Upcoming Shows

These days, you’ll find (and hear) Michael playing both solo and with His New Best Friends. AND Michael hosts a weekly trivia night. There’s a lot going on.

Music & Trivia Dates

Saturday May 3rd
Private Event

Thursday May 8th
Tacos & Trivia @ El Vaquero Winery
2901 Freedom Blvd in Corralitos

This week’s theme: “May the Fourth Be With You” PLUS
“Star Wars” costume contest. Starts at 7:00pm. 

Thursday May 15th
Tacos & Trivia @ El Vaquero Winery
2901 Freedom Blvd in Corralitos

This week’s theme: Jack Nicholson Trivia + Jack Impression Contest at the break!

Sunday May 17th
“Halfway to Halloween @ Santa Cruz Cider Co
65 Hangar Way, Watsonville

Not a music gig, but join Michael (as Krampus), some fellow horror actors, and a bunch of fun, spooky vendors as Krampus Santa Cruz celebrates our favorite holiday  six months early. Beer, cider, and food on site. Dog and kid friendly. Runs from 1:00 to 6:00pm. Free admission.

Sunday May 25th
Damm Vineyards (and Pinnacles Brewing Company)
3028 Cienega Road, Hollister 

Michael Gaither and His New Best Friends (in trio mode) play from 12:30 to 3:30pm. No cover and no reservations required.

Thursday May 29th
Tacos & Trivia @ El Vaquero Winery
2901 Freedom Blvd in Corralitos

This week’s theme: The ’90s PLUS ’90s Costume Contest!

Sunday June 1st
Woody & Arlo Guthrie Tribute Concert
Cambria Center for the Arts
1350 Main Street, Cambria, CA 93428

An afternoon of Central Coast and Santa Cruz artists celebrating the music of Woody and Arlo. Each artist performs three songs. Music from 2:00 to 4:00pm. Tickets are $25 in advance and available at my805tix.com.

Saturday June 7th
High & Mighty Pizza Joint
7661 Monterey Road, Gilroy

Michael is joined by Greg Abelar for an evening of originals and covers, along with some newer tunes. Great pizza and locally sourced beer and wine. Music from 6:00 to 8:00pm. No cover.

Monday June 16th
“Summer Nights @ Watsonville Public Library”
275 Main Street, Watsonville

Michael & His New Best Friends (trio) play this new series at the library, with an evening focussed on his locally inspired originals. Music from 5:00 to 7:00pm. No cover.

Sunday June 22nd
2nd Annual Animal Rescue Benefit @ Santa Cruz Cider Co
65 Hangar Way, Watsonville

A full afternoon to celebrate and raise some funds (and fun) for The Santa Cruz County Animal Shelter and the Birchbark Foundation. Michael and His New Best Friends play from 3:00 to 5:00pm, adoptable dogs will be onsite, donations and giveaways all afternoon and food available from SC Eatery. The entire event runs from 1:00 to 6:00pm.

Ongoing Trivia Nights

  • Trivia Thursdays at El Vaquero Winery, 2901 Freedom Blvd in Corralitos. One long game with four categories, including visual and audio rounds, and usually centered around a trivia theme for the evening. Wine to the three top-scoring teams. Game starts at 7:00pm. No reservations necessary.
  • TIP: Check Michael’s Instagram @michael_gaither on game each Thursday for hints about that evening’s theme and topics.

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