Shastina Chiles is a songwriter and music performer delivering a unique blend of Pop and R&B. With a guitar and powerful vocals, Shastina performs regularly at many of the top music venues in Key West, bringing a new sound to the popular entertainment district. With a full schedule of shows, her fan base continues to grow and follow her to the various stages and venues where she performs. Appreciating the popular following she has established among fans throughout the U.S., Shastina live streams many of her shows.

Shastina has had the great opportunity to play alongside many talented musicians.  Shastina opened for Phil Vassar (2017) at The Key West Theatre, Molly Hatchet (2017) at the Marathon park amphitheater, and for Deana Carter (2016).  With her duo Myles Mancuso, the two performed as the opening act for Jimmy Buffet’s (2015) live concert in Key West. “I would like to continue to become a better musician, and learn from as many people as I can. I dream of traveling the world and playing all over, with many different musicians. I would like to professionally record and produce my music as well as for others.“

Thank you for the support while enjoying Shastina’s music! Your tips in Shastina’s tip jar contribute to her equipment and recording expenses. With sincere gratitude, we thank you for all of your support, enthusiasm, and love!