The Alliance was built in 1995 by Treworgy Yachts in Palm Coast, Florida. She was built as the Kathryn B. and worked as a charter vessel in the Maine Windjammer fleet. She cruised the waters of Penobscot Bay, Maine in the summer months, and chartered in the Caribbean Islands in the winter. In 2005 Yorktown Sailing Charters purchased her and brought her to Yorktown, Virginia to start the daysail cruises from Riverwalk Landing Pier as the Alliance. She gets her new name from the French and American Alliance that was instrumental in winning the war of Independence in 1781. It also represents the partnership, or alliance of her new owners, Greg and Laura Lohse.