- Our list of the best things to do in Gloucester, Massachusetts, features the top 318 nearby activities — including 154 great attractions with user approval ratings of 90% or more!
- Gloucester, MA has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Museums & Galleries, Entertainment & Shows, and Sights & Landmarks.
- The results below include the top 29 things to do within the city of Gloucester, MA , followed by 289 popular activities in nearby cities, including Salem, Beverly, Lynn, Newburyport, Hampton, Marblehead, Rockport, Danvers, Ipswich, North Andover, Haverhill, Amesbury, Saugus, Malden, Revere, Peabody, Andover, Hull, Chelsea, Seabrook, Melrose, Essex, Everett, Lawrence, Woburn and North Hampton
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45.1 Miles
Making an array of handcrafted wines using all locally grown fruit, Plymouth Winery is both winery and full service wine shop. The winery hosts tastings and features some offbeat items, like wine slushies.
45.2 Miles
Captain John Boats is a local company which specializes in whale sightseeing tours of Cape Cod where visitors can catch glimpses of a variety of whales including Minke and Humpbacks as well as dolphins. They also offer deep sea fishing trips and private charters.
45.2 Miles
96%
27 votes
9 Town Wharf, Plymouth, MA 02360
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Plymouth Cruises aboard Lobster Tales provides a variety of cruising options to visitors that depart from the historic Town Wharf. The vessel itself is 45 feet and sails from April through October.
45.2 Miles
75%
4 votes
698 Daniel Webster Highway, Merrimack, NH 03054
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The Merrimack Ten Pin Center is a bowling alley that offers a number of amenities for its guests to enjoy. These include food and drink menus, birthday party rentals, and weekend glow bowling.
45.2 Miles
Founded in 2004, the Amazing Things Arts Center is a performing arts venue that is host to a number of performers throughout the year. In addition to a performance venue, the center is also home to an art gallery.
45.2 Miles
81%
36 votes
10 Town Wharf, Plymouth, MA 02362
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Visitors can spot Humpback whales on Captain John Whale Watching & Fishing Tours. The tour goes through a variety of sight-seeing destinations on the ocean, including a mini-lighthouse. They also have a deep sea fishing tour.
45.2 Miles
Visitors can step aboard a 45' boat from Lobster Tales Pirate Cruises to go on a sightseeing cruise to visit destinations like the Mayflower Ship and Plymouth Rock. During the cruise, the staff members catch lobsters and explain their biology.
45.2 Miles
The Moonstruck Theater Company is a non-profit organization that is dedicated to producing theatrical productions for the surrounding community. The company features plays such as ‘Xanadu’ and ‘It’s a Wonderful Life’.
45.3 Miles
89%
363 votes
Allerton Street, Plymouth, MA 02360
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National Monument to the Forefathers, formerly called the Pilgrim Monument, is the third tallest statue in the country and supposedly, the world's largest solid granite structure. It was built in 1889 in memory of the first settlers here who were called Pilgrims or Forefathers.
45.3 Miles
93%
231 votes
130 Water Street, Plymouth, MA 02361
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At Plymouth Visitor Information Center, visitors can obtain useful information about the local area such as directions, popular destinations and more.