From the first moment they hear her luminous voice, from the first chords that ring out tunefully from her acoustic guitar, Caroline Sky’s audiences are left with little doubt: They are in the presence of a truly special singer-songwriter, one who combines top-shelf vocal talents, uncommon songwriting insight, and soulful instrumental delivery. What’s less clear is how such a rare combination of gifts could possibly have arrived onstage in the form of a 19-year-old young woman. 

Caroline’s talents as a vocal artist were honed at an early age, when she was accepted into the prestigious San Francisco Girls Chorus as a mere 9 year-old – becoming one of the youngest members ever to be elevated to that company’s top level.  This world-class training gave her opportunities to develop a strong vocal vocabulary, to perform regularly at the city’s legendary Davies Symphony Hall, to tour extensively, even to be selected for appearances with the San Francisco Opera

After 3+ years with the Chorus, Caroline found herself drawn to more contemporary and narrative music forms: R&B, rock, and pop. She picked up guitar and piano, and quickly advanced to writing and performing original material, soon appearing in some of the Bay Area’s most prominent music venues and festivals. The regional and national music establishment was quick to take notice: Caroline has since been called to share the stage with such legendary artists as Tedeschi Trucks Band (opening for them at the 2015 Mount Tam Sound Summit), Joan Baez (in duet), Carly Simon, Ben Taylor, Arnold McCuller (duet with this featured vocalist from the James Taylor Band), Vicki Randle (The Tonight Show, in a featured duet), Jose Neto (lead guitar, Steve Winwood band, direct accompanist over multiple performance dates), Narada Michael Walden (producer, Whitney Houston, multiple performances), members of the Carlos Santana band, Rob Hotchkiss (of Train), and Jeff Watson (Night Ranger).  She has studied songwriting at New York University's summer music program, and has received mentorship on songwriting from such greats as Bob Weir (Grateful Dead) and Bonnie Hayes (Bonnie Raitt, Berklee College of Music).

Caroline has always believed that music has the power to bridge differences, to bring people together to achieve a higher purpose.  Putting that belief into action, she often lends her talents to benefit concerts and musical philanthropies. Among her favorite musical beneficiaries have been Camp Jabberwocky, Doctors Without Borders (MSF), Bread and Roses, Guide Dogs for the Blind, Cedars of Marin, and Island Elderly Housing.

Between the ages of 13 and 15, Caroline composed all of the songs on her self-titled first EP, then turning to SF-based singer/songwriter Jeff Campbell to produce and release the record in 2015 -- to rave reviews.  Critics praised the songs for their “achingly beautiful” moments, their “stick-in-your-ear hooks,” and their “mature, worldly lyrics” that belie her youth and represent a “reflection of rare talent.”  These songs, sometimes compared to the works of Joni Mitchell, Joan Baez, Grace Potter, and Sara Bareilles, have been winning over audiences across the country.  Radio station KFOG, the leading AAA station in the SF market, recently selected Caroline’s single, “Awake Now” to appear on its “Local Scene” CD of top regional tracks, while the Marin Independent Journal tapped "Caroline Sky" as one of the 10 Best Marin albums of 2015.  In Massachusetts, legendary indie music station WMVY handed Caroline similar honors, tapping her for on-air interviews and two headliner gigs in the station's renowned “Porch Series” concerts.  

Caroline was a contestant on Season 12 of NBC's top-rated music reality show, The Voice, receiving chair turns from both Gwen Stefani and Blake Shelton.  She competed as a member of Team Gwen, and was later "stolen" back by Blake Shelton.  Finally, having competed in three episodes, Caroline was the last contestant to be "knocked out" prior to the airing of live performances in her season.  She remains grateful for the experience, and has stayed in close contact with a number of her fellow Season 12 contestants.  Notably, Caroline and her Voice "Battle Round" partner Stephanie Rice teamed up in the Spring of 2018 to perform in a concert benefitting victims of the Sonoma and Napa wine country wildfires.   

Caroline is currently living in New York City, and is performing with her band in various venues. She is writing and recording music, and is releasing music this year.