Top 10 Things to do Good for Couples in Gloucester, Massachusetts (MA)

March 28, 2022 Milan Banda

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 Foodie Tours

Excellent
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5.0 based on 200 reviews

Cape Ann Foodie Tours

there are many ways to experience Cape Ann, however none are as fun or as satisfying as our line of food and cultural tours. Choose from our premiere Taste Gloucester Food tour, Rockport Sights and Sweets, Newburport Food Tour and our new Ales and Tales pub tour.

2. Beauport, the Sleeper-McCann House

75 Eastern Point Blvd, Gloucester, MA 01930-4433 +1 978-283-0800 [email protected] http://www.historicnewengland.org/historic-properties/homes/Beauport
Excellent
85%
Good
13%
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5.0 based on 240 reviews

Beauport, the Sleeper-McCann House

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

Reviewed By george4880 - Bradford, United States

Very interesting house. Room after room kept the way Sleeper designed it. Lots of his collections and recycled floors and walls etc. With Covid only four people to a tour which was great. Unfortunately the gardens were neglected due to the museum not being allowed to open. Great view of the water.

3. Cape Ann Whale Watch

Excellent
86%
Good
10%
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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.

4. 7 Seas Whale Watch

Excellent
93%
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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.

5. Ryan & Wood Distilleries

15 Great Republic Dr, Gloucester, MA 01930-2276 +1 978-281-2282 [email protected] http://www.ryanandwood.com/tours.html
Excellent
91%
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5.0 based on 106 reviews

Ryan & Wood Distilleries

Come visit and tour our craft distillery, the first legal distillery on the North Shore since Prohibition! See firsthand how fine hand crafted spirits are made in our beautiful copper pot Still. Learn how we ferment, distill, barrel age and bottle our Beauport Vodka, Knockabout Gin, Folly Cove Rum and Ryan & Wood family of Whiskies. All done on site. The tour, usually guided by Kathy or Bob Ryan, is free and lasts about an hour. Perfect for a quick stop before lunch. We are a hidden gem, just minutes from other Gloucester attractions. Scheduled Tours: Monday,Wednesday,Friday and Saturday, 10:00am and 1:00pm. Call for Private/Group Tours. Check our website for more information.

Reviewed By kruszynak - Cheshire, United States

We were (really) early for the 1 p.m. tour so Bob Ryan showed us around and answered all our questions..what a wonderful place and the spirits were incredible. Left with some gin and whiskey! We will be looking for refills soon I'm sure! Thanks to Bob and Kathy Ryan for a great experience!

6. Schooner Thomas E. Lannon

Excellent
90%
Good
7%
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5.0 based on 334 reviews

Schooner Thomas E. Lannon

Picture yourself relaxing on the deck of this beautiful 65- foot schooner as she sails out of Gloucester harbor on a light southwesterly breeze. Join us for a two-hour sail and get a taste for what it was like to sail on a fishing schooner a hundred years ago. Help the crew raise the sails, or just sit back and take in the sights and sounds of Gloucester's coastline. Some of our weekend public sails feature music. We offer group rates. And we specialize in private charters for weddings, corporate entertainment, teambuilding, birthdays and more. The Lannon is a great place for a party!

7. Defiance Sail Charters

Excellent
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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.

8. Plug In Cape Ann Tours

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5.0 based on 23 reviews

Plug In Cape Ann Tours

Enjoy Cape Ann with us! We specialize in family and friend groups who want to see and stay around Gloucester and Rockport. To discover America's Oldest Seaport, Le Beauport, with the best seafood, artists and music along New England's most beautiful rocky coast. We offer pre-reserved walking history and art tour, small group (8-14) sightseeing bus tours and vacation homes around Rockport and Gloucester.

9. Gloucester Center

Gloucester, MA http://www.co.gloucester.nj.us/
Excellent
55%
Good
39%
Satisfactory
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4.5 based on 76 reviews

Gloucester Center

Downtown working-class section of Gloucester.

Reviewed By smiling4unow - Saugerties, United States

This promenade along the ocean is a soothing relaxing area. Great experience both happy and peaceful. The Fisherman's Statue is an icon along with a beautiful wives statue amidst the of rows glorious flower beds. Also enjoy the friendship of the locals and visitors walking their dogs or relax on the benches. Restaurants , pubs, ice cream shops and terrific shopping is just minutes away. This has been our go to vacation spot for 45 years. There is nothing like it.

10. Gloucester Stage Company

267 E Main St, Gloucester, MA 01930-4141 +1 978-281-4433 [email protected] http://www.gloucesterstage.com
Excellent
70%
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4.5 based on 37 reviews

Gloucester Stage Company

The Gloucester Stage Company's mission is to present the highest quality professional theatrical productions while contributing to the cultural, economic and educational development of Cape Ann. Open seasonally. Please check our website for current season lineup, seasonal box office hours and to buy tickets. Box Office is open Tuesday - Friday 12-6pm. Additional hours May-October are an hour prior to show times.

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