In this chapter, María Esther Hammack invites scholars to resituate Black women as antislavery rebels who not only resisted slavery across the Texas borderlands but also redefined the meanings of freedom. Hammack’s chapter challenges the male-centric historiography on the fight for Black freedom and Texas rebellion by spotlighting the significant roles of Black women who experienced, endured, and energized rebellion, revolution, and freedom fighting in the mid-nineteenth-century borderlands. Hammack’s microhistorical approach, which focuses on the struggles and triumphs of two extraordinary women, Sylvia Routh and Merlley, also reminds scholars of the virtues of reading the archives closely and critically. In her study, Hammack details how these women carved out liberatory pathways—over land and water—and powered fugitive assistance networks in the region. Provocatively, Hammack argues that the history of Black women’s freedom fighting and rebelliousness in and across the Gulf borderlands deserves consideration as part of the larger history of the “Underground Railroad.”