Lookout Tavern

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

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.

Chef Deon’s casual spot at Oak Bluffs VFW serves bold Caribbean classics like jerk chicken, oxtail, and conch with live music vibes.

Casualwear and gifts decked out with the iconic dog logo for the whole family, blending island charm with everyday style.

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.

Tony's Market is a cozy spot on Martha's Vineyard with gourmet sandwiches, fresh snacks, a solid beer and wine selection, and quick coffee fixes.

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.

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.

Linda Jean’s is a lively Oak Bluffs staple serving hearty home-style American and seafood breakfasts with bottomless coffee since 1976.

This buzzing eatery on Martha’s Vineyard serves mouth-watering burgers, pizza, and unique bites alongside a fun bowling alley and vibrant atmosphere.