Historical evidence of enslaved people and Black Loyalists testifies to how slavery linked the Maritime and Caribbean colonies. These sources sometimes offer evidence about the emotions, attitudes, and actions of Black people who faced and confronted extreme violence. Free and enslaved Black people grappled with their own unfreedom as well as the oppression of their West Indian counterparts. The variations among their lives underscore the swath of outcomes and struggles that Black people endured within the transatlantic networks of slavery, but they also testify to the opportunities they seized for autonomy and the hopes and values they carried with them.