Mike Benjamin started his musical career playing in Harvard Square and in the subways of Boston. He came to the Vineyard for a summer, planning to go to back to the city. The Vineyard-based Mike Benjamin Band is now often booked every weekend from May to October.

Peter Yarrow does not believe in the sanctity of anniversaries. Still, even Mr. Yarrow cannot ignore the fact that his concert at the Whaling Church this Sunday marks 45 years to the day since Woodstock 1969.

While teaching piano, young Ernie Dewing’s grandmother made him a deal: one classical sonatina for every Rolling Stones song. “I bought one of the first synthesizers ever made back in 1972,” Mr. Dewing said, sitting down at a keyboard in his recording studio on Chappaquiddick.

Willy Mason is sitting on a barstool in a London pub, smoking a cigarette and considering the last decade. He takes a pull on his beer and thinks about what all the buzz — tours with Radiohead, collaborations with the Chemical Brothers and duets with KT Tunstall and Rosanne Cash — has really meant to the young bard now closing in on 30.

Brian Weiland is with the band.

Exactly which band is highly variable.

Determining the band or for that matter the instrument Mr. Weiland plays is a little like a game of musical Mad Libs. Drums with The Daytrippers, a Beatles cover band. Mandolin with The Flying Elbows strings group. Guitar with Apocalypso, a self-described CalypsoRock band. Hammered dulcimer with the Misfits of Avalon, a traveling Irish-Celtic ensemble.

David Rhoderick is a professional musician. He is also a mainframe evangelist for IBM. These may seem like two completely different skills, but to Mr. Rhoderick, both jobs are like chord progressions, they harmonize.

Mr. Rhoderick is the organist at the West Tisbury Congregational Church, a job he secured in April after acting as the church’s interim music director this past winter.

On Sunday June 2 at 4 p.m. the West Tisbury Congregational Church will host a concert featuring Mr. Rhoderick and the church choir.