Photographic and CCD plasma tail observations are compared for four comets: P/Halley (22 nights in 1985/1986), Okazaki-Levy-Rudenko 1989 XIX (1989 December 2), Austin 1990 V (nine nights in 1990), and Levy 1990 XX (two nights in 1991). We present a discussion of several image-processing techniques used to enhance the visibility of the plasma tail features in order to measure velocities, accelerations, and position angles. The data are used to assess the validity of various physical mechanisms proposed to explain plasma tail phenomena. Seven disconnection events were observed in the comet P/ Halley data, two in the Austin data, and none for the other comets. Analysis of these data suggests that while the crossing of the solar neutral sheet (the sector boundary) is a prominent factor in the production of a disconnection event, it is likely that several mechanisms are at work. A sector boundary crossing has been ruled out as the cause of either the 1986 April 26 P/ Halley disconnection or the 1990 May 5/6 Austin disconnection. The motions of the disconnection events, knots, and condensations in the tails were seen to increase from 30-60 km s-1 near the nucleus (within 10(6) km) to 80-100 km s-1 at 10(7) km, consistent with either bulk motion or Alfven waves. Distinguishing between the two cases is not possible with these data. It was found that although the tail ray rotation rate slows as the ray approaches the tail axis, it is not a good indicator of the solar wind speed. Historical plasma tail data are also used to look for clues as to why some comets form well-developed plasma tails and others do not.