The ride was much longer and harder than I had anticipated. I am not in great shape, don't do much at the gym and I thought it would be a breeze. Going out drinking until 2am the night before and being hungover and dehydrated probably didn't help! But let's just say there were quite a few uphills (for those of us not in shape) when you were approaching the bridges. The approach to the Verrazano Bridge at the end is the worst because there's a hill that you think is for the bridge... it's not. Then there's a bigger one and that's not it either. Finally, when you are good and tuckered out, there's the final one and it's a doozie. Just to give you some perspective, my boyfriend who works out much more consistently had no problems.
So yes, it was consistently raining all day. The roads were pretty slippery and we saw quite a few people wipe out. They have a ton of bike marshalls though, so as soon as someone went down, there was a person there to help them. If it was sunnier, we could have gone way faster... in this case, they made us slow down at every downhill because it was so slippery, so we couldn't really use that momentum. There was a lot of riding your brakes.
This post is getting pretty long, so I'll continue it in Debrief: 5 Boro Bike Tour (Part II).