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Cape Ann

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Things to do in Cape Ann


Best fare found from Chicago to Boston: £1,056

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7 Seas Whale Watch, Gloucester
TripAdvisor Traveller Rating: 4.5 of 5 stars
TripAdvisor Popularity Index: #1 of 27 attractions in Gloucester
Attraction type: Group tour/boat
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TripAdvisor Traveller Rating: 4.5 of 5 stars
TripAdvisor Popularity Index: #2 of 27 attractions in Gloucester

"Thar she blows" is a common greeting on this whale-watching tour, that combines lectures from experts along with guaranteed sightings of these magnificent leviathans of the deep.

Attraction type: Tour
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TripAdvisor Traveller Rating: 4.5 of 5 stars
TripAdvisor Popularity Index: #3 of 27 attractions in Gloucester

7 Seas Whale Watch has been leading Gloucester whale watching tours for over 26 years. We are located on Cape Ann, just a forty-five minute drive north of Boston, in the heart of historic downtown Gloucester, MA.

Attraction type: Tour
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TripAdvisor Traveller Rating: 4.5 of 5 stars
TripAdvisor Popularity Index: #4 of 27 attractions in Gloucester
Attraction type: Tour
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TripAdvisor Traveller Rating: 4.5 of 5 stars
TripAdvisor Popularity Index: #1 of 7 attractions in Rockport

  Great birdwatching site, excellent paths for runners or walkers, with high, panoramic 270 degree ocean views from the grout pile overlook, extending on a clear day to the Isles of Shoals and Maine...

Attraction type: State park
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TripAdvisor Traveller Rating: 4.5 of 5 stars
TripAdvisor Popularity Index: #5 of 27 attractions in Gloucester

Built in 1925 and dedicated to they that go down to the sea in ships, the Fisherman's Memorial lists Gloucester fishermen who have been lost at sea since the seventeenth century.  The Fisherman's...

Attraction type: Monument
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Hammond Castle, Gloucester
TripAdvisor Traveller Rating: 4.5 of 5 stars
TripAdvisor Popularity Index: #6 of 27 attractions in Gloucester

Hammond castle was built by John Hays Hammond Jr. inventor of the remote control. The castle is a place to house a unique collection of medieval artifacts. In fact, the building itself contains a...

Attraction type: Historic home; Art gallery; Castle; History museum; Other
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TripAdvisor Traveller Rating: 4.5 of 5 stars
TripAdvisor Popularity Index: #7 of 27 attractions in Gloucester
Attraction type: History museum; Art gallery; Other
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TripAdvisor Traveller Rating: 4.5 of 5 stars
TripAdvisor Popularity Index: #8 of 27 attractions in Gloucester

Cape Ann Brewing Company is an award-winning, family-owned, micro-brewery and the home of Fisherman's Brew. It’s Brewpub features the brewery’s award-winning craft beers brewed on-site, with a bar shaped like the port side of a ship. Long, German-style wooden tables and a sitting area with several rocking chairs create a mellow, laid-back atmosphere unlike anything else in the Cape Ann community. Classic board games are available for leisurely enjoyment. Local artist renderings adorn the wood-paneled walls and the large picture windows look out onto St. Peter’s Square where the famed St. Peter’s Fiesta is held each June.

Attraction type: Brewery
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Beauport Museum, Gloucester
TripAdvisor Traveller Rating: 4 of 5 stars
TripAdvisor Popularity Index: #9 of 27 attractions in Gloucester

Also called the Beauport Sleeper-McAnn House, this fantasy mansion of more than 40 rooms is perched on the rocks overlooking Gloucester Harbor.

Attraction type: Museum; Historic home; History museum
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Good Harbor Beach, Gloucester
TripAdvisor Traveller Rating: 4 of 5 stars
TripAdvisor Popularity Index: #10 of 27 attractions in Gloucester

Good Harbor Beach is one of the most beautiful beaches on the north shore and has a large expanse of groomed sand and clean water.  Somehow the water seems warmer here than it does at nearby beaches...

Attraction type: Beach
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TripAdvisor Traveller Rating: 4 of 5 stars
TripAdvisor Popularity Index: #1 of 4 attractions in Essex

"Enjoy a scenic river excursion that captures the essence of New England " -Boston Globe. 1 1/2 hour narrated cruises, 1 hour evening cocktail cruise, along the calm waters of the Essex River. Glide back in time, past islands, dunes & beaches formed by glaciers. See historic mansions, shipyards, saltmarsh farms, rare birds, wildlife, and stunning scenery. Charters &Clambakes. Restroom onboard, free parking, handicaped accessible, cards taken, and bar available.

Attraction type: Group tour/boat; River; Tour
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TripAdvisor Traveller Rating: 4 of 5 stars
TripAdvisor Popularity Index: #11 of 27 attractions in Gloucester

This small park overlooking Gloucester harbor marks the spot where the area was first settled in the early 1600s.

Attraction type: Park
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The Crow's Nest, Gloucester
TripAdvisor Traveller Rating: 4 of 5 stars
TripAdvisor Popularity Index: #12 of 27 attractions in Gloucester

This hangout for Gloucester's locals was the bar frequented by the ill-fated fishermen of "The Perfect Storm."

Attraction type: Bar/club
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Main Street, Gloucester
TripAdvisor Traveller Rating: 4 of 5 stars
TripAdvisor Popularity Index: #13 of 27 attractions in Gloucester
Attraction type: Street
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Essex River, Essex
TripAdvisor Popularity Index: #2 of 4 attractions in Essex
Attraction type: River
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TripAdvisor Popularity Index: #3 of 4 attractions in Essex
Attraction type: Nature reserve
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TripAdvisor Traveller Rating: 4 of 5 stars
TripAdvisor Popularity Index: #14 of 27 attractions in Gloucester

Rocky Neck Art colony is a charming artists colony located in Gloucester, MA, north of Boston.  It is the oldest working artist colony in the United States.  It came to prominence in the 1840's and...

Attraction type: Neighbourhood; Landmark/point of interest
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TripAdvisor Traveller Rating: 4 of 5 stars
TripAdvisor Popularity Index: #15 of 27 attractions in Gloucester

Serving as a guide to ships entering the scenic and commercial Gloucester harbor from the Atlantic Ocean, this 36-foot tall cylindrical brick tower was built in 1832 and automated in 1986.

Attraction type: Lighthouse
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TripAdvisor Traveller Rating: 4 of 5 stars
TripAdvisor Popularity Index: #16 of 27 attractions in Gloucester
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