Cape Ann
Information from Wikipedia 

Essex River Cruises and Charters: http://www.essexcruises.com/

Gloucester Harbor Tours including a Lighthouse Tour and a Lobster Boat tour/demo:
http://www.capeannharbortours.com/

Unusual light hiking in Rockport/Gloucester: http://www.walkthewords.com/

Cape Cod
Information from Wikipedia

Provincetown, MA - sightseeing is colorful and crazy in the summer and the food is yummy. Plenty of Photo Ops. Climb to the top of the Pilgrim Monument for great views and some history. Race Point Beach or any of a number of beaches at Cape Cod National Seashore.

Take the ferry from Woods Hole to Martha's Vineyard where you can tour shops, have lunch, and/or rent a bicycle for a few hours.