Must-Do Activities in Gloucester, MA

Are you an adventurer looking to get active? In Cape Ann, there are many sports and recreational activities for various kinds of people. Go hiking in several of Gloucester’s parks and sanctuaries. Enjoy a beautiful sunset at different Rockport lighthouses. You can even go fishing or set sail on a charter or cruise. Discover more about sports and recreation in Gloucester and Cape Ann. 

 

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Charlie’s Charters Fishing and Sightseeing

Downtown

(978) 281-8992

Website

Charlie’s Charters offers private charter fishing, sightseeing, lighthouse tours, photo charters, seal & bird watching, and ash scattering.

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Schooner Adventure

Downtown

(978) 281-8079

Website

All aboard this 122′ National Historic Landmark schooner! Built in Essex in 1926.

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Stage Fort Park

Downtown

(978) 281-9785

Website

The Park is home to Half Moon and Cressy’s beaches, with access to a sand volleyball court, a beautiful new playground, a baseball field, a basketball court, and tennis courts. Open seasonally from late May through mid-October annually.

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Gloucester Fleet Deep Sea Fishing & Charters

West Gloucester

(978) 559-1978

Website

Gloucester Fleet is a small family-owned and operated business. Fun and safe deep sea fishing trips for all ages!

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The Schooner Thomas E. Lannon

Downtown

(978) 281-6634

Website

Schooner sailing aboard the Lannon is relaxing, romantic, and fun. It’s an experience unlike any other.

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Harbor Tours, Inc.

Downtown

(978) 283-1979

Website

Cape Ann’s longest running boat tour company offers the only tour that completely circles Cape Ann.

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Tuna Hunter Fishing Charters

West Gloucester

(978) 407-1351

Website

Tuna Hunter offers full-service deep sea fishing charters for giant bluefin tuna, striped bass, cod and haddock, sharks, flounder, bluefish and more.

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Eastern Point Wildlife Sanctuary

East Gloucester

(978) 887-9264

Website

What Eastern Point lacks in space it more than makes up for in views and wildlife.

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Dogtown (Dogtown Common or Dogtown Village)

Downtown

Website

Dogtown is an area in central Gloucester of about five square miles, or 3600 acres, stretching from the Riverdale section of the city, north of Route 128, into Rockport, and including the Goose Cove and the Babson Reservoirs.

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Ravenswood Park

West Gloucester

(978) 281-8400

Website

Ravenswood Park is a nature reserve in the western section of Gloucester, Massachusetts owned and managed by the Trustees of Reservations.

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Cape Ann Cruises

Downtown

978-515-0484

Website

It all begins with a date. Maybe it’s a wedding date. Maybe it’s a birthday. Whatever date it may be, we would love for you to share it with us. Let us make your event a memorable one!

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Cape Ann Lanes

Downtown

(978) 283-9753

Website

Gloucester’s only bowling alley with year-round fun for the whole family! Bowl, dine and enjoy house made beer, wine, and pub food at their own Laneside Pub and Brewery!

OPEN YEAR ROUND

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Maritime Heritage Charters

Downtown

(978) 290-7168

Website

Enjoy fun and informative daily two-hour public sails aboard the Schooners Ardelle and Isabella! Open May to September.

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Essex River Cruises & Charters

Essex

(978) 768-6981

Website

“Enjoy a river excursion that captures the essence of New England,” Boston Globe.

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Agawam Boat & Fishing Charters

Essex

(978) 768-1114

Website

Enjoy a private boat with a Captain/guide for sightseeing, fishing, and exploring Cape Ann.

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Greenbelt, Essex County’s Land Trust

Essex

978-768-7241

Website

Greenbelt, Essex County’s Land Trust is the most active land conservation organization in our region, having protected more than 19,000 acres in Essex County since 1961.

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Thacher Island Twin Lighthouses

Rockport

Cape Ann Light Station, also known as Thacher Island Twin Lights, was first established on Thacher Island in 1771. Thacher Island is located about a mile offshore of Rockport.

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North Shore Adventures and Outdoor Center

Rockport

978-546-5050

Website

The one stop shop to Adventure on Cape Ann. North Shore Adventures and Outdoor Center can equip and guide you for all your paddling, hiking, and biking needs around the beautiful North Shore.

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Halibut Point State Park

Rockport

Website

Located at the very tip of Cape Ann, Halibut Point State Park is the site of the old Rockport Granite Company’s Babson Farm Quarry. With the ocean setting as your... Read more »

OPEN YEAR ROUND

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Business Listings

Harbor 9 Golf

Downtown

Website

The Gift of Golf. Discover an unparalleled golfing experience at Harbor 9 Golf, where cutting-edge technology meets the great game of golf.

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Gloucester Boat Rental

Downtown

63 Rogers Street

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Treetop Yoga Studio

East Gloucester

3A Pond Rd

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Cape Ann Power Yoga

Downtown

186 Main St

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Kestrel Educational Adventures

Downtown

186 Main St

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Amanda Marie Fishing Charters

Downtown

7 Parker St

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Cape Ann Charters

West Gloucester

75 Essex Ave.

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Cape Ann SUP at Beauport Hotel

Downtown

55 Commercial St

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Cape Ann Divers

East Gloucester

127 Eastern Ave. # 20

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Cape Ann YMCA

Downtown

71 Middle St.

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Patriot Wave Charters

Downtown

93 Western Ave

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Connemara Bay Charters

Downtown

47 Crafts Rd

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Defiance Sail Charters/B&B Afloat

East Gloucester

211 E Main St

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Gloucester Charter Connection Deep Sea Fishing

West Gloucester

76 Essex Ave

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Gloucester E-Bike Rental

Downtown

32 Maplewood Ave

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Cape Ann SUP

Essex

2 Southern Ave

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Featured Business: Cape Ann Whale Watch

Discover Gloucester Spotlight

Since 1979, Cape Ann Whale Watch has taken over three quarters of a million whale watching enthusiasts to view nature’s gentles in their natural habitat. They take visitors to Stellwagen Bank, a National Marine Statuary located just 12 miles off the coast of Gloucester, to see and learn about whales.

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