Boston Sailing

Adirondack Day Sail

1.5-2 Hour sail for up to 30 passengers from 60 Rowes Wharf, Boston, MA.

Step aboard schooners Adirondack III & IV for an unforgettable journey through the scenic beauty of the harbor.

Perfect for families and adventurers alike, day sails offer a relaxing and immersive way to explore Boston Harbor's iconic landmarks.

Adirondack Sunset Sail

2 Hour sail for up to 30 passengers from 60 Rowes Wharf, Boston, MA.

As the sun descends below the horizon, witness the city's waterfront landmarks bathed in the golden hues of twilight.

The Adirondacks promise a smooth and gentle sailing experience complemented by exceptional customer service from our captain and crew

80’ SCHOONER

WORKING BATHROOMS

SEATING AVAILABLE

DRINKS FOR PURCHASE

FOOD ALLOWED

NO SMOKING

NO PETS

CABIN AREA

WATER AVAILABLE

ADIRONDACK III

Inspired by the pilot schooners of the 1890’s, Classic Harbor Line’s Adirondack III is 80-ft in length, features teak decks, mahogany-trimmings, complete with 2 bathrooms, and just under 2,000 square feet of canvas to escort you through Boston’s historic harbor!

Though it is a light and lively sailing vessel, it is also quite comfortable, with ample deck space and seating for up to 41. It was designed and built by Scarano Boat Building of Albany, NY for taking groups of people on spectacular sightseeing adventures.

Sailing in this schooner is a delight. She moves through the water efficiently and beautifully; we take great pride in sharing her with you.

The Adirondack III is operated by Coast Guard-certified captains and an extremely friendly and talented crew.

The crew is known for their amazing hospitality, and are professionally trained and experienced in sailing vessels well and safely. Do not hesitate to ask the crew about the boat or any of the Boston sites.

REVIEWS

350+ Reviews 4.7/5.0 AVG

Took a sunset sail through Boston Harbor and it was spectacular. Although rain threatened at sail time, cleared off quickly and saw an amazing sunset and night skyline. Fantastic crew!

★★★★★ Monika K

Amazing crew! Great sail boat. Drinks and experience were all 10/10! Highly recommend. Even our local family was jealous of our excursion!

★★★★★ Jenny P

We took the 90 minute Day Sail of Boston Harbor on our last day in Boston after a week of seeing the city on foot. It was really nice to enjoy the view of the city and the harbor in a relaxing boat ride after so much walking. The crew were very nice, and they made us feel welcomed. I enjoyed watching them operate the sails, and hearing of their sailing experiences. We went in early September and could not have had better weather - sunny, mid-70's, and a nice breeze for sailing. A really good experience.

★★★★★ Glenn R

Had time to fit in a sailing experience on our visit to Boston. We Really enjoyed it. Drinks we’re served (For a Cost), but so worth it! Definitely a fun time w/my family to just sit back and take the beautiful views in. I was happy to be allowed to Sail (steer) the Sailboat. Definitely a bucket list item off my list. The Crew was Amazing!! This is a must to do on your trip.

★★★★★ Matilda C

EXPERIENCE DESCRIPTION

Experience the timeless charm of Boston Harbor aboard a classic 2-hour or 1.5-hour afternoon day sails. Step aboard schooners Adirondack III & IV for an unforgettable journey through the scenic beauty of the harbor.

Perfect for families and adventurers alike, sails offer a relaxing and immersive way to explore Boston Harbor's iconic landmarks. From the moment you set sail, the distractions of life on land will fade away, replaced by the tranquil joy of gliding across the water on a leisurely cruise.

Don't miss your chance to create lasting memories with loved ones aboard the most elegant sailing excursion in Boston Harbor. Book your adventure today and embark on a voyage of discovery and relaxation unlike any other!

LOCATION

 

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