Classic Harbor Line-Boston

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Classic Harbor Line-Boston Dedicated to helping locals & visitors alike enjoy the unique wonders of Boston, Classic Harbor Line
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Classic Harbor Line: Boston’s Classic Style Charter Boat and Tour Boat Fleet

At Classic Harbor Line, we are dedicated to providing the most impeccably luxurious and hospitable sailing experience in Boston. Our guests can look forward to the privilege of being escorted on a breathtaking excursion aboard the most elegant sailing vessel in Boston Harbor, the schooner Adirondack III or a relaxing cruise aboard the motor vessel Northern Lights If you are a first time visitor or a seasoned local, an excursion aboard one of Classic Harbor Line’s yachts will provide you with a new perspective on the city of Boston. While aboard our stylish boats, you will be treated to views of the spectacular Boston skyline, historical sites, harbor islands, and perhaps a glimpse of some of our elusive wildlife, such as the harbor seal. So, come on out and experience the best sightseeing adventure in Boston! And please, kick up your feet because we’ll do all the heavy lifting (and drink pouring)! There are two ways to cruise or sail with us, you may purchase tickets for one of our public events aboard the schooner Adirondack III or motor yacht Northern Lights or you may privately charter either boat. Tickets aboard our schooner are available for purchase on a Day Sail, Sunset Sail, City Lights Sails, Boston Harbor Island Picnic Sail, or our Sails & Ales featuring Harpoon Brewery. Northern Lights offers tickets on our One-Hour Inner Harbor Cruise and Sunset Cruise. Consider the schooner Adirondack III or yacht Northern Lights if you are looking for a new and exciting experience to host your next company outing or celebrate a milestone such as a wedding, anniversary, or birthday. Adirondack III is certified to carry groups of 40 or less, while the yacht Northern Lights is suitable for groups of 149 or fewer. To get more information on privately chartering the schooner Adirondack III or Northern Lights for your next event, go to our Private Charters page. Either way, you choose to experience Boston Harbor with us you will be pleased to find our vessels in excellent condition, with comfortable seating, and the most hospitable crew in Beantown. Classic Harbor Line is known for operating some of the most stunning sailing boats and classic yachts in New York, New York; Newport, Rhode Island; Key West, Florida; and Boston, Massachusetts. In addition to our beautiful vessel, we are also renowned for our excellence in hospitality and customer service.

"Fall Sunday Bruch Cruise - we loved it! Highly recommend!" says Susan on Google
10/19/2026

"Fall Sunday Bruch Cruise - we loved it! Highly recommend!" says Susan on Google

★★★★★ Fall Sunday Bruch Cruise - we loved it! Highly recommend!

"Had a wonderful cruise around the Harbor!Alex was kind, friendly and answered all our questions - appreciate the servic...
10/19/2026

"Had a wonderful cruise around the Harbor!
Alex was kind, friendly and answered all our questions - appreciate the service! Would highly recommend!" says Nicole on Google

★★★★★ Had a wonderful cruise around the Harbor! Alex was kind, friendly and answered all our questions - appreciate the service! Would highly recommend!

"It was an absolutely wonderful experience. Sunset was spectacular! Captain and crew were very attentive and responsiv...
10/19/2026

"It was an absolutely wonderful experience. Sunset was spectacular! Captain and crew were very attentive and responsive to any questions or needs." says Ellen

It was an absolutely wonderful experience. Sunset was spectacular! Captain and crew were very…

And just like that, the 2026 sailing season has come to an end. What a historic summer we have had in Boston harbor! A h...
10/19/2026

And just like that, the 2026 sailing season has come to an end. What a historic summer we have had in Boston harbor! A huge thank you to our crew, without you all, none of this would be possible. To our customers, whether you were in town for America’s 250th, Sail Boston, taking in a New England summer or one of our beloved regulars thank you from the bottom of our hearts.

We will be counting the days until next sailing season, but for now there are still plenty of opportunities to cruise around Boston harbor for the rest of the year! 💚

"So fun! Great crew! Smooth sailing! Nice ship! Jess, Vitya, and Stephan were great! Cozy!" says Emily
10/10/2026

"So fun! Great crew! Smooth sailing! Nice ship! Jess, Vitya, and Stephan were great! Cozy!" says Emily

So fun! Great crew! Smooth sailing! Nice ship! Jess, Vitya, and Stephan were great! Cozy!

"Smooth sails. Nice pours. Boston sarcasm. 12/10! Thanks to Vitya, Jess, and Stephen for a wonderful lift on the sea" sa...
10/10/2026

"Smooth sails. Nice pours. Boston sarcasm. 12/10! Thanks to Vitya, Jess, and Stephen for a wonderful lift on the sea" says Jen on Google

★★★★★ Smooth sails. Nice pours. Boston sarcasm. 12/10! Thanks to Vitya, Jess, and Stephen for a wonderful lift on the sea

"Went for an evening cruise and the city (and boat) looked amazing. Totally worth it!" says Johanna on Google
10/10/2026

"Went for an evening cruise and the city (and boat) looked amazing. Totally worth it!" says Johanna on Google

★★★★★ Went for an evening cruise and the city (and boat) looked amazing. Totally worth it!

Our last day of sailing for the 2026 season is October 18th! Make sure you get your harbor sail in before the season end...
10/08/2026

Our last day of sailing for the 2026 season is October 18th! Make sure you get your harbor sail in before the season ends!

10/07/2026

We are crushing into fall with a whole line up of cruises. Fall Foliage cruises, Ghost Tours and more! Make sure to check out our schedule at the link in our bio.

"Took an awesome sailboat cruise of Boston Harbor with the crew of the Adirondack II. It was a wonderful experience, hig...
10/04/2026

"Took an awesome sailboat cruise of Boston Harbor with the crew of the Adirondack II. It was a wonderful experience, highly recommend." says Bill on Google

★★★★★ Took an awesome sailboat cruise of Boston Harbor with the crew of the Adirondack II. It was a wonderful experience, highly recommend.

Address

70 Rowes Wharf
Boston, MA
02110

Opening Hours

Monday 10am - 9pm
Tuesday 10am - 9pm
Wednesday 10am - 9pm
Thursday 10am - 9pm
Friday 10am - 9pm
Saturday 10am - 9pm
Sunday 10am - 9pm

Telephone

+16179512460

Website

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