The weather may not cooperate. Here are Some things to keep in mind if it doesn't: Roads might be slippery in spots. Use extreme caution when going downhill and around sharp turns. Also keep in mind that stripes and other road markings tend to be slicker than asphalt. Check your tires to ensure that you have treads suitable for wet conditions. Puddles may be deeper than they appear. Ride with caution. Some riders might be wearing wet or fogged-up glasses or goggles, and their visibility may be reduced — so pass carefully and signal to riders behind you when stopping or slowing down. Dress appropriately with...

You're riding with a LOT of other people — please follow these important rules so everyone can have a safe, fun time: Wear a helmet. No ifs, ands, or buts about it. If you don't, you will be asked to leave the Tour. Please don't wear headphones. NY State Law allows you to wear one earbud, but it's especially important in a ride of this size to be completely aware of what's going on around you. And anyway, we've got tons of bands and other performers lined up along the route to provide the soundtrack, so leave those earbuds at home. Look around and...

If you ask Diana Gross and her father Stephen to share a favorite memory from the 2018 Five Boro Bike Tour, they’d both tell you about a moment in Brooklyn. Deep into the 40-mile trek, Diana mentioned to her Dad that she could really use a coffee. Much to their surprise, a nearby rider chimed in. It turned out he lived in the area and knew exactly where to get the perfect cup. “It was such a New York experience,” Diana says. Cycling has always been a part of the Gross family tradition. Diana and her three sisters all got...