Cherry's On The Bay

Cherry's On The Bay anchors Cherry Grove's bayside social scene with waterfront views, creative cocktails, and over-the-top drag performances that have made it a Fire Island institution. The bar blends beachy island vibes with cabaret energy—expect unique drinks, friendly staff, and a crowd that's here to let loose. Daily happy hour from 5:30-8pm draws a mix of regulars and seasonal visitors before the entertainment kicks in. It's the kind of place where the view is breathtaking and the performances are even better.