Adirondack III - Boston Harbor Sailing, Sightseeing Boat Trips, Romantic Sunset Cruise, and Sail Boston

Adirondack III

The Schooner Specs

  • 80 feet overall
  • Certified for up to 41 Guests
  • Flies just under 2000 square feet of Sail

Adirondack III was designed and constructed specifically for carrying passengers comfortably, which is uncommon for historic schooners. Due to the modern and innovative design of Adirondack III, guests will have room to sit and move around the boat. 

Adirondack III measures 80 feet in length overall with a 16-foot beam. Her lines are modeled after 1890s style pilot schooners. Adirondack III is long and lean with a spoon bow, which helps her ply through the waters more effortlessly than the average schooner. An all-wooden vessel with a white glass overlay haul, Adirondack III is quite easy to pick out amongst her fellow schooners with her smooth clean lines. When you step aboard Adirondack III you’ll notice her clean teak decks and brilliantly varnished mahogany rails. When your focus takes to the sky above you, you will find two towering Douglas Fir masts and nearly 2,000 square feet of sail stretching to the sky. Adirondack III is sure to amaze you and your guests with her majestic beauty. Whether you are out on one of our sightseeing cruises or you want to have a romantic Boston sunset sail, Adirondack III will be sure to impress!  Sail Boston Harbor aboard this beautiful schooner and take in the sights of Boston in style.  

Adirondack III is a U.S. Coast Guard certified vessel sailing with U.S. Coast Guard licensed captains and only the most experienced and hospitable crew. She is equipped with an abundance of life jackets, two well-appointed bathrooms, blankets for cool evenings, and beverages on all trips.


Boston Day Sail on Schooner Adirondack III

See Boston like never before on this 2-hour sail aboard the Adirondack III, a wooden 80-foot pilot schooner. Within five minutes of leaving the dock, you will forget the mayhem and noise of the City, and begin to feel the relaxing breeze of Boston Harbor!  Cruise through Boston Harbor on this relaxing daytime sail. 

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Boston Sunset Sail on Schooner Adirondack III

Catch the sunset from the water on this evening sightseeing sail of the Harbor.  Climb aboard our beautiful 80-foot schooner, the Adirondack III, and join your captain in this peaceful, picturesque sail away from the concrete and noise of the city.  These Boston sunset sails are perfect for romantic dates or unwinding after a busy day at the office!  Sip on Champagne and watch the sun dip down beyond the horizon.

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Boston City Lights Sail on Schooner Adirondack III

Experience the Boston city lights on this nighttime sail.  Cruise quietly by the bright and beautiful light of the Boston skyline. You'll take in the breathtaking Boston views that can only be seen from the water on a quiet and peaceful excursion. The Boston City Lights Sail is a great after dinner adventure for couples out on a date. 

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Reviews from Key West about AD III

“… This beautiful sailboat immediately responded to the stiff breeze coming across the water. There's nothing better that feeling the engine turning off and the sails filling with air…”

“The Adirondack III is a beautiful schooner. The crew is exceptionally experienced, friendly and makes you feel very welcome”

“It is a great boat - neat, clean, fast - with a friendly, knowledgeable crew. What more could you need? We had a great sail, and a delightful outing.”

“My husband and I knew we wanted to take a sunset sail, but I actually wanted to sail. Not motor around or be on a catamaran or a kitchy touristy cruise. This boat is beautiful, the crew is fun and they actually sail. Worth every penny and definitely recommend to everyone.”