Challenge, a one-day cycling adventure just 20 minutes from Sarasota. Pedal through the scenic landscapes of Sarasota County, with coastal views along Casey Key, breathtaking bridges, and the renowned 5-star Legacy Cycling Trail โ€” you may even encounter a pirate or two along the way. The excitement kicks off and wraps up…

  • Bike to the Beach

    Wyndham Deerfield Beach Resort 2096 NE 2nd St, Deerfield Beach, FL

    Bike to the Beach is an inclusive charity cycling event scheduled for March 28, 2026, running from Wyndham Deerfield Beach to Jupiter. This fully-supported ride offers three distance optionsโ€”100, 62, and 30 milesโ€”plus relay options, welcoming riders of all skill levels. Participants fundraise with a $250 minimum to support local South Florida nonprofits serving individuals…

  • Gainesville Cycling Festival

    Daft Cow Brewery 13800 Tech City Cir Suite 100, Alachua, FL

    The 44th Annual Gainesville Cycling Festival takes place March 28-29, 2026, organized by Gainesville Cycling Club. Saturday features the Seacoast Bank Santa Fe Century and Gravel Challenge starting at Daft Cow Brewery, showcasing scenic rural roads north of Gainesville. Sunday offers the Horse Farm Hundred and Horse Farm Tours starting at First Magnitude Brewing Company,…

  • Tour de Cure

    Lake Nona Town Center 6900 Tavistock Lakes Blvd, Orlando, FL

    Tour de Cure Florida is the American Diabetes Association's premier cycling and fundraising event held Sunday, March 29, 2026, at Lake Nona Town Center in Orlando. Running from 6am to 4pm, the event brings together corporations, organizations, and individuals to fight diabetes. Riders choose from multiple distance options: 10, 20, 36, 62, and 100 miles.…