Greenport
We've both experienced Greenport via boat and Claudio's. Last year we decided to go for a quiet weekend and it was amazing! The first place we went to was a champagne vineyard with a Rio theme. Then it started pouring and we ran into a unknown vinyard which ended up telling us they had no room in their tasting room but we could join a private tasting in the tea house. We tasted wine with the sommelier who also helped us pair it with different foods they also had the best crustinnis including one with bacon jam.
That night we went into town and tried out Greenport Harbor Brewing Co. where we found our favorite fall beer called Leaf Pile. Nothing ends a great night like getting pizza together and having a night cap at a speak easy.