Gloucester

Known predominantly for its fishing heritage and industry, Gloucester is one of America's oldest seaports.

Nearby Attractions

See all attractions in Boston
Cape Ann
Named for King Charles I' mother, the cold water cape located 30 minutes outside Boston has numerous rocky beaches and small towns.
Rockport
Located at the tip of Cape Anne, the quaint town is known for its seaside charm, delightful dining options, and locally-owned shops.
Salem
Most famous in history for the Salem Witch trials in the late 17th century, the city is still full of references to the historic event and is a cultural reference point in films, literature, and tv shows.
Marblehead
Marblehead lays claim to being home to the US navy and birthplace of Marine Naval Aviation. For locals and travelers, it's a great spot to head to see for plenty of water activities.
Gloucester Fisherman memorial
Built as a dedication to the many fishermen from Gloucester who have lost their lives at sea over the centuries, and was built in 1925.
Manchester by the Sea
Widely known by the eponymous, Oscar-winning movie, the town exudes a quiet atmosphere, as compared to other seaports in Cape Ann.

Related Tours

The North Shore: Salem & Cape Ann Private Day Trip from Boston

Embark on a journey to explore the coastal towns of Salem and Cape Ann on the historic and picturesque North Shore of Massachusetts.

On your day trip, you will:

  • Drive along Boston’s North Shore to Cape Ann and enjoy breathtaking views of the rocky coastline;
  • Visit several of the Cape’s quaint New England towns, including Gloucester, Manchester-by-the-Sea, and Rockport;
  • Enjoy time to explore each of their idyllic main streets and enjoy lunch in one of the towns, at a place of your guide’s recommendation;
  • Continue on to historic Salem, where you’ll have time to explore the town famously known for its Witch Trials in the 1690s;
  • Learn about the trials and the history of witchcraft in Salem;
  • Visit Marblehead – where the US Navy is alleged to have begun;
  • Explore its charming coastal town, picturesque harbour and quaint colonial architecture, once a major centre of fishing and trade in the 18th and 19th centuries;
  • Enjoy an easy drop-off somewhere central in Boston of your choosing or back at your hotel. Simply talk it over with your guide on the day of your tour. 


Spend a day immersing yourself along Massachusetts’s stunning, rugged coastline marked with idyllic seaside towns. Dotted with lighthouses and old wooden, shiplap homes, Cape Ann is one of the most picture-perfect experiences of the Northeast.

On your private day trip, you will have the chance to explore several of the historic fishing towns and learn about the way the fishing industry shaped the history of the nation.

Visit Gloucester –known for its commercial fishing industry, and visit Manchester-by-the-Sea for a quieter pace, made famous by the eponymous film. Hear about the formation of the US Navy in Marblehead, and visit Salem, where you’ll have the chance to explore one of the town’s many museums devoted to the Salem Witch Trials.

At the end of the day, your guide will drive you back to Boston, where you can arrange to be dropped back off at your hotel or at somewhere central in the city. 

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