One of the best tools for transcribing old handwritten documents is called GenScriber, a FREE program for Windows and Linux created by Les Hardy. A Macintosh version is also available although it operates as a Windows version packaged inside a wineskin wrapper. While not ideal, the “pseudo-Windows” version is still a reasonable solution for Macintosh users.
GenScriber is a transcription editor for census records, church records, birth, marriage, baptisms, burials, index records, and more. GenScriber is useful for transcribing both free-form text as well as columns of data, such as U.S. census records. It is designed to be used for easily transcribing digital images of old, handwritten documents.