In 1659, he was one of four men, including John Morris and Robert Searle, who bought a captured Spanish prize from Commodore Christopher Myngs following his ten-week voyage.
[1][2] Prior to joining Morgan's forces at Port Royal in November 1670, he had previously sailed up to Rio Magdalena intending to raid the town of Mompos located 240 kilometres (150 mi) inland.
As in Colombia, Prince sailed up the San Juan River, captured a Spanish fort and paddled by canoe to Lake Nicaragua where they successfully raided Granada.
Official Spanish reports of the incident claimed that Prince "made havoc and a thousand destructions, sending the head of a priest in a basket and demanding 70,000 pesos in ransom.
[4] This not only forced the Spanish defenders into committing to an attack, it also disrupted plans by their commander, Juan Perez de Guzman, to stampede a herd of cattle and other livestock towards the advancing buccaneers.
[5] He was later appointed a lieutenant by Modyford's successor, Sir Thomas Lynch, who replaced Captain John Wilgress, commander of HMS Assistance, with Major William Beeston.