Cape ClassicsSelf-Guided Walking Tour of Oak Bluffs, Martha’s Vineyard
A self-guided sightseeing and history walk. Booked on Viator.
Every place below is listed and verified by Cape Cod Certified.


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Cape ClassicsA self-guided sightseeing and history walk. Booked on Viator.

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Cape ClassicsA self-guided GPS audio walking tour. Booked on Viator.
Cape ClassicsA guided 4-hour tour of the island's rich African American history and landmarks. Booked on Viator.
Harbor
A small walkable public beach on Edgartown's outer harbor with calm water and no amenities. (Local note: Parking is the #1 problem (~6-8 spots) — effectively walk/bike-in)
Rainy DayWalk through Oak Bluffs along an app-based audio-guided route on your mobile device. Learn about the town's origins and the most popular landmarks of this famous destination on Martha's Vineyard.
Ocean / Atlantic
A wild dune-backed Atlantic point at the SE tip of Chappaquiddick where Atlantic and Sound waters collide. (Local note: Fishing forums describe the island's strongest, most unpredictable currents — swim only if very experienced)
Rainy DayExperience the beautiful views and unique character of Martha's Vineyard with local 3rd generation island guides. Take a bus tour and see sights, including Oak Bluffs and Vineyard Haven.
Cape ClassicsStroll the gingerbread cottages and Campground at your own pace with an audio guide. Booked on Viator.
Ocean / Atlantic
A remote barrier beach and wildlife refuge on Chappaquiddick, best by OSV permit or a long walk. (Local note: Reviewers love the emptiness but note you need a 4WD permit to drive down and facilities are minimal)