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See Gloucester Gloucester is America's original seaport, and still active and lively, after more than 375 years. This remarkable small city offers its famous harbor and waterfront, restaurants, art, museums, whale watching cruises, historic walks and much more. An enjoyable place to spend a day, weekend or vacation, Rockport welcomes tourists from around the world and day trippers from greater Boston for a variety of reasons. This scenic small town has retained much of the character and charm of its nineteenth century heritage, when it was the shipbuilding capital of America. Essex offers a lot for visitors including cruises on its beautiful winding river, dozens of antique shops and famous seafood restaurants, quiet charm and beautiful scenery.