Later Career
In 1687, de Graaf engaged in a battle off southern Cuba with a Biscayan frigate and the Cuban Guarda del Costa (Coast Guard). He sank several piraguas and took a small ship as prize. De Graaf returned to Saint Domingue, where he defended the harbor at Petite Goave from Cuban invaders. In December 1689, he took ships off Jamaica. He went on to blockade the Jamaican coast for more than six months before leaving. Proceeding to the Cayman Islands, de Graaf there captured an English sloop.
In January 1691 de Graaf attacked near Santo Domingo but was soundly defeated by a Spanish force three times the size of his French forces. He narrowly escaped with his life.
In March 1693, de Graff met and married his second wife, Anne Dieu-le-Veut. He agreed to marry her after she threatened to shoot him for insulting her. De Graaf spent the summer of 1693 leading buccaneers against Jamaica in several raids. The English retaliated in May 1695 with an attack on Port-de-Paix at Saint Domingue, where they sacked the town and captured de Graaf's family.
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