Between 1986 to 1993 I saw approx 120 Grateful Dead / Jerry Garcia Band shows. Some of the best times of my life...following the Grateful Dead around the country was like being part of a circus!
It's weird that none of the bands that play @ the Squares don't play any Grateful Dead, surely Truckin' or Touch of Grey would get some folks up out of their seats and dancing! As far as DSO (Dark Star Orchestra) goes, they do (or have) played in Tampa, Orlando, and Jacksonville, but no way they've ever played Ocala.
If you like the Dead but want to check out a great current artist, go to youtube and search for "Billy Strings"!!!
Billy plays Dylan:
https://www.youtube.com/watch?v=LR-T2qTLF6o
Billy plays Dead:
https://www.youtube.com/watch?v=J8DF9x6qGF8
Billy live at the Opry:
https://www.youtube.com/watch?v=Y6CyQftidOw
Meet Me at the Creek:
https://www.youtube.com/watch?v=EEzWuT1RyQk
Turmoil & Tinfoil:
https://www.youtube.com/watch?v=fJmzS_Redh8