As the weather
gets warmer, the wind
in Western LIS really gets light and sailing there becomes a real chore. This is due to the SW sea breeze getting blocked by the heated air from all the blacktop and buildings in Queens and Nassau
County. So the sea breeze literally gets lifted up, above LIS and eventually returns to the surface ashore in Connecticut. So you end up with a nice sea breeze on the southern shore of long island
, but little if any breeze in western LIS until evening.
The solution for you is to head
east from Port Jeff, not west, in the summer. But the only harbor east of you on the Long Island side is Mattituck, which is worth a visit. Lots of nice harbors on the CT shore, around New Haven and further east. Gardiner's Bay and Peconic Bay in between the LI forks are wonderful, as is Block Island Sound.
Block Island is a must visit. Newport
, Buzzards Bay, Elizabeth Islands, the Vineyard and Nantucket
, all great. But these are not day trips obviously once you go very far east. If you have two or three days you should be able to visit some good spots to the east on the CT shore and Mattituck. And if you can take a couple of weeks or more, visit Block Island and places further east, by all means.
Sometimes in the summer, you will get a NW flow that brings great sailing to western LIS, maybe two or three times a summer, for a few days each time. That's the best time to sail in western LIS.
Have you considered keeping your boat in Peconic or Gardiner's Bay? You would probably have a longer drive to get to your boat, but the sailing there is so much better, and you have excellent access to Block island and points east. I would think about that if I were you.