Sail Cassady exists in the spaces between confession and collapse.

Born while reading Jack Kerouac’s “On The Road”, the Victoria BC based indie rockers’ music unfolds like the “Great American Novel”. Rooted in poetry and restless reinvention, Sail Cassady’s music feels cinematic, intimate, and deeply human.

Led by flamboyant frontman Colin Craveiro, Sail Cassady channels the emotional honesty of artists like Lou Reed, Leonard Cohen, and Nick Cave, blending indie rock, chamber pop, post-punk, freak folk, and singer-songwriter intimacy into a sound that is both textural and cathartic. Drawing from lived experiences with identity, sexuality, mental health, and self-discovery, the band’s songs confront discomfort with unflinching sincerity.

Whether performing as a stripped-back acoustic act, a solo storyteller, or a full-force rock band, Sail Cassady adapts seamlessly to any room while maintaining a deeply personal connection with audiences. Their live shows move effortlessly from hushed confessionals to anthemic release with audiences pulled from laughter to silence to tears in the same breath. Equal parts intimate storytelling and emotional exorcism, Sail Cassady creates an atmosphere that is deeply personal and impossible to fake: music for anyone who has ever romanticized their own ruin while searching for a way through it.

New single ‘Corpse Paint’ out NOW!

Listen here.

After stepping back for much of the last year to deal with personal challenges, Sail Cassady returns in 2026 with a new chapter and a new single, “Corpse Paint,” out May 29. Built around dark alt-rock songwriting, Motown-inspired drums, and a huge melodic chorus, the song wrestles with death, denial, and the lies people tell themselves to survive. Its central refrain, “one day I will die, I’ll lie”, lingers long after the song ends.

Another new single is set for release in early 2027!

UPCOMING SHOWS

November 20: Chris Acker w/ Nikolai Shvietser & Sail Cassady
Vinyl Envy (Victoria, BC) tickets

  • "Sail Cassady's artful approach to dream folk has us clamouring for more.."

    Cups ‘n’ Cakes Network

  • "A Powerful Rocker."

    Find No Enemy

  • "A Frank Sinatra-esque voice and beautiful songwriting."

    Indie Music Flix

  • "Sincere, sentimental & passionate."

    The Other Side

Contact

sailcassadymusic@gmail.com

We would like to acknowledge the support of Creative BC and the province of British Columbia.

We would also like to acknowledge the support of The City of Victoria.