- TripBuzz discovered 117 different types of activities for couples in the Gloucester area, including Beaches (like Good Harbor Beach), Whale Watching Tours (like Cape Ann Whale Watch), Parks (like Ravenswood Park) and Hiking Trails (like Dogtown Common), and much more.
- We discovered a total of 253 date ideas in or near Gloucester, Massachusetts, including 227 fun or romantic activities in nearby cities within 25 miles like Salem, Newburyport, Beverly and Lynn.
Showing 21-30 of
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0.0 Miles
Featured on Discovery Channel and in National Geographic, boat tours offer the chance to spot whales and also seals and dolphins
1.9 Miles
Listed on the National Register of Historic Places, Eastern Point Lighthouse offers beautiful ocean views. Although unable to tour the interior, there is lots to see including an historic bell. Access to a walking path is also available.
0.8 Miles
Rocky Neck Art Colony is one the oldest inhabited art colonies in the country and has been lived in by many famous artists including Childe Hassam, Edward Hooper, Stuart Davis and more. The district is still home to a number of artists as well as art galleries and restaurants.
1.3 Miles
A variety of outdoor activities are available at Dogtown Common. The historical nature of the site allows for exploration of the lost settlement, and visitors can enjoy biking, hiking, and walking their dogs.
0.3 Miles
79%
28 votes
25 Rogers St, Gloucester, MA 01930
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Having been in business for over 70 years, Day Adventures at Yankee Whale Watching offers a variety of ocean fishing trips. All trips include an experienced Captain and crew with options of ½ day, full day and overnight excursions.
1.7 Miles
98%
308 votes
75 Eastern Point Blvd, Gloucester, MA 01930
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The beauty of Beauport, the Sleeper-McCann House is second to none. Overlooking Gloucester Harbor, the massive home was the summer home of the first known interior designer and contains a lifetime of keepsakes and curiosities.
0.3 Miles
Fishermen's Memorial Monument, also called Man at the Wheel Statue, is a historic bronze cenotaph sculpture which was established in 1925 in memory of the Gloucester fishermen who never retured from the sea.
3.6 Miles
Thatcher's Island is an island that is part of the town of Rockport and is also known for being the site where naval confrontations in the Revolutionary War. The island is home to the Thatcher Island National Wildlife Refuge.
3.6 Miles
The Little Art Cinema is an old-fashioned movie theater that showcases great films and offers friendly service for guests of all ages. Though not modern, it does have a lot of charm and offers a one-of-a-kind moviegoing experience.
3.7 Miles
Shalin Liu Performance Center is a local concert hall which maintains a quality acoustic system in an intimate stage setting with the Atlantic Ocean in the backdrop. The center regularly hosts a variety of concerts and cultural events by Rockport Music.
3.7 Miles
Featuring the work of local artists, Rockport Art Association & Gallery displays paintings in contemporary and traditional styles. The gallery has two floors for visitors to view art in, and is free of charge.