Top 9 Things to do for Honeymoon in Gloucester, Massachusetts (MA)

May 21, 2022 Toi Mattera

With its sandy North Shore beaches, rocky outcrops, green parks, hemlock woods and wild estuaries full of shorebirds, it is no wonder that Gloucester has attracted such a rich and diverse artists' community. Fitz Hugh Lane, Winslow Homer and John Sloan are just some of the artists who have taken inspiration from Gloucester's beautiful surrounds. Still boasting dozens of galleries and boutiques, as well as museums, theaters and an artists' colony, the city's art scene clearly continues to thrive.
Restaurants in Gloucester

1. Cape Ann Whale Watch

Excellent
86%
Good
10%
Satisfactory
2%
Poor
1%
Terrible
1%
Overall Ratings

5.0 based on 2,726 reviews

Cape Ann Whale Watch

Cape Ann Whale Watch in Gloucester, Massachusetts provides guaranteed whale sightings for every whale watching tour out to Stellwagen Bank, a national marine preserve about 12 miles off the coast of Gloucester deemed one of the "Top 5 Whale Watching Destinations in the World" by the World Wildlife Fund due to the wide variety of whale species whom migrate to the coast of Gloucester, Massachusetts every year to feed on the abundant natural resources. We provide the best whale watching in New England as it's an awe-inspiring experience which every human being should have the opportunity to appreciate. We make it a very special event. For over 35 years, Cape Ann Whale Watch has been dazzling whale watching enthusiasts with sightseeing tours aboard the largest, fastest and most elegant whale watching vessel in Massachusetts, north of Boston, Massachusetts aptly named "The Hurricane II" due to its immense size and speed as it descends upon its destination. Cape Ann Whale Watch's patrons have the opportunity to spend a lot more time with the whales than with other whale watching companies in Gloucester MA since "The Hurricane II" gets to the whales' feeding grounds with much more expediency as well as traveling home faster, therefore more time is actually spent observing whales including but not limited to Humpback Whales, Minke Whales, Northern Right Whales, Pilot Whales, Northern Right Whales, Sperm Whales, Sei Whales, Blue Whales (The Largest Whales in the Seven Seas yet seldom seen around Gloucester MA), Fin Whales, Atlantic White Sided Dolphins, Harbor Porpoises and whole host of other fascinating marine creatures as we deliver the best whale watching excursion in Massachusetts. "The Hurricane II" boasts 115 ft length with over 400 ft of whale watching room from the railings of the upper and lower observation decks for optimum whale watching conditions. There is a heated, furnished indoor cabin with a full service galley serving hot meals, snacks and cold beverages as well as a fully stocked bar with local brews, popular beer, wine and mixed drinks. Cape Ann Whale Watch is truly the finest whale watching tour in the Boston MA area offering the highest level of quality, comfort and service at the cheapest, most affordable price suitable for any family entertainment budget whether on vacation or a day trip. We offer AAA discounts on the adult tickets. We also offer reduced rates for seniors, children and military families. We go where the whales go. Our vessels communicate with each other as to the location of whales so we will go anywhere to see them on the North Shore or South Shore of Massachusetts including off the coast of Boston, Massachusetts: Salem MA, Newburyport, Cape Cod, Hampton NH, Rowley, Rockport MA, Danvers, Peabody, Swampscott, Revere, Winthrop or wherever else the whales may roam.

2. 7 Seas Whale Watch

Excellent
93%
Good
5%
Satisfactory
1%
Poor
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Terrible
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Overall Ratings

5.0 based on 2,968 reviews

7 Seas Whale Watch

Trip Advisor's #1 of 26 Tours in Gloucester, 7 Seas Whale Watch has had the privilege of introducing thousands of passengers to the many species of whales and marine wildlife that inhabit the waters from Cape Ann and out to the Stellwagen Bank Marine Sanctuary. Our trips run from mid-April to mid-October and are designed to educate, inspire and provide a deeper understanding and appreciation of our fragile marine environment. We are a family business – Three generations of career captains have worked from this very dock for more than 7 decades. We have a love and respect for the marine environment and a passion for providing the best possible customer experience for you and your family. We look forward to seeing you on the water.

3. Connemara Bay Fishing Charters

Excellent
98%
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Overall Ratings

5.0 based on 40 reviews

Connemara Bay Fishing Charters

Connemara Bay Charters offers lobsterbake cruises, saltwater fishing, lobstering, and scenic charters in and around the waters off Cape Ann, Massachusetts (including Gloucester, Rockport, Manchester and Ipswich). The Connemara Bay is a 37-foot traditional, “Down East”-style Maine-built boat with plenty of deck space to accommodate up to six passengers. All charters are captained by Kevin O’Maley, a native of Gloucester with a lifetime of experience fishing, lobstering and boating in North Shore waters.

4. Defiance Sail Charters

Excellent
99%
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5.0 based on 126 reviews

Defiance Sail Charters

Windfall, our elegant 49-foot sailing vessel, is available for day or overnight sailing charters.We dock for the summer season (June–October) in historic Gloucester, MA, in Smith's Cove, within walking distance to the famed artist colony of Rocky Neck. Summer charters are also available out of Boston or any accessible New England port. Or, use Windfall as your floating B&B (Boat & Breakfast dockside) while visiting the lovely Cape Ann region. In autumn we head south to go sailing in the beautiful, sunny Bahamas from late February through May. Meet us at our base of operation, Abaco, Bahamas. Or, charter Windfall for island hopping anywhere in the Bahamas. We practice all state and local covid-19 sanitation guidelines.

5. Good Harbor Beach

99 Thatcher Rd, Gloucester, MA 01930 http://gloucester-ma.gov/index.aspx?nid=299
Excellent
72%
Good
22%
Satisfactory
4%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 693 reviews

Good Harbor Beach

This picturesque curved white-sandy beach with a lazy rolling surf is a favorite among Gloucester residents and visitors.

Reviewed By 81vadimr

Good Harbor beach is one of the best beaches of North Shore in Massachusetts. Deepest and cleanest send. A little island near by with easy access in low tide, just be careful of poison ivy. Parking lot is not very big and filled very quickly in the hot Summer days. Be there before 9am to guarantee the spot. Enjoy it

6. Hammond Castle Museum

80 Hesperus Ave, Gloucester, MA 01930-5273 +1 978-283-2080 [email protected] http://www.hammondcastle.org
Excellent
62%
Good
26%
Satisfactory
8%
Poor
2%
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2%
Overall Ratings

4.5 based on 614 reviews

Hammond Castle Museum

Hammond Castle Museum is now open for the season! The Museum is a 501(c)(3) non-profit organization and is listed on the National Register of Historic Places. It is not handicap accessible. The Museum’s architectural style is mix of medieval castle, French chateau, and Gothic cathedral. It was custom built to encompass Hammond’s private residence, laboratory and museum quality collection of architectural elements such as the facades of medieval shops and doorways from chateaus. Hammond’s extensive list of patents, and his work on radio control and on echo guided torpedoes for the military are also on display. It is available for weddings and private rentals.

Reviewed By 922dlp - New Jersey, United States

We visited Columbus Day weekend and they were doing a haunted house on the weekend and bussing people from a nearby parking lot. It was so much fun! The grounds were so nice to explore and the castle was decorated for Halloween. Even thought you were walking through a haunted castle you could get a very good feel of what the castle is like and it was really cool. Just as you would imagine a medevil castle, right down to the drawbridge.

7. Harbor Tours

Excellent
78%
Good
11%
Satisfactory
5%
Poor
2%
Terrible
4%
Overall Ratings

4.5 based on 110 reviews

Harbor Tours

Come aboard and enjoy a fascinating tour of Cape Ann's scenic coastline. Our "Lighthouse Cruise" features up-close views of the six lighthouses on the Island; Or tour America's Oldest Seaport and see a "lobstering" demonstration on our "Harbor Tour". Also, the Gloucester Harbor Water Shuttle and Tour. Hop-on/hop-off. Ticket valid all day. Try our catamaran for a delightful ride around the inner harbor. Our vessels are available for private charters. Discover Gloucester, let us take you there!

8. Wingaersheek Beach

Gloucester, MA http://gloucester-ma.gov/index.aspx?nid=299
Excellent
72%
Good
21%
Satisfactory
4%
Poor
2%
Terrible
1%
Overall Ratings

4.5 based on 305 reviews

Wingaersheek Beach

Reviewed By C3975BPdonnaa

My favorite beach. Wingaersheek Beach is a great beach for kids and adults. When the tide goes out there is room for everyone! Not to mention shells, sand dollars and hermit crabs! Waves are minimal so also great for swimming! I come here several times each summer. Snack Bar, outdoor shower for rinsing and bathrooms. Only draw back is parking is a little expensive.

9. Schooner Ardelle

Excellent
92%
Good
4%
Satisfactory
2%
Poor
2%
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Overall Ratings

5.0 based on 51 reviews

Schooner Ardelle

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