Rockport, at the very tip of Cape Ann, derives its name from the local granite formations. Many Boston-area structures are made of stone cut from its long-gone quarries. Today the town is a tourist center with a well-marked, centralized downtown that is easy to navigate and access on foot. Unlike typical tourist-trap landmarks, Rockport’s shops sell quality arts, clothing, and gifts, and its restaurants serve seafood or home-baked cookies rather than fast food. Walk past shops and colorful clapboard houses to the end of Bearskin Neck for an impressive view of the Atlantic Ocean and the old, weather-beaten lobster shack known as Motif No. 1 because of its popularity as a subject for amateur painters and photographers.
Our 42-hour vacation itineraries are tailored to your interests—from arts-and-culture escapes to outdoor adventures.More