Shopping: There are several shopping opportunities on-island that include:  The Corner Store, Sea Girl, Cuttyhunk Yacht Club Boutique, and The Island Market.

Sailing and sailing lessons: from the Cuttyhunk Yacht Club for members: http://www.cuttyhunkyachtclub.org/

Beaches: four beaches with varying views at Church’s, Barges, Jetty, and Channel.
Fishing: charters for offshore, fly-fishing, striped bass, live bait available on the Fish Dock. Surf casting available.