Catering & Private EventsThe Thousand Islands Winery is located in Jefferson County, New York. It is the most northern winery in New York State. The winery is located on a farm that was built in 1836. The farm was later owned and operated by Captain Massey and his wife Ida in the 1930s. Captain Massey was a famous Riverboat Captain. He owned a huge Great Lake Vessel that he eventually sold to the Department of Defence for the war effort during World War II.Steve and Erika Conaway purchased the Farm in December 2002. Upon Steves retirement from the military, they decided to create a winery in Alexandria Bay, NY.The Massey legacy of quality lives on today. Although the horses and cattle are no longer a part of the farm, agriculture continues in the form of Viticulture.We believe that our wines are second to none. Please stop by and experience the hospitality of our staff and taste our award winning wines.Business Strong At Three Jefferson County Wineries, Watertown Daily Times, 12-26-07