Jeff Holland

Jefferson Holland is a modern-day Chesapeake Troubadour: singer, songwriter, poet, 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 2019, Jeff co-produced the Chesapeake Music Festival at the Smithsonian Environmental Research Center as part of the Smithsonian’s Year of Music. He has performed all around the Chesapeake as well as venues outside the watershed, including Ireland, Estonia and Annapolis Royal, Nova Scotia. Jeff has written dozens of songs and recorded four CDs. In 1994, he was appointed the Poet Laureate of Eastport and published the children’s book, Chessie the Sea Monster that Ate Annapolis.

Currently, Jeff writes an outdoor adventure column in the Annapolis Capital and articles for Chesapeake Bay Magazine, What’s Up? Annapolis and other publications. He lives in Annapolis with his emotional support spouse, Louise White.