Classic Harbor Line – COVID-19 UPDATE
Boston, MA

Boston PRIDE Cruise

Call to order 617-951-2460

Boston Gay PrideCome celebrate Boston PRIDE with us in the Harbor on one of our classic yachts! CHL Boston is happy to continue to support Boston PRIDE this year.

All allies are welcome to come support this beautiful community and join us for anyone of our PRIDE cruises.  Step aboard for a PRIDE sunset sail or a PRIDE day sail! (A portion of each ticket on the PRIDE Day Sail will be donated to BAGLY. BAGLY is the Boston Alliance of LGBTQ+ Youth. A youth-led, adult-supported organization committed to social justice. Creating, sustaining and advocating for programs, policies and services for the LGBTQ+ youth community.)

Not interested in sailing?  Then you may be interested in joining us for a morning Drag Brunch Cruise on our motor yacht. Luxury yacht Northern Lights will be hosting Bostons crowd favorites!

Whether you choose a sail aboard our schooner or take a cruise with us on our yacht, you are sure to have a memorable experience.  

Lastly, you have to come cool down with us after a long day of PRIDE events in the hot city.  End the day by cooling down with us on the water and celebrate the future of our nation without discrimination. So step aboard for a Boston PRIDE cruise!

Come with a group of friends or loved ones aboard one of our classic boats to take in the beauty of this colorful Boston PRIDE cruise in the Harbor. All of our yachts will cruise out of Rowes Wharf and into Boston Harbor to view the amazing skyline that this city has to offer!

Boston Pride Day Sail

Adirondack III Pride Day Sail

Our classic 2-hour or 1.5 hour afternoon day sails are the perfect way to see the sights of Boston Harbor. There is no better way to enjoy the day than sailing aboard the schooner Adirondack III, which is the most elegant sailing excursion you will find in the harbor. Adirondack III is a classically styled 80-foot pilot schooner with long sleek lines. She is smooth and gentle sailing vessel with some speediness to boot. This sail is great for families who want to get out and see the sights. Within minutes of leaving the dock, you’ll forget the distractions of life on land, as you experience the joy of a leisurely sailing cruise!

  Duration: hoose a 1.5hr or 2hr sailing option   Boat: Schooner Adirondack III   Cost: Adults $48 or $45

Boston Pride Sunset Sail

Adirondack III Pride Sunset Sail

Experience a beautiful 2-hour Boston Harbor sunset sail on the water and see some of the city’s waterfront landmarks as the sun dips below the horizon. You will be aboard the most elegant sailing yacht in town, Adirondack III, a classically styled, 80-foot pilot schooner. Adirondack III is the fastest and most elegant schooner in Boston Harbor. She offers a smooth and gentle sailing experience to her passengers as well as top-notch customer service by her captain and crew. Enjoy a comfortable and relaxing ride for you and your loved ones. Within minutes of leaving the dock, you’ll forget the distractions of life on land, as you experience the ambiance of a sunset sailing cruise aboard a stellar vessel.

  Duration: 2 hrs   Boat: Schooner Adirondack III   Cost: Adult $58