This article introduces the Connecticut Blue Heritage Trail, an interdisciplinary public outreach project conceived by Maritime Studies Program faculty at the University of Connecticut. The Blue Heritage Trail focuses on human connections to Connecticut’s marine environments, maritime economy, culture, and heritage, and aims to increase ocean literacy through free-choice learning. The project benefits from partnerships and collaborations with local outreach organizations, academic institutions, and historical societies, and encourages public engagement to promote a deeper understanding of ocean literacy and ocean stewardship. Beebe Pond Park and Mamacoke Conservation Area are examined in this paper in order to highlight the ubiquitous connections found between Connecticut’s maritime communities and geographical locations, and to illustrate the Ocean Literacy principle that “the ocean and humans are inextricably interconnected.” Facilitating the public understanding of this interconnectivity reinforces the importance of the ocean’s impact on individuals and communities and encourages engaged conversations and increased conservation efforts.