Preinstrumental records of historical tropical cyclone activity require objective methods for accurately categorizing tropical cyclone intensity. Here wind force terms and damage reports from newspaper accounts in the Lesser Antilles and Jamaica for the period 1795--1879 are compared with wind speed estimates calculated from barometric pressure data. A total of 95 separate barometric pressure readings and colocated simultaneous wind force descriptors and wind-induced damage reports are compared. The wind speed estimates from barometric pressure data are taken as the most reliable and serve as a standard to compare against other data. Wind-induced damage reports are used to produce an estimated wind speed range using a modified Fujita scale. Wind force terms are compared with the barometric pressure data to determine if a gale, as used in the contemporary newspapers, is consistent with the modern definition of a gale. Results indicate that the modern definition of a gale (the threshold point separating the classification of a tropical depression from a tropical storm) is equivalent to that in contemporary newspaper accounts. Barometric pressure values are consistent with both reported wind force terms and wind damage on land when the location, speed and direction of movement of the tropical cyclone are determined. Damage reports and derived wind force estimates are consistent with other published results. Biases in ships' logbooks are confirmed and wind force terms of gale strength or greater are identified. These results offer a bridge between the earlier noninstrumental records of tropical cyclones and modern records thereby offering a method of consistently classifying storms in the Caribbean region into tropical depressions, tropical storms, nonmajor and major hurricanes.