Complex sentence: Jennings overtook the 60 or so guards with 300 privateers, and after forcing the retreat of around 60 soldiers, Jennings set sail for Jamaica carrying back an estimated 350,000 pesos.
Split into simpler sentences: Jennings overtook the 60 or so guards with 300 privateers, and forced the retreat of around 60 soldiers. International Law, Strategy, and Diplomacy at Sea by James Kraska Jennings afterwards set sail for Jamaica carrying back an estimated 350,000 pesos.