Hyannisport Harbor has a wealth of choices for dining and entertainment. Hy-line cruises runs a harbor cruise that essentially focuses on seeing the Kennedy compound, the Kennedy summer house, and Ted Kennedy’s sailboat. It really is a crowd pleaser, and the ride is a nice, slow, even trip and very pleasant. This is one of the ports where you can take a ferry to either Martha’s Vineyard or Nantucket. We chose Nantucket this year.
The ferry over is just under 2 hours (we usually take the "slow" ferry so we can sit outside and enjoy being part of the ocean). Once there, you can take the bus tour, which runs just over an hour (and costs about $18pp) and is located on the pier you get off of from the ferry. The tour will show you Cranberry Fields and Kathy Lee Gifford’s summer home. You also hear how Bill Clinton couldn't get into the highly exclusive golf club on Nantucket. Usually if you take the ferry to Nantucket, you are there for a day, and there are lots of dining choices and the remainder is filled with shopping. The cobblestone streets are truly unique, and the day is well worth it!!