| August 6, 1817 | Sighting from land; Angelica Lehan and Sarah Clarke | The first sighting occured when 2 women spotted the serpent in the harbor of Cape Ann, just north of Gloucester Road. The report was not taken seriously, until a week later when fisherman supported it. |
| January 9, 1818 | Crew aboard the "Caravan"; Thomas Barlowe, Alexander Lee, James Heisenberg, Leonard Horne | A group of fishermen aboard the ship "Caravan" spotted the serpent swimming off the coast of Gloucester. Heisenberg allegedly fired a cannon at the creature, but it disappeared in the water before it could get hit. |
| February 20, 1819 | Group sighting from land; Justice Sidney Trevor | There was a group of 23 people that spotted the Sea Serpent swimming along Gloucester harbor. One of the people amongst the group was the Justice of Peace of Gloucester, Sidney Trevor. 4 armed boats were sent in pursuit of the creature, and one boat reportedly hit the serpent in the head with a musket ball. The serpent was allagedly unharmed, and the pursuit was called off. |
| July 12, 1980 | Crew aboard a Gloucester fishing vessel; Captain Harvey Potts | The last reported sighting was in waves of Cape Ann. The serpent was reported to have "turned it's head, and stared at [them] with evil eyes". Potts ordered the crew to never speak of it, however the story was leaked. |