Discover essential tips, route insights, and preparation advice for the Five Boro Bike Tour, New York City’s landmark cycling event for all levels.
The Five Boro Bike Tour is New York City’s premier annual cycling event, drawing thousands of riders of all skill levels each year. Spanning over forty miles, the tour winds through all five boroughs—Manhattan, Brooklyn, Queens, the Bronx, and Staten Island—on car-free streets, offering a once-in-a-lifetime perspective on the city’s diverse neighborhoods and iconic landmarks.
Whether you’re a seasoned cyclist looking for a challenge or a casual rider seeking a fun way to explore NYC, this guide will help you prepare for an unforgettable experience.
First, we’ll explore the history and significance of the Five Boro Bike Tour, organizers, and the event’s mission to promote cycling advocacy and healthy living.
Established in 1977 by the Greater New York Cycling Association, the tour was originally a modest fundraiser and community ride. Over the decades, it has grown into the largest charity bike ride in the United States, typically benefiting organizations like Bike New York and other nonprofits focused on urban cycling infrastructure and accessibility.
One of the most compelling aspects of the tour is its scenic forty–plus–mile route. Riders depart from Prospect Park in Brooklyn and pedal north through Greenpoint before crossing the Pulaski Bridge into Queens. From there, the route continues through Astoria, under the Triborough Bridge into the Bronx, and back over the Madison Avenue Bridge into Manhattan.
After cruising along Fifth Avenue and Central Park, participants cross the Verrazzano-Narrows Bridge back into Staten Island. The car-free streets ensure a smooth ride, but be prepared for varied terrain and occasional inclines.
Registration opens each spring, typically in March, and fills up quickly. To secure your spot, create a Bike New York account, select your wave time, and complete the online registration before slots sell out. Registration fees vary by category—general registration, youth, and charitable teams—so plan according to your budget.
Once registered, you’ll receive essential information, including start times, route maps, and event policies. Familiarize yourself with bag check procedures and shuttle schedules for post-ride return to Brooklyn. Having these details early will streamline your event-day experience.
Preparing physically and equipping yourself properly can make all the difference. If you’re new to long-distance cycling, begin training at least eight weeks in advance, gradually increasing your weekend ride mileage. Incorporate interval training and hill repeats to build endurance and strength. On ride day, wear padded cycling shorts, moisture-wicking jerseys, and a well-fitted helmet. Invest in a reliable road or hybrid bike with properly inflated tires and functioning brakes.
Pack a compact repair kit with spare tubes, tire levers, and a mini pump. Hydration packs or bottles mounted on your bike frame will keep fluids within reach throughout the ride.On event day, arrive early to avoid congestion at the start line. Take advantage of port-a-potties and fill water bottles before the wave begins.
Stick to your planned energy intake—consume carbohydrate-rich snacks every 45 to 60 minutes to maintain stamina. Observe fellow cyclists, ride predictably, and obey marshals and posted signage. Keep a steady pace during bridges and inclines to conserve energy, and use downhill sections to recover. Be mindful of traffic calming devices and enjoy support stations offering snacks and first-aid assistance throughout the boroughs.
Congratulations on completing the Five Boro Bike Tour! After crossing the finish line near the Brooklyn Museum, take time to stretch and refuel with a nutritious post-ride snack. Review photos and celebrate with friends. Consider signing up for next year’s tour or explore other Bike New York events to continue your cycling journey. Sharing your experience on social media can inspire others to join this iconic ride see more.