- 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.
Good Harbor Beach is a half mile stretch of raked sand that opens to the Atlantic ocean with many dunes and marshes surrounding it. Visitors can enjoy surfing and floating here when the tide is high and at low tide, they can walk up to the Salt island.
99% 80 votes
211 East Main Street, Gloucester, MA 01930 MoreLess Info
Docked at the Beacon Marine Basin, Defiance Sail Charters - Day Tours operates during the summer season from June through October. The chartered day trips normally involve some light food while there are some evening offerings that have full meals and alcoholic beverages.
96% 85 votes
15 Great Republic Drive, Gloucester, MA 01930 MoreLess Info
Family-owned and operated, Ryan & Wood, Inc. Distilleries specialize in handcrafted distilled spirits including a variety of gin, rum, vodka and more. Guided tours of the premises including the process of fermentation, distillation and barreling, are available.
87% 68 votes
off Rte. 127A on Gloucester-Rockport town line, Gloucester, MA MoreLess Info
Featuring a magnificent view of twin lighthouses, Long Beach in Gloucester is known for its gentle surf and sandy beach. Pack a lunch and bring the kids for swimming and sand castles, and a day you won't soon forget.
Cape Ann Brewing Company is a local family-owned business which specializes in a variety of beers including the special Fisherman's beer. The Pub at Cape Ann Brewing has both indoor beer hall style as well as outdoor harbor-side seating arrangements and offers a variety of snacks.
21 Main Street, Gloucester, MA 01930 MoreLess Info
Filled with sofas and plush chairs, Cape Ann Community Cinema is a small neighborhood theater that features independent films. The cinema also hosts outdoor movie nights where visitors can bring lawn chairs and a blanket.
Half Moon Beach is a secluded, crescent-shaped beach located in Gloucester Bay. The kids will love the gentle waves and soft sands, or let them climb along the rocks and playground areas, then gather for a quiet picnic lunch.