Whale Watching & Fishing on Cape Ann

From whale watching and schooner sails to deep sea fishing and harbor cruises, Gloucester offers unforgettable ways to experience life on the water. Whether you’re setting sail for adventure or relaxing with a scenic tour, there’s no better place to dive into maritime fun.

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Featured Business Listings

Beauport Cruiselines

Downtown

(978) 282-9700 opt. 2

Website

Dine, dance, and cruise aboard the elegant Beauport Cruiseline while cruising around Gloucester harbor in true New England style.

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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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Schooner Adventure

Downtown

(978) 281-8079

Website

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

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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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Maritime Gloucester

Downtown

(978) 281-0470

Website

Oceans of discovery at Maritime Gloucester, a working waterfront museum with hands-on maritime exhibits, aquarium, and schooner sails.

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Cape Ann Whale Watch

Downtown

(978) 283-5110

Website

Sail aboard the Hurricane, the largest, fastest vessel in Gloucester to see the whales. Take a tour and learn about the whales in Cape Ann.

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Ocean Alliance Docks

East Gloucester

978-281-2814 ext. 100

Website

Lease a dock on Gloucester harbor with Ocean Alliance. Book your transient reservations for the upcoming season. Research, private, commercial, and education vessels are welcome!

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Artemis Sails LLC

Downtown

207-930-5873

Website

Are you looking for a way to get out on the water this summer with family and friends? Our sailing charters are all custom designed for those wanting to get away from it all and spend a glorious time out on the ocean, exploring the beautiful coastline of Cape Ann and the surrounding area.

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7 Seas Whale Watch

Downtown

(888) 283-1776

Website

Guaranteed whale sightings! Gloucester’s leading whale watch company since 1983.

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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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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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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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Essex Heritage Lighthouse & Harbor Tours

North of Boston

978-212-9227

Website

Explore the treasures of Salem’s islands and coastlines! From June-September trips to Bakers Island Light, Misery Island, and specialty tours are available. Overnight stays and camping also available… Read more »

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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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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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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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Business Listings

Cape Ann Marina

Downtown

Website

(On the water: between the Blynman Bridge and railroad bridge). Dock & Dine, fuel-dock, 265 boat slips, boatyard and marine sales & services. Fishing, diving and site seeing… Read more »

Featured Business: Hotel at Cape Ann Marina

Discover Gloucester Spotlight

Swimming pool at Cape Ann's Marina & Resort

The Hotel at Cape Ann Marina is open year-round featuring on the water rooms with balconies overlooking beautiful saltwater marshes and marina on the beautiful Annisquam River. Located just inside the historic Gloucester maritime waterfront, close to downtown, historic sites, Stage Fort Park and recreational destinations.

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On the Water

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Sorry, but no listings match your filters. Please adjust the filters to find what you're looking for.

Featured Business Listings

Beauport Cruiselines

Harbor Tours, Inc.

Schooner Adventure

Cape Ann Cruises

Maritime Gloucester

Cape Ann Whale Watch

Ocean Alliance Docks

Artemis Sails LLC

7 Seas Whale Watch

The Schooner Thomas E. Lannon

Maritime Heritage Charters

Tuna Hunter Fishing Charters

Essex Heritage Lighthouse & Harbor Tours

Agawam Boat & Fishing Charters

North Shore Adventures and Outdoor Center

Essex River Cruises & Charters

Business Listings

Cape Ann Marina

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Featured Business: Hotel at Cape Ann Marina

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