Fun Things To Do in Gloucester, Rockport, Cape Ann & North of Boston, MA

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Gloucester Schooner Features Music Cruises, Vacation & Corporate Packages

Schooner Thomas E. Lannon - Gloucester, MA

Schooner Thomas E. Lannon in Gloucester, MA

If you haven't seen America's oldest seaport from the water, you're missing the best of it. Relax on the deck of this authentic 65 foot schooner as she sails out of Gloucester harbor on a light southwesterly breeze. Experience 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 famous coastline.

Fun things to do in Gloucester, MA

Even if the weather is not cooperating, you can have fun in Gloucester. Your entire family can paint your own pottery crafted by a local Gloucester artisan. And you can take a piece of authentic Gloucester with you. It's truly one of the fun things to do in Gloucester, MA.

Insider's Gloucester Blogs

Posted by a local sharing his View of Life on the Dock, these blogs are full of fascinating tidbits, including tons of entertaining photos and information on all sorts of useful things, from to where to get the best lobsters to the cheapest gas prices in town.

Good Morning Gloucester

What’s Up Downtown

Insiders Tour of Gloucester

Cape Pond Ice - Featured in the movie The Perfect Storm

Cape Pond Ice Historic Ice House

Featured in The Perfect Storm movie and Deadliest Catch TV show, Cape Pond Ice now offers tours of their historic ice facility. On Tuesdays through Thursdays all summer long they even offer the Insiders Tour Package, which includes a harbor tour by boat of America's oldest working seaport and art colony, lunch, Beauport museum tour and narrated tour complete with vintage footage of the 1848 ice house.

more info

Cape Ann Museum Offers Special Exhibits All Summer Long

On the Wharves, Gloucester Harbor, 1847 by Fitz Henry (Hugh) Lane

Be sure to visit the Cape Ann Museum in Gloucester, MA

Located in the heart of downtown Gloucester, the Cape Ann Museum offers permanent collections and a rotating schedule of special exhibits throughout the year.

See Special Exhibits here.

The Museum's collection includes several work by famed 19th century painter Fitz Henry (Hugh) Lane.

The collection also includes rare works of Winslow Homer.

The National Gallery of Art in Washington, D.C. also featured a special exhibit of works by Winslow Homer.

more info here