First, Long Island has some great things going for it in terms of geography. Getting there from NYC is a breeze by car, via the Hampton Jitney bus service, or by the aforementioned LIRR commuter rail, which means you can easily make a long weekend escape from the city, whereas a trip to Napa is probably best suited as a week-long vacation requiring airplanes. The fact that it’s an island also keeps Long Island wine country from becoming overwhelmingly vast, and, well, overwhelming.
With that said, the size of Long Island wine country is a drop in the barrel compared to Napa, totaling over 3,000 acres planted with grapes -- mostly on the North Fork, but also a few on the South Fork and in western Suffolk County, according to the Long Island Wine Council. There are at least 60 vineyards, most of which are open to the public for tastings. So, to me, 40 wineries is much more approachable than the valley’s over 450 wineries.