Check out Dering Harbor. This small main street has several cute shops and a lovely view of Dering Harbor, just 5 minutes from the Pridwin by car. Grab a lemonade, sandwich, or coffee at Marie Eiffel and sit on the back deck overlooking the water.

Visit The Mashomack Nature Preserve, which has miles of open walking trails through Shelter Island's coastline. See more info and download the trail map here.

Go antiquing. Shelter Island has lots of vintage & antique stores as well as lots of weekend estate sales. Look out for signs on the road and check out Black Cat Books, Dworkin & Daughter, and Marika's.

Take a walk through Sylvester Farm and stop by the farmstand for snacks. Get more information here, and check back for scheduled events the weekend of the 28th.

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