New England Windjammer Cruises in Maine – No Ordinary Sailing Vacation!

unique windjammer tallship sailing vacations
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Mary Day is a big, comfortable sailing ship.

The very first schooner built specifically with passenger comfort and safety in mind. Oh yeah, and she's fast too!

The Shopping Frenzy Begins

Take a turn at the wheel.

Capt Barry and crew are very patient teachers for those who would like to try their hand at the wheel or help sail the schooner. Of course there is plenty of time to relax and get ashore everyday.

Watching wildlife while sailing silently between the islands of the Maine coast.

There is always something to see so don't forget to bring binoculars and a camera.

Swimming in one of Maine's secluded "harbors of warm waters."

With dozens of secluded harbors in our cruising area it isn't difficult to find a warm spot off-the-beaten-path to jump in for a swim.

A hallmark of every windjammer cruise, great traditional New England cooking.

Fresh lunch from the wood-fired cookstove and made with love. Click for full food information

How many can you eat?

Every cruise includes our all-you-can-eat lobster picnic.

Puffins still nest along the coast of Maine

The Maine coast is home to an extraordinary variety of wildlife including Atlantic puffins which still nest here on the offshore islands.

The Maine coast is famous for its numerous historic lighthouses.

Egg Rock Lighthouse in Frenchman Bay, one of 22 lighthouses in our cruising area.

Beautiful sunsets painted by Nature's hand.

When we anchor after a day of sailing, sometimes the show is just beginning.

A Million Stars to Steer Her By

With city lights far astern, stargazing aboard a Maine windjammer is inspiring...no, make that jaw-dropping awesome!

marydaybadgeUnplug, unwind and leave your cares ashore. For over 50 years, unique and relaxing tall ship sailing vacations aboard our legendary Maine windjammer, Mary Day! Close to home, closer to heaven!


Plan Your Cruise!

Choose from our schedule of 3, 4 and 6 day cruises.  

Fabulous Cooking!

Hearty and delicious fare fresh from the wood stove. 

She was the first!

Built just for you. Your schooner, your experience. 

2014 Sailing Schedule

Have questions? Reserve Your Space Now

1-800-992-2218