In late March 1862, the commanding officer of the 8th CVI, Colonel Edward Harland, was sick and bed-ridden with typhoid fever as his regiment was divided into three parts. Two companies were sent to occupy Beaufort and a few of the other companies were sent to secure Morehead City. The remaining companies including Company A crossed over from Carolina City to the Bogue Banks to begin movement toward Fort Macon located on the tip of the banks. Oliver Case had been on picket duty seven miles away from camp near Carolina City when his company departed. As Private Case caught up to his fellow soldiers over on the Bogue Banks, there was much work to be done in preparation to lay siege to Fort Macon and its Confederate garrison.
On April 12th, the 8th CVI being commanded by Major Hiram Appelman in the absence of Colonel Harland began their push toward the fort.
Croffut and Morris describe the action:
Major Hiram Appelman, now in command, marched his regiment by the right flank up the beach, and, when within three miles of the fort, filed across the island in line of battle. Company G, Capt. James L. Russell, was thrown out as skirmishers; and the regiment waded forward knee-deep in the yielding sand. The rebel skirmishers contested the advance, but were driven steadily back; and, while they retreated, they shouted, with absurd inaptness, “Come on, you d__d Yankees! we are enough for you !” Company H, Capt. Sheffield, was now deployed to skirmish; and the captain was severely wounded in the body. The exultant rebels continued to move back until they entered the fort; the Eighth having passed through a cedar-jungle, about a mile from the fort.
Oliver’s letter of 17 April 1862 does not comment on this operation carried out by the 8th. He does describe the work being done to affect the siege of Fort Macon.
Some of the companies are detailed each night to help build entrenchments and I think that by three or four days at farthest we shall open fire upon the fort. The mortars and field pieces are nearly all in position, and part of the howitzers.
Oliver’s prediction is fairly accurate because the siege will begin in about 7 days. In the meantime, life on Bogue Banks is filled with the work of preparing positions for mortars being floated across the sound. The guns were moved up the island at night to avoid detection by the Confederates within Fort Macon. Protected firing positions were constructed for the guns using sandbags. Conditions were difficult for Oliver and his fellow soldiers as they worked.
The Eighth Connecticut Volunteers and 4th Rhode-Island were alternately on duty; when off duty, occupying an uncomfortable camp down the island. Rifle-pits were dug at night within two thousand feet from the fort, and constantly occupied. In front of them, in storms, the sea surged over the island. The sand was so movable, that the men were sometimes half covered.
The Siege of Fort Macon showing the artillery firing positions constructed by the men of the 8th CVI (Harper’s Weekly, May 17, 1862)
 The Military and Civil History of Connecticut: The War of 1861-1865, 1868 by W.A. Croffut and John M. Morris, 1868.