Two Union ships bombarded Fort Brooke on October 16 as a diversion, while a landing party under Acting Master T.R. Harris disembarked at Ballast Point and marched 14 miles to the Hillsborough River to capture several steamers.

Maj. Gen. John Newton had undertaken a joint force expedition to engage and destroy Confederate troops that had attacked at Cedar Keys and Fort Myers and were allegedly encamped somewhere around St. Marks.

In February 1864, the commander of the Department of the South, Maj. Gen. Quincy A. Gillmore, launched an expedition into Florida to secure Union enclaves, sever Rebel supply routes, and recruit black soldiers.

After midnight on October 9, Brig. Gen. Richard Anderson crossed from the mainland to Santa Rosa Island with 1,200 men in two small steamers to surprise Union camps and capture Fort Pickens. He landed on the north beach about four miles east of Fort Pickens and divided his command into three columns.

Brig. Gen. John Finegan established a battery on St. John’ s Bluff near Jacksonville to stop the movement of Federal ships up the St. Johns River. Brig. Gen. John M. Brannan embarked with about 1,500 infantry aboard the transports Boston, Ben DeFord, Cosmopolitan, and Neptune at Hilton Head, South Carolina, on September 30.

On June 30, a Union gunboat came into Tampa Bay, turned her broadside on the town, and opened her ports. The gunboat then dispatched a launch carrying 20 men and a lieutenant under a flag of truce demanding the surrender of Tampa.