In April of 1835, Frederick Bailey made his first attempt to escape the bonds of slavery. He, along with four others, decided to use the Easter holiday as a diversion. On Holy Saturday, the plan was to depart Talbot County by canoe up the Chesapeake Bay. Their strategy was to follow the North Star in the direction of New York.
“Our path was beset with the greatest obstacles; and if we succeeded in gaining the end of it, our right to be free was yet questionable–we were yet liable to be returned to bondage. We could see no spot, this side of the ocean, where we could be free. We knew nothing about Canada. Our knowledge of the north did not extend farther than New York; and to go there, and be forever harassed with the frightful liability of being returned to slavery–with the certainty of being treated tenfold worse than before–the thought was truly a horrible one, and one which it was not easy to overcome.”
“The plan we finally concluded upon was, to get a large canoe belonging to Mr. Hamilton, and upon the Saturday night previous to Easter holidays, paddle directly up the Chesapeake Bay. On our arrival at the head of the bay, a distance of seventy or eighty miles from where we lived, it was our purpose to turn our canoe adrift, and follow the guidance of the north star till we got beyond the limits of Maryland. Our reason for taking the water route was, that we were less liable to be suspected as runaways; we hoped to be regarded as fishermen; whereas, if we should take the land route, we should be subjected to interruptions of almost every kind. Any one having a white face, and being so disposed, could stop us, and subject us to examination.
The week before our intended start, I wrote several protections, one for each of us. As well as I can remember, they were in the following words, to wit:–
“This is to certify that I, the undersigned, have given the bearer, my servant, full liberty to go to Baltimore, and spend the Easter holidays. Written with mine own hand, &c., 1835.
‘WILLIAM HAMILTON, ‘Near St. Michael’s, in Talbot county, Maryland.’
We were not going to Baltimore; but, in going up the bay, we went toward Baltimore, and these protections were only intended to protect us while on the bay.”
Unfortunately, on the morning of their scheduled departure, which was conceived and organized by Frederick, the group was betrayed. As they went to eat breakfast, several constables approached.
“By this time, the three constables rode up, and in great haste dismounted, tied their horses, and met Master William and Mr. Hamilton returning from the barn; and after talking awhile, they all walked up to the kitchen door. There was no one in the kitchen but myself and John. Henry and Sandy were up at the barn. Mr. Freeland put his head in at the door, and called me by name, saying, there were some gentlemen at the door who wished to see me. I stepped to the door, and inquired what they wanted. They at once seized me, and, without giving me any satisfaction, tied me–lashing my hands closely together. I insisted upon knowing what the matter was. They at length said, that they had learned I had been in a “scrape,” and that I was to be examined before my master; and if their information proved false, I should not be hurt.
In a few moments, they succeeded in tying John. They then turned to Henry, who had by this time returned, and commanded him to cross his hands. “I won’t!” said Henry, in a firm tone, indicating his readiness to meet the consequences of his refusal. “Won’t you?” said Tom Graham, the constable. “No, I won’t!” said Henry, in a still stronger tone. With this, two of the constables pulled out their shining pistols, and swore, by their Creator, that they would make him cross his hands or kill him. Each cocked his pistol, and, with fingers on the trigger, walked up to Henry, saying, at the same time, if he did not cross his hands, they would blow his damned heart out. “Shoot me, shoot me!” said Henry; “you can’t kill me but once. Shoot, shoot,–and be damned! I won’t be tied!” This he said in a tone of loud defiance; and at the same time, with a motion as quick as lightning, he with one single stroke dashed the pistols from the hand of each constable. As he did this, all hands fell upon him, and, after beating him some time, they finally overpowered him, and got him tied.”
“We were to be dragged that morning fifteen miles behind horses, and then to be placed in the Easton jail. When we reached St. Michael’s, we underwent a sort of examination. We all denied that we ever intended to run away. We did this more to bring out the evidence against us, than from any hope of getting clear of being sold; for, as I have said, we were ready for that. The fact was, we cared but little where we went, so we went together. Our greatest concern was about separation. We dreaded that more than any thing this side of death. We found the evidence against us to be the testimony of one person; our master would not tell who it was; but we came to a unanimous decision among ourselves as to who their informant was. We were sent off to the jail at Easton. When we got there, we were delivered up to the sheriff, Mr. Joseph Graham, and by him placed in jail. Henry, John, and myself, were placed in one room together–Charles, and Henry Bailey, in another. Their object in separating us was to hinder concert.”
The others in the escape party were released from jail, and returned to the plantation. Frederick remained alone in his cell to contemplate his future.
“I was now left to my fate. I was all alone, and within the walls of a stone prison. But a few days before, and I was full of hope. I expected to have been safe in a land of freedom; but now I was covered with gloom, sunk down to the utmost despair. I thought the possibility of freedom was gone. I was kept in this way about one week, at the end of which, Captain Auld, my master, to my surprise and utter astonishment, came up, and took me out, with the intention of sending me, with a gentleman of his acquaintance, into Alabama. But, from some cause or other, he did not send me to Alabama, but concluded to send me back to Baltimore, to live again with his brother Hugh, and to learn a trade.
Thus, after an absence of three years and one month, I was once more permitted to return to my old home at Baltimore. My master sent me away, because there existed against me a very great prejudice in the community, and he feared I might be killed.”
Narrative of the Life of Frederick Douglass, an American Slave: Chapter X.