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The 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-,…
CycleFest 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…
Tour 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…
Gran 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…
ron Joe Turkey Ride & Walk is a Thanksgiving weekend cycling tradition in Naples that offers a fun, family-friendly ride supporting the Naples Pathways Coalition and its mission to promote safe biking and walking throughout Southwest Florida. Riders…
The Tour De Cape is one of Southwest Florida’s premier cycling weekends, held annually in Cape Coral. Hosted by the Cape Coral Parks and Recreation Department, the event features a timed 5K run/walk, a kids’…
