Complex sentence: Olid sailed with several ships and over 400 soldiers and colonists, first to Cuba, to pick up supplies Cortés had arranged for him, and where Governor Velázquez convinced him to go and claim the colony he was to found as his own.
Split into simpler sentences: Olid sailed with several ships and over 400 soldiers and colonists to Cuba to pick up supplies Cortés had arranged for him. There Goevernor Velázquez convinced him to claim the colony he was to found as his own.