Classically designed for a contemporary experience….

Boston Harbor Cruises»

Join us for a sightseeing cruise in Boston Harbor!

Boston Sunset Cruise
Sunset Cruises»

Grab your friends and family and join us for a beautiful Sunset Cruise in Boston Harbor!

Boston Sailing Boat Rides»

Sail with us in Boston Harbor for a fun sailing experience!

Harborfest Fireworks Cruises»

Join us on a fireworks cruise for Harborfest this year!

Sail with us in Newport RI»

Looking to visit Newport RI this year? Join us for a sail while you are visiting!


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 yachts in Boston Harbor, the schooners Adirondack III & Adirondack IV and the motor yacht, 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 classically inspired boats, you will be treated to the best sightseeing of the Boston Harbor and skyline. You'll see the U.S.S. Constitution, Fort Independence, Bunker Hill Monument, Long Wharf and the Boston Seaport District. Other historical sites and the beautiful Harbor Islands are also instore. So, come on out and experience the best sightseeing in Boston!

There are two ways to cruise or sail with us. You may purchase tickets for one of our public events aboard the schooners Adirondack III & IV or motor yacht Northern Lights; or you may privately charter any of these boats. Tickets are regularly available aboard our schooners for a Day Sail, Sunset Sail, or Mimosa Sail. Northern Lights offers tickets on Harbor Tours, Sunset Cruises, Brunch and Jazz Cruises.

Consider private boat charter aboard the schooners Adirondack III & IV 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 up to 40, Adirondack IV can accommodate up to 70, and the yacht Northern Lights is suitable for groups of up to 149. To get more information on privately chartering the schooners Adirondack III & IV 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 boats in excellent condition, with comfortable seating, and the most hospitable crew in Beantown! We also have a robust set of menus and catering options provided by our in-house Chef.

We are confident we provide the best private boat party options in Boston! 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. If you have a chance, check out our recent reviews!

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