Montresor carefully plans his revenge by behaving amiably towards Fortunato and treating him kindly in order to avoid suspicion and earn his trust. Montresor also chooses an advantageous time during the carnival season to commit his crime, knowing that Fortunato will have his guard down and others will be less likely to disrupt his plan for revenge. Montresor also knows that Fortunato is excessively prideful and considers himself a connoisseur of fine wines. Montresor proceeds to bait and manipulate Fortunato by mentioning that he has a pipe of Amontillado but is not sure of its authenticity. Knowing that Fortunato will volunteer to confirm its authenticity, Montresor invites him to his family's vaults to taste the wine.
Montresor also mentions that he previously told his servants that he would be out of town, knowing that they would neglect their duties and leave his palazzo. As Fortunato follows Montresor deep into the catacombs, Montresor acts like he is concerned about Fortunato's health, which motivates the prideful Fortunato to continue his journey. Montresor also offers Fortunato several different types of wine while in the vaults, which further inebriates his victim. When the two men have traveled deep into the catacombs, Montresor quickly shackles the unsuspecting Fortunato and buries him alive in the catacombs, where he remains undiscovered. Montresor is also careful to not disclose his crime until fifty years after the murder.