Claudio's Tavern & Grill

If you’ve come to the East End for fish, this is the place to order some herb breadcrumb-encrusted fluke at a window seat around 7:30pm when the sun starts to dip. The seafood-heavy menu is a mix of a raw bar with classic hefty burgers and swordfish sandwiches. Order some small plates, like meatballs with ricotta and a spicy arrabbiata sauce, or just share some fish and chips.

Claudio’s was originally opened by a sailor in 1870, and it’s easy to tell how much history the place has when you sit at the Victorian-era bar. Today, the Claudio’s empire encompasses a couple of covered outside docks and a pizza location, all steps away from the main restaurant. The Tavern & Grill’s dining room is perfect for watching foot and boat traffic buzzing around Shelter Island, and the covered patio is great if you’re here with a dog.