Five members of the band Greensky Bluegrass sit on a sofa in a casual studio portrait against a teal wall; Photo by Tobin Voggesser.
Greensky Bluegrass Credit: Tobin Voggesser / Sacks & Co.

You can smoke a lot of weed over 25 years, but Greensky Bluegrass has done so much more than that.

Celebrating a commemorative new album, XXV, the Michigan jam-ericana outfit is fresh off its Halloween concert marking two-and-a-half decades of bandom and playing its largest local headlining show to date at Clearwater’s 9,000-ish capacity BayCare Sound.

Tickets to see Greensky Bluegrass play the BayCare Sound in Clearwater on Thursday, Nov. 13 are still available and start at $69.

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This article appears in Oct. 30 – Nov. 5, 2025.

Read his 2016 intro letter and disclosures from 2022 and 2021. Ray Roa started freelancing for Creative Loafing Tampa in January 2011 and was hired as music editor in August 2016. He became Editor-In-Chief...