A modern-day Chesapeake troubadour, Jefferson Holland is a singer, songwriter, poet, and story-teller, performing all-original material inspired by decades of life on the Bay. Jeff has served as the director of the Annapolis Maritime Museum and the Riverkeeper for the West and Rhode Rivers. He co-founded the Chesapeake folk group "Crab Alley" in the 1980s and 90s and founded "Them Eastport Oyster Boys" with partner Kevin Brooks in 1992. In 1994, he was appointed the Poet Laureate of Eastport. In 2024, he was appointed Poet Laureate of Annapolis by Mayor Gavin Buckley. Currently, in between performances, Jeff writes an outdoor adventure column in the Annapolis Capital newspaper. He lives in Annapolis with his partner, Louise White.