Key West hosts cycling events and festivals throughout the year, from casual group rides to organized charity events. Here's a guide to what's on the calendar.
Weekly Group Rides
The backbone of Key West cycling is the weekly group ride schedule. Most weeks see a casual social ride, a faster training ride, and a family-friendly option. Check local shop bulletin boards and social channels for the current lineup.
Charity and Fundraising Rides
Several organized rides throughout the year raise money for local causes. These are usually well-supported with rest stops, food, and marked routes — a great way to ride with a crowd and support the community.
The Lower Keys Ride
A popular annual ride that takes cyclists from Key West up through the Lower Keys on the Overseas Highway. Distances vary, and there are options for different fitness levels.
Full Moon Rides
Informal but beloved, full moon rides gather cyclists for a nighttime cruise under the moonlight. They're social, slow, and a magical way to experience the island after dark.
Seasonal Events
Look for special rides during Fantasy Fest in October, Bike Week events, and holiday-themed rides in December. These fill up fast, so register early.
Whatever the season, there's almost always a Key West cycling event to join. Check our events page for the latest listings.
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