Henry Holloway (fl. 1687) was a pirate active off the American east coast, from South Carolina to Maine.
Holloway was recorded as capturing a small ship which had left Barbados for the Carolinas in 1687. He took some of the crew prisoner and sailed north, anchoring for a time in Casco Bay, Maine. While there at least one of the prisoners escaped and petitioned a local English official for assistance in returning to Barbados. Local rumor had it that Holloway may have buried some of his treasure on MaineâÂÂs Jewell Island.
John Boone was a member of South Carolina Governor James ColletonâÂÂs Grand Council in Charleston. The Lords Proprietors in England wrote to Colleton on March 3, 1687, accusing Boone of smuggling supplies to Holloway and helping hide his plunder. Boone was expelled from the Council but was subsequently reappointed, causing the Lords Proprietors great consternation:
At least one researcher thinks "Chapman and Holloway" may have been aliases of buccaneers John Markham and Bartholomew Sharp, stopping to resupply after a raid on Campeche.