From his black marble gravestone on the floor of the south transept in the cathedral, we learn that “Collnel John Colbeck of Colbeck in St. Dorothyes was born ye 30th of May, 1630, and came with ye army that conquered this island ye 10th day of May, 1655, where haveing discharged several honble. offices both civill and military with great applause he departed this life ye 22d day of February 1682.” He was returned member for Old Harbour in the first Assembly of Jamaica, which met on January 20, 1663–64. In 1664, as Sedgwick had prophesied in a letter to Thurloe, the Maroons proved a thorn in the side of the English settlers. Though the main body under Juan de Bolas had surrendered after the defeat of the Spaniards by Doyley, other parties remained in inaccessible retreats, and, augmented by runaway slaves, gave great trouble by intermittent descents on the planters in the interior. Foremost amongst these were the Vermaholis negroes. After the death, in action, of Juan de Bolas, who on surrendering had been made a colonel of the Black regiment, Captain Colebeck, in March 1664, was employed to endeavour to quell them. “He went,” Long tells us, “by sea to the north side, and having gained some advantages over them, he returned, with one who pretended to treat for the rest. This embassy, however, was only calculated to amuse the whites, and gain some respite; for they no sooner found themselves in a proper condition, and the white inhabitants lulled into security, than they began to renew hostilities.” In the survey of Jamaica sent home by Modyford in 1670, under St. Katherine’s parish we read: “John Colebeck (812 acres); Capt. Colebeck and inhabitants (1340 acres).” In the third Assembly, which met on February 1, 1671–72, Colebeck’s name appears among the representatives of St. Catherine as “Major John Colebeck for Bowers,” Bowers being the district in which Colebeck Castle stands. On February 14 following “the Gentlemen of the Assembly in a body came to the Council and informed the Governor [Sir Thomas Lynch, Lieutenant-Governor] of the sickness of their Speaker, Captain Samuel Long, who recommended unto them Major John Colebeck, with whom they went back to their House and immediately returned their thanks to the Governor for his proposing so fit and able a person to be their Speaker.” Colebeck remained speaker of the Assembly until Samuel Long was re-elected in May 1673; but on Long’s election to the Council, Colebeck was passed over for the speakership, and Beeston was elected.