Set sail aboard the first yacht of the Classic Harbor Line Fleet in Boston: Schooner Adirondack III! This 80-foot beauty has been setting sail, making waves, bonding friends, families, and lovers in Boston since 2013! She has numerous repeat guests every summer and is out for a sail up to 4 times a day! Drinks are always available for purchase and the captain and crew are always friendly and fun. (Just read her awesome reviews!) And take a look at her many sails offered listed below…
The Adirondack IV is the newest of the fleet. She has a traditional double gaff-rig, a design which can be reefed or shortened easily as well as handled by just two crew and a captain. The great extended cockpit design, built with guests in mind, is borrowed from the ADK II design and is perfect for public trips and private charters alike.
The spars will be carbon fiber, one of the many breaks from a traditional wooden sailboat in favor of utilizing modern technology. At 90’ in length she is a blend of the traditional and the modern, built by a designer and a yard that loves classic wooden boats, and is also excited by the possibilities of new technology and loves introducing people to sailing.
The best way to do some sightseeing in Boston Harbor is on one of these beautiful sailboats. Glide through the water with grace and speed and enjoy an afternoon under the sun aboard a Boston sailing adventure.
Boston Day Sail
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. Our Boston Day Sail is a classic afternoon sailing experience that is 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 or schooner Adirondack IV, which is the most elegant sailing excursion you will find in the harbor. These schooners are smooth and gentle sailing vessels with some speed.
Duration:
1.5 hrs OR 2 hrs Boat:
Adirondack III or Adirondack IV Cost:
Adult $55 to $60 | Child $38
Experience a beautiful Boston Harbor sunset on the water and see some of the city’s waterfront landmarks as the sun dips below the horizon. Sailing offers a smooth and gentle experience on the water, which is great for having a romantic early evening out with that special someone. Our crew and captain offer top notch customer service to our guests.
Duration:
2 hrs Boat:
Adirondack III or Adirondack IV Cost:
Adult $68 to $82
Schooners Adirondack III & IV 90-Minute Mimosa Day Sail
Our classic, 90-minute, 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 or Adirondack IV, which is the most elegant sailing excursion you will find in the harbor. These are smooth and gentle sailing vessels with some speediness to boot. 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:
1.5 hrs Boat:
Adirondack III or Adirondack IV Cost:
Adult $48 | Child $28
U.S.S. Constitution Turnaround Sail aboard Schooners Adirondack III & IV
Join us for the 2.5-3 hour long sail on July 4th to view the turnaround of the U.S.S. Constitution, the oldest (1797) actively commissioned naval vessel in the world. Experience this yearly event like you never have before aboard one of our classic schooners. They feature comfortable seating and a brisk ride, as we are able to view the turnaround of the U.S.S. Constitution. You won’t want to miss this truly unique and special event! The turnaround takes place once a year to celebrate our nation’s birthday. The U.S.S. Constitution will sail out into Boston Harbor where she’ll exchange a 21-gun salute with Castle Island’s Fort Independence. While aboard enjoy complimentary pastries, bagels, and muffins with our continental breakfast. (Continental breakfast includes: Assorted Pastries, Scones, and Muffins, Jalapeño Cheese Bagels with Cream Cheese, Fresh Seasonal Fruit, Yogurt and Granola)
Duration:
2.5 - 3 hrs Boat:
Adirondack III or Adirondack IV Cost:
Adults $130
Get the fourth of July week started with a BANG! Wave to your fellow patriots on the shoreline as we cruise around and see the sites of Boston! Following our cruise around the harbor enjoy a spectacular fireworks display on Boston Harbor. Join us for two hour cruise, followed by Harborfest Fireworks lighting up along Boston’s Waterfront. Enjoy crowd free and comfortable seating aboard the Schooner Adirondack III or Adirondack IV!
Duration:
2 hrs Boat:
Adirondack III or Adirondack IV Cost:
$150
Winthrop 4th of July Fireworks Cruise and Sail on Adirondack III & IV
Don’t want to deal with all the traffic crowds and hype surrounding the 4th of July, but still want to celebrate and enjoy the patriotic holiday? Step aboard the Adirondack III for a cruise to Winthrop to watch the fireworks and then sail back to Boston at the end. Sip on Champagne and enjoy this magical evening with the best seats in the house! Enjoy crowd free and comfortable seating aboard the Schooner Adirondack III or Adirondack IV!
Duration:
3 - 3.5 hrs Boat:
Adirondack III or Adirondack IV Cost:
Adult $198 | Child $130
Set sail aboard the first yacht of the Classic Harbor Line Fleet in Boston: Schooner Adirondack III! This 80-foot beauty has been setting sail, making waves, bonding friends, families, and lovers in Boston since 2013! She has numerous repeat guests every summer and is out for a sail up to 4 times a day! Drinks are always available for purchase and the captain and crew are always friendly and fun. (Just read her awesome 
