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10 Great Things to Do in Gloucester, Massachusetts

Ishaan Govardhan

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In Stellwagen Bank, wild whale sightings are guaranteed. Massive fin whales are the stars of the show, but look out for a variety of other kinds of whales and dolphins too.

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In Gloucester, you can rent a kayak or a canoe and set off on open water.
The medieval Gothic-style Hammond Castle Museum stands out, perched on a seaside cliff in Gloucester.
Built by inventor John Hammond, it’s full of medieval artefacts and offers an unbeatable view of the Atlantic.
Check out Fisherman’s Memorial, aka “The Man at the Wheel” - a statue that pays tribute to the thousands of sailors lost at sea over the history of Gloucester. Its plaque reads, "They That Go Down To The Sea In Ships”.
There’s an abundant variety of tasty lobster dishes and other seafood cuisine to try in Gloucester, due to its thriving fishing industry. Regional specialties include fried clams, lobster rolls, lobster pies and the boiled lobster with a local twist.

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Any summer trip to Gloucester would be incomplete without a day at the beach. Go for a swim and a stroll on Good Harbor Beach, or discover the hidden coves at Plum Cove and Wingaersheek beaches.
Get in the seafaring spirit of Gloucester by chartering a boat and sailing out to fish for tuna. It is best to catch your own bait, too. Just stay away from Norman’s Woe – a rocky reef notorious for causing many shipwrecks in Gloucester.

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Come winter, the Ravenswood Park of Gloucester becomes a hotspot for cross-country skiing. And if you're not going in winter, it's a good place for bird watching and hiking through nature.
Go on a tour of Gloucester's lighthouses. Set in scenic locations, the Eastern Point Lighthouse, the Annisquam Lighthouse and the Ten Pound Island Lighthouse are all worth a look.
Art-lovers should visit Gloucester's Rocky Neck Art Colony - one of the oldest art colonies in the USA. It has many art galleries featuring the works of artists inspired by Gloucester's natural beauty.