Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner Adirondack sailboats! These classic boats are reminiscent of the sailboats from the 1890s. Sail past the seaport district, Castle Island, Fort Independence, Spectacle Island, and Long Island with Long Island Head Light. Great for families and friends who want to sail and see the sights of Boston from the water! Within minutes of leaving the dock, guests will forget the distractions of life on land and experience the joy of a leisurely sail. Sit back and relax as the crew raises sail and provides beverage service. Drinks are available for purchase by credit card only. Guests are welcome to bring a picnic onboard. The knowledgeable captain and crew are always ready to answer questions about the sights and history of Boston Harbor and its surrounding areas. From interesting facts to old-time legends, the maritime world of Boston has many great stories to offer.

Enjoy a relaxing sunset cruise in Boston Harbor which heads out to Fort Independence located on Castle Island and named after George Washington. Then take in views along Boston's waterfront such as the Mystic Tobin Bridge, Leonard Zakim Bridge, Custom House Tower, Old North church steeple, USS Cassin Young, and the USS Constitution.  An extra special feature on this cruise is the cannon fire at Sunset, which is presented off the USS Constitution every night to announce the setting of the sun. Plan to arrive 15 minutes prior to the scheduled meeting time to check-in at the ticket booth, obtain boarding passes and pre-board. Please note this is not a private experience. A maximum of 12 guests are permitted per booking. There may be up to 140 guests onboard