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Kyle’s is one of Shelter Island’s most welcoming and consistently satisfying restaurants, offering a classic American menu, a lively bar, and the kind of warm, unpretentious atmosphere that makes you want to come back again and again. The menu covers all the bases with skill and heart — fresh seafood, juicy burgers, seasonal salads, hearty entrees, and daily specials that Read more...

Shelter Island Slice is the island’s go-to casual pizza spot, serving New York-style slices, specialty pies, sandwiches, salads, beer, and wine. Known for friendly service and a relaxed atmosphere, with outdoor seating and the option for curbside pickup. Conveniently located right off the North Ferry landing. Open Wednesday through Sunday. Read more...

Commander Cody’s Seafood is a Shelter Island institution, serving the freshest local seafood in a casual, laid-back atmosphere that perfectly captures the spirit of island life. Whether you’re craving a bowl of creamy clam chowder, a lobster roll overflowing with fresh meat, crispy fried clams, or grilled fish straight from the day’s catch, Commander Cody’s delivers the real deal. The Read more...

Maria’s Kitchen brings vibrant authentic Mexican flavors to Shelter Island at 55 North Ferry Road, just a short walk from the North Ferry landing. This cozy eatery is known for made-from-scratch tacos, burritos, enchiladas, and classic Mexican plates prepared with fresh, quality ingredients. Beyond the Mexican menu, Maria’s Kitchen offers a variety of fresh salads and an impressive selection of Read more...

The Terrace at The Pridwin is one of Shelter Island’s most spectacular outdoor dining experiences, offering alfresco meals with sweeping views of Crescent Beach and Dering Harbor that are simply unmatched on the island. Perched above the water at The Pridwin Hotel, the terrace captures every golden-hour moment with breathtaking effect, making it the perfect setting for a leisurely lunch, Read more...