Live Music
Events
Calendar of Events
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With over 40 years of combined music experience, Cupid Eros Anderson and Andrey Psyche came together to steal fire from the gods and bring it back to humanity in the form of music. With…
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Live Music @ Comfort's of Whidbey Winery: Cupid & Psyche With over 40 years of combined music experience, Cupid Eros Anderson and Andrey Psyche came together to steal fire from…
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A musical elixir with crisp Flatland folk, bold glass shop rock and the velvety, cozy notes of a Whidbey Island late spring afternoon. Excellent slow-smoked sandwiches and fine beer selection.
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Saratoga Orchestra Ravel.Mozart.Garrop Tickets Now on Sale! Sunday May 31, 7:00 p.m. First Reformed Church Oak Harbor Special Event — Don’t Miss Out Join Whidbey Island’s professional orchestra for a… 
Whidbey Island Jazz Festival 2026 May 28th – 31st, 2026 Mainstage & Zech Hall at WICA Four days of world-class jazz, local talent, and community celebration return to Whidbey Island Center for the Arts. The festival opens May 28 with Christian McBride and Ursa Major, led by the eleven-time GRAMMY winner and joined by a… |
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Monday Bites! Big Pan Brats & Live Music by Cool Water Monday, June 1st  ~  5 – 7 p.m. Join us on Monday for Live Music by Cool Water, Wine and Brats in the Big Pan by Dancing Fish Vineyards! This is a super family friendly menu and a lot of fun! Full menu below. MENU:… |
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Thursday Night Music at Dancing Fish – Zan Fiskum & Band Thursday, June 4th  ~  5:30 – 7:30 p.m. Please join us for excellent live music, wine and appetizers in community on a Thursday evening! We are so excited to have Zan return again to the Dancing Fish Barn stage. Always one of our favorite shows,… |
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Moon Girl is an acoustic indie rock band featuring Phyl Stewart on vocals and guitar, Chuck Pautz on guitar, ukulele, harp and percussion, Rick Price on upright bass. |
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 PRIDE Community Picnic with Mutiny Bay Brass Band Join us on Saturday, June 6, 2026, for the SW Pride Community Picnic at the Whidbey Institute. This lively event, from 4:00 PM to 8:00 PM, features the vibrant sounds of the Mutiny Bay Brass Band. Celebrate with us as we honor the South Whidbey LGBTQIA+ community…
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Ott & Hunter Winery Tasting Room Presents Kevin Jones & Doyle Wood Saturday, June 6th @ 7 p.m. $25 Kevin Jones and Doyle Wood are back and ready to raise the roof with their unique chemistry and arrangements of favorite tunes. At their last appearance, the room was electric with the audience on their feet.… |
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Ott & Hunter Winery Tasting Room Presents TC Ryder & The Groovetones Saturday, June 13th @ 7 p.m. $30 TC Ryder & The Groovetones bring the grooviest, most dance‑inducing hits of the 1970s to life—serving up JJ Cale, Dobie Gray, Stevie Wonder, Stevie Ray Vaughan, Billy Preston, and plenty more. This is the soundtrack of… |
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Ott & Hunter Winery Tasting Room Presents Andre Feriante Presents: Mysterium Saturday, June 20th @ 7 p.m. $30 Experience an electrifying musical journey where cultures, genres, and artistic visions intertwine. Mysterium brings together two exceptional performers whose collective talents span classical, world, contemporary, and improvisational soundscapes. Prepare for an evening that transcends borders, blending tradition… |
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Ott & Hunter Winery Tasting Room Presents Beleza! Dmitri Matheny & John Stowell Saturday, June 27th @ 7 p.m. $30 Experience the refined chemistry of BELEZA!, a duo featuring guitarist John Stowell and flugelhornist Dmitri Matheny. Drawing from bossa nova, samba, and the enduring repertoire of Antônio Carlos Jobim, their set blends lyrical melodies, subtle rhythmic… |
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