road tripping on Long Island |2|: Shelter Island

September 30, 2016 0 comment

Oh my…it’s the last day of September and I have not shared my summer trips yet! I have been caught up with the whirlwind of September and the fact that we are moving house next week. So I’ll make them sweet but short: First, our stay on Shelter Island and then, our week in Fire Island, two very special places during my little road trip along Long Island, NY with Lior and Amalya.

Hamptons USA Shelter Island

We were in Shelter Island for only 3 days but it made a big impression on us. We drove there from the Hamptons and it feels miles away in terms of look and atmosphere. Shelter Island is a little world of its own, a very charming place stuck in old times reachable by ferry only, from Sag Harbor if coming from the Hamptons, or from the North Fork of Long Island. It’s tucked within the fork of LI and has been a shelter for boats for many years. The sailing club is considered one of the best in the country, with children’s courses all summer.

Hamptons USA Shelter Island

We stayed a few nights at the new Chequit a very photogenic gem of a hotel in the main little town, just a few minutes from the North ferry arrival. It has been a hotel for decades but needed a huge facelift, and lots of love. The new owners have turned it into the coziest and sweetest little hotel, old charm mixed with discreet modern touches and spot on service (aka great showers and avocado on toast!). Our friends were staying a few doors away in a house rental so we went back and forth, starting the day with a delicious breakfast on the terrace of the hotel. I spotted a few families at the Chequit although Lior was possibly the loudest (apologies again). They do not have interconnecting rooms but they are spacious enough to accommodate families with young children, or you could take two adjacent rooms and go back and forth as it does feel like a big house.

Hamptons USA Shelter Island

Our days on Shelter Island were spent discovering beaches and collecting seashells. Our friends knew the island inside out so I would not be able to say where we went exactly as we followed blindly (!) but a map of the island would surely give lots of options.

Hamptons USA Shelter Island

We loved the sunset hours that we spent on Sunset Beach. The children practically swam in the dark, found huge crabs with their nets and shared lifelong memories. We also loved our hike inside the Mashomack Preserve. It’s a beautiful protected area of coastline and creeks, woodlands and fields with hikes for all levels. Ours was one of the shortest, about 2h long, and completely doable with our gang of children from 4 until 12 years old.

Hamptons USA Shelter Island

Hamptons USA Shelter Island

We took a little trip across the bay one day to the merry go round of Greenport, where we also grabbed lunch at the organic supermarket and bought a few very comfy tee shirts at Local Knit.
We had delicious and decadent ice creams at the Tuck shop, a hole in the wall somewhere on a small road near a pretty organic farm. And I even got to enjoy a grown up dinner with my sweet friends, at the glamorous Sunset Beach while the children watched a movie at home. And then it was time to say good bye again…

Hamptons USA Shelter Island

Of note:
When coming from the Hamptons – as we did – you pass Sag Harbor and put your car on the ferry for a 15′ ride. No need to book ahead, it runs all day long and until 1am. However, it’s worth stopping in Sag Harbor for the day, for dinner or even for a few days as it’s a quaint little town facing the bay with a very different vibe than the Hamptons. Sag Harbor is defined not only by its harbor but also its main street, full of independent shops and nice cafes. The American Hotel is a classic old world place with a famous wood panelled restaurant. And must-stop at the buzzing BuddhaBerry where children will entirely customise their ice creams, with a million different options and a million variations on sugar intake:)

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