ANNAPOLIS, Md., Sept. 24, 2026 /PRNewswire/ -- Annapolis Jazz & Roots is launching its fifth festival on the scenic shores of the Chesapeake Bay. Enjoy music, art, poetry and history on two weekends, November 6-15. Based in the maritime community of Eastport, the festival includes eight venues in five neighborhoods. Each has its own distinct character and charm. Festival goers can visit centuries old buildings, take in restorative bay views and stroll the tree-lined streets of the historic Maryland city.