There is a ferry from Greenport to Shelter Island that is only 10 minutes.
There are numerous vineyards located along the North Fork of Long Island on your way out to Greenport. These range anywhere from 5 to 30 minutes in distance. Some of which include: Sparkling Pointe Vineyards & Winery, Macari Vineyards, Rose Hill Vineyards & Inn, Pindar Vineyards and Pellegrini Vineyards.