Giordano's Restaurant

Nancy’s serves up classic seafood and frosty cocktails on spacious decks with harbor views, perfect for casual hangs or a lively night out.

Inkwell Beach: a serene sandy strip by Oak Bluffs ferry, rich in history, calm waters, and vibrant beachside vibes.

The Cardboard Box offers a vibrant mix of refined New American dining with a seafood twist, plus excellent cocktails and a lively atmosphere perfect for summer nights.

Nestled in a vibrant, historic building in Oak Bluffs, the Summercamp Hotel captures the charm of summer camp with chic rooms, harbor views, and a playful café.

Nestled in a quiet street, this charming bistro boasts innovative New American cuisine with fresh, local ingredients and a cozy garden patio perfect for any occasion.

This chic bakery turns into a speakeasy at night, serving giant apple fritters and fresh donuts from its purple back door.

At Red Cat Kitchen, you’ll find a cozy, art-filled space serving up creative, ever-changing New American dishes with a local twist, all just a hop from the ferry.

Lookout Tavern serves up huge, buttery lobster rolls, fresh seafood, sushi, and cocktails with unbeatable waterfront views in lively Oak Bluffs.

Experience the historic charm of the oldest platform carousel in the U.S. with its stationary horses and the iconic brass ring game—a family favorite in Oak Bluffs.

MV Salads in Oak Bluffs is a vibrant eatery where you can dive into unique, health-centric salads and wraps made with local ingredients, all served with a side of kindness.