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Fort Greene to Bay Ridge
As long as you're being all environmentally friendly by riding your bike all over the place, why not support Habana Outpost (757 Fulton St) which employs solar power and generally does a lot of good for the community? Plus, you get to eat great food, so win/win, you know? This ride is a pretty gentle one in that you're not going to be riding anywhere with a "heights" or a "slope" in its neighborhood name. Well, you will be going through Park Slope, but not up any major hills. Celebrate this fact by grabbing a pint or two at South (629 5th Ave) and relish the atmosphere of a real local pub. Then head off down 5th Ave to Bay Ridge's Owl's Head Park—one of the most beautiful parks in the city. While in Bay Ridge, grab dinner at Tanoreen (7523 3rd Ave) because this restaurant has some of the most amazing Middle Eastern food outside of, well, the Middle East. And the bonus here is that you get to enjoy all the bounty of Bay Ridge without having to bother with the annoying R train. That is a really significant bonus.
This ride is approximately 6 miles. Difficulty level: 2/5, in other words, you're not even going on any significant hills. Tough it out.