Classic Harbor Line-Boston

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 cru

ise 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.

"Kira, Charlie and Capt. Michael were great. Very nice sailboat and 90 min tour and crew was super knowledgeable of loca...
08/29/2026

"Kira, Charlie and Capt. Michael were great. Very nice sailboat and 90 min tour and crew was super knowledgeable of local history and geography. Easy experience leaving from Boston Harbor Hotel which is excellent." says Scott on Google

★★★★★ Kira, Charlie and Capt. Michael were great. Very nice sailboat and 90 min tour and crew was super knowledgeable of local history and geography. Easy experience leaving from Boston Harbor Hotel which is excellent.

One more week until the Gloucester Gloucester Schooner Festival !!!! We cannot wait to be a part of this year’s festival...
08/29/2026

One more week until the Gloucester Gloucester Schooner Festival !!!! We cannot wait to be a part of this year’s festival. Reminder we will be doing a public sunset sail and fireworks sail on Saturday 9/5. Come sail in beautiful historic Gloucester!

"This was an amazing ride and experience made great by Alex the Goat !!  He talked about the boat and made the ride very...
08/29/2026

"This was an amazing ride and experience made great by Alex the Goat !! He talked about the boat and made the ride very comfortable for us. Has a bathrom, food, drinks, amazing views, really nice staff and an amazing time all around. Again Alex is the goat!! (extra star for Alex)" says Reed

This was an amazing ride and experience made great by Alex the Goat !! He talked about the boat…

"I had the best time on the sunset cruise around Boston Harbor! The captain's name was Eric and he did a fantastic job e...
08/28/2026

"I had the best time on the sunset cruise around Boston Harbor! The captain's name was Eric and he did a fantastic job explaining all the sights and the neighborhoods we were passing. I have lived near Boston for almost thirty years and this was the first time I saw the city from this vantage point. It was magical! I loved watching all the colors change in the sky over Boston as the lights began to twinkle. Between the breeze,.." says Beth

I had the best time on the sunset cruise around Boston Harbor! The captain's name was Eric and he…

"We chartered the Adirondack II for our wedding ceremony and it was pure magic. The boat provided a beautiful and elegan...
08/25/2026

"We chartered the Adirondack II for our wedding ceremony and it was pure magic. The boat provided a beautiful and elegant backdrop and the crew was friendly, attentive, and professional. Nick was a pleasure to work with coordinating the event. Highly recommend!" says Mariel on Google

★★★★★ We chartered the Adirondack II for our wedding ceremony and it was pure magic. The boat provided a beautiful and elegant backdrop and the crew was friendly, attentive, and professional. Nick was a pleasure to work with coordinating the event. Highly recommend!

"A very enjoyable experience, attentive staff and just a fun way to experience the city." says Aiyonnah on Google
08/25/2026

"A very enjoyable experience, attentive staff and just a fun way to experience the city." says Aiyonnah on Google

★★★★★ A very enjoyable experience, attentive staff and just a fun way to experience the city.

08/24/2026

It has been an amazing summer sailing in Boston Harbor, but there is so much more summer left! Check the link in our bio to get your tickets! 🎟️

Classic Harbor Line is excited to announce that we will be at the Gloucester Gloucester Schooner Festival !!! The festiv...
08/21/2026

Classic Harbor Line is excited to announce that we will be at the Gloucester Gloucester Schooner Festival !!! The festival is September 3rd-6th and Adirondack lll will be doing a sunset sail and a fireworks sail on Saturday, September 5. So many great opportunities to get out on the water in the historic Gloucester harbor! Link in our bio to book your tickets! 🎟️

Experience a beautiful 2-hour Gloucester sunset sail on the water and enjoy an unforgettable evening on the water!

"Had a spectacular day on the Harbor with my son, highlighted by a sail and oysters on the Schooner Adirondack III. Big ...
08/21/2026

"Had a spectacular day on the Harbor with my son, highlighted by a sail and oysters on the Schooner Adirondack III. Big thanks to the good people of Classic Harbor Line-Boston, Alex, Kira, Mike, and our shucker Jimmy!" says Joseph on Google

★★★★★ Had a spectacular day on the Harbor with my son, highlighted by a sail and oysters on the Schooner Adirondack III. Big thanks to the good people of Classic Harbor Line-Boston, Alex, Kira, Mike, and our shucker Jimmy!

Just a little throw back to Sail Boston with these lovely shots of our crew by Snapshots By Susan !!!! We truly have the...
08/18/2026

Just a little throw back to Sail Boston with these lovely shots of our crew by Snapshots By Susan !!!! We truly have the best guests. This weekend was one for the books.

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

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