Upcoming Stuff

These days, you’ll find (and hear) Michael playing both solo and with His New Best Friends, in addition to hosting several weekly trivia nights. There’s a lot going on.

Sunday July 12th
Damm Vineyards & Pinnacles Brewing
3016 Cienega Rd, Hollister

Michael & His New Best Friends return for an afternoon of originals and covers. Music from 12:30 to 3:00pm.

Thursday July 11th
Private Event / Santa Cruz CA

Friday July 24th
Seascape Golf Course
610 Clubhouse Drive

Michael Gaither Duo during Happy Hour in the clubhouse from 5:00 to 8:00pm. Great food and drink. No cover!

Saturday August 1st
El Vaquero Winery
2901 Freedom Blvd, Corralitos

Santa Cruz Legend Lacy J. Dalton returns for one Santa Cruz show at El Vaquero Winery on Saturday, August 1st from 5:00 to 8:00pm. . By request from Lacy, Michael and His New Best Friends will open the afternoon with a set of his original tunes! Tickets are $25 advance/$30 door, available at reservations.elvaquero.com.

Friday August 28th
Seascape Golf Course
610 Clubhouse Drive

Michael Gaither Duo during Happy Hour in the clubhouse from 5:00 to 8:00pm. Great food and drink. No cover!

Coming In 2026: There’s a LOT more in the works for the rest of the year, too! Sign up on Michael’s Monthly Mailing List to get info in the latest gigs as they drop in!

Ongoing Trivia Nights

  • Trivia Wednesdays at Bargetto Winery, 3535 North Main Street, Soquel. This weekly series begins at 6:30pm every Wednesday. Michael hosts every other week, trading off with David L. Hays Jr. SC Eatery truck on site, too!
  • Second Tuesday Trivia @ Seascape Golf Club, 610 Clubhouse Drive, Aptos. Running on the second Tuesday of every month. Two rounds of ten questions each, with four rotating topics thorough the game. Full bar plus food specials. Starts at 6:00pm. Upcoming dates July 14th, August 11th, September 8th!
  • Tacos & Trivia – Every Thursday at El Vaquero Winery, 2901 Freedom Blvd in Corralitos. One long game with four categories, including visual and audio rounds, centered around a trivia theme for the evening. Wine to the three top-scoring teams. Game starts at 7:00pm. No reservations necessary. Food available from Chubby’s Tacos, Corralitos Pizza and Circle & Square!

    Tip: For El Vaquero Winery, check Michael’s Instagram @michael_gaither