Is this the NYC Century? I did that ride in 2003 -- it was my first century ever and I loved it. It started in Central Park (northern part of the park), went south, over the Brooklyn Bridge, on a trail along the Belt Pkwy, up into Queens, past Shea Stadium, north on a trail next to the Cross Island, over the Triborough into the Bronx, back down into Manhattan and into Central Park. It was great. I cried tears of exhausted happiness at the finish line.
They had several distances to choose from -- I rode with a friend who did an80 mile route. Most century rides are like that, so you can choose a shorter distance if you feel like you're just not up to a full hundred miles.
As for the 5-boro ride, I also did that in 2003 and I agree, it's very crowded. But I think you can still have fun as long as you know what it will be like.




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