It sounds so exotic but in actual fact it's on the far end of Long Island between the North and South Forks. I've got no idea how we came across this place but decided to spend an end of summer long weekend here and use it as a base to explore the tail end of Long Island. We were meant to go the weekend of the Hurricane however I pushed it out to the following weekend and having seen all the tree's that were blown down, was glad I did.
View Larger Map
It's a bit of an obscure place to get to so after 18 months I dusted off my old drivers licence and hired a car. I was not quite game to drive in Manhattan so we caught to train to a town called Ronkonklin (not sure how to spell) and picked up the car there. It was a long weekend in the US so this was also useful in avoiding Long Island weekend traffic bedlam.
The plan ended up working ok and we made it to our hotel after eating some delicious ribs in Greenport. We stayed at a place called The Pridwin. There were not a lot of accommodation options on Shelter Island and this was meant to be one of the better ones. It was very nice but it was sooooooo expensive. The room was very small and the partial water view was probably more suited to someone who could dislocate their neck out of the window. The location was sensational and without a doubt the highlight was Chardy hour at sunset on the grass out the front.
Just down the road from the hotel was a place called the Sunset Hotel. This is owned by the same person who owns The Standard Hotel in the Meatpacking District and it defiantly has the same pretentious feel about it. We had dinner there one night and the service was typically crap, the food average and way overpriced. It was pumping however with copious amounts of trust fund kiddies and those trying to hook up with them.
We spent Saturday exploring the island. It really was an introduction to how the other half live. The affluence in this part of the world was out of control. The holiday homes were nothing short of manicured mansions and I'm sure they get used 2-3 weeks a year. Having a car made exploring so much easier. I won't even get started on the 'boats' which moored out the front of Sunset.
Sunday we went south and headed through the Hampton's to Montauk. We both really liked this place. It had a real coastal town vibe and the beach was the best one we had come across in this part of the world. I think we'll defiantly be back here next summer. The highlight up this way was stopping by one of the roadside seafood places. The one we stopped at was called The Clam Bar and they had the most delicious lobster roles.
Monday we shut up shop and headed back via the wineries on the North Fork. This was really a beautiful part of the world and we had a ball at a winery called Sherwood Estate. It was a pretty unique place and was more an outdoors area with cruisey tunes in the background and not a bad drop to match. I was spewing I was driving. All in all a great end to summer.
 |
| Some of the boats at Sunset Beach |
 |
| Sunset Beach, Shelter Island, NY |
 |
| Sunset Beach Hotel beer garden, Shelter Island, NY |
 |
| Sunset Beach, Shelter Island, NY |
 |
| The front lawn of the Pridwin Hotel |
 |
| The 'beach' out the front of the Pridwin. |
 |
| Sunset Beach, Shelter Island, NY |
 |
| Sunset Beach Hotel, Shelter Island, NY |
 |
| Pier out the front of the Pridwin, Shelter Island, NY |
 |
| One of the small beach shacks |
 |
| Pridwin Hotel beach |
 |
| Sunset Beach, Shelter Island, NY |
 |
| Sunset Beach Hotel, Shelter Island, NY |
 |
| Sunset Beach Hotel, Shelter Island, NY |
 |
| Sunset Beach, Shelter Island, NY |
 |
| Chardy Hour on the lawn @ sunset |
 |
| It was SUV heaven on this island. Here we were trapped in the nana mobile |
 |
| Sunset Beach, Shelter Island, NY |
 |
| Tracy on Montauk beach |
 |
| Montauk, Long Island, NY |
 |
| Montauk, Long Island, NY |
 |
| The Clam Bar in Montauk |
 |
| The Clam Bar in Montauk |
 |
| The Clam Bar in Montauk |
 |
| The Clam Bar in Montauk |
 |
| Montauk, Long Island, NY |
 |
| Montauk, Long Island, NY |
 |
| Montauk Lighthouse, Long Island, NY |
 |
| Montauk, Long Island, NY |
 |
| Montauk, Long Island, NY |
 |
| Trust Tracy to find Ben & Jerry's in the backside of Long Island. |
 |
Montauk, Long Island, NY
|
 |
| North Fork Vineyard, Long Island, NY |
 |
| The tasting area at Sherwood Estate |
 |
| North Fork, Long Island, NY |
 |
| Love Lane, Long Island, NY |
 |
| Love Lane, Long Island, NY |
 |
| Long Island, NY |
 |
| Sherwood Estate, NY |
 |
| Sherwood Estate, NY. I could see a long tasting session here |
 |
| Long Island, NY |
 |
| Long Island, NY |
 |
| Long Island, NY |
 |
| Long Island, NY |
 |
| Long Island Winery, NY |
