Traditional Sailing

Traditional Sailing Adventure on Boston Harbor!

Come Sail Away Now with Captain Don aboard the sailboat, Tupelo Honey. Captain Don has been sailing all of his life and was a commercial fisherman in Gloucester, MA.  The Tupelo Honey is a 31 foot traditional gaff rigged friendship sloop which sails on the Boston Harbor.  She is a Coast Guard certified replica of the 1904 friendship sloop Dictator. The Dictator was one of the original lobster smacks that fished the coast of Maine.  Ever wonder how lobstering was done before motors?  Rigging was done so the sails could be back winded (stand still in the water) while pulling traps.  Sails were tied down with the line and hoisted by sheer strength.  Trees were cut down for masts.  Captain Benoit aims to make the traditions and appreciation of classic sailing vessels of the late 1900’s available for everyone to experience and enjoy. Get out and cruise Boston Harbor with 11 of your closest friends and family. A traditional sailing adventure on Boston Harbor is a great way to create memories and new traditions. Tupelo Honey’s first mate, Ann Flannery devotes her time to making your sailing tour truly special and unique. Our goal is to share our love of sailing and to create an experience on Boston Harbor you won’t forget.  This is your memory in the making and we want you to experience all of what Boston’s magical harbor has to offer. Captain Don is there to share with you some of the traditions of sailing if you wish. 

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Traditional Sailing Adventure Now!