Live Music Calendar
JUNE
Dolce Musica
Thursday, June 25th
5-7:30pm
Dolce Musica is a trio that performs a great variety of material with joy and passion. From seminal artists like Dylan to “old school” R&B and original material, the song selection pleases audiences wherever they play. The trio combines the expert guitar styling of Don Bill and smooth flugelhorn and bass accompaniment of Chris Vasquez.
Lavender Fields
Sunday, June 28th
2:30-5pm
Bay Area vocalist Steve Haddad & guitarist Cory Gowan create music that cultivates emotional dynamics and soulful rhythms. What started as a creative outlet has now become a sought after musical act. From world-renowned wineries, premier regional breweries and high profile corporations such as Cisco and Google, to Weddings and Private intimate gatherings.
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JULY
Harry Burks
Thursday, July 2nd
5-7:30pm
Harry Burks got his start in the folk rock scene, performing solo acoustic shows since his years in Nashville. Harry is the lead singer for the award-winning rock band The Megatones, a winner of the 98.5 KFOX’s Last Band Standing competition and voted best Cover Band in the Bay Area. The Megatones perform at major art and music festivals, and will headline the 2026 Los Gatos Art and Wine Festival.
SouthBay Swindlers
Sunday, July 5th
2:30-5pm
Formed in November of 2021 in Cesar Chavez Park in downtown San Jose, CA. The Southbay Swindlers play traditional jazz & swing music on the street corners of the South Bay with numbers like “Yes Sir, That’s My Baby,” “Closer Walk with Thee,” “All of Me,” “Blue Skies,” and much more. While the band spends much of their time busking, they also play at festivals, Fat Tuesday’s, and various other events.
Paul Kent
Thursday, July 9th
5-7:30pm
In his acoustic shows, Paul plays heartfelt classic rock, country, pop and folk favorites – with occasional surprises of acoustic takes on new music – that provide audiences with reflections from great American artists across genres and eras.
Lavender Fields
Sunday, July 12th
2:30-5pm
Bay Area vocalist Steve Haddad & guitarist Cory Gowan create music that cultivates emotional dynamics and soulful rhythms. What started as a creative outlet has now become a sought after musical act. From world-renowned wineries, premier regional breweries and high profile corporations such as Cisco and Google, to Weddings and Private intimate gatherings.
Dr. Steelgood
Thursday, July 16th
5-7:30pm
A longtime favorite at Testarossa Winery, Dr. Steelgood brings the smooth, uplifting sounds of the steelpan (steeldrums) to Winebar 107. This all-acoustic trio weaves latin rhythms, jazz, ambient groove, island vibes, and adventurous improvisation into a truly unique instrumental offering. Keep your ears open, as you may recognize occasional covers of Pink Floyd, Led Zeppelin, and other pop artists interpreted on the steelpans. Not to be missed!
Individúo
Thursday, July 23th
5-7:30pm
Californian songstress Tiffany Joy and Colombian songsmith Maqui Reyes met in 2010 in Buenos Aires and decided to set their solo musical careers aside to form the dynamic Latin pop dúo “Individúo.” Their show mixes original repertoire with unique versions of some of the most celebrated hits ranging from Bossa Nova and Argentine Rock to Pop, Salsa, and even Colombian Cumbia.
NIZ
Sunday, July 26th
2:30-5pm
A smooth RnB influenced piano man with a soulful voice. He is a self taught piano player/vocalist that plays along with backing tracks as well as ballads with a catalog that includes artists and bands such as: The Beatles, The Temptations, Journey, Lionel Ritchie, Michael Jackson, Bob Marley, Chris Stapleton, John Legend, John Denver and many more.
Rodrigo
Thursday, July 30th
5-7:30pm
Rodrigo has studied traditional Flamenco Guitar with maestros Mariano Cordoba, Kenny ‘El Lebrijano” Parker and “El Carbonero” of Jerez Spain. Rodrigo is from the town of Los Gatos located in Northern California. Although he does not consider himself a Flamenco Guitarist, Rodrigo draws much inspiration from the Gypsy, Latin and Spanish cultures. His original compositions are rooted in his Northern California heritage.
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