Keswick has an exceptionally deep fine arts program including middle and high school band, choir (Concert Choir and Cantus Choir), visual arts (including AP 2D and 3D art), a full biennial Broadway-style live musical (past productions include Beauty and the Beast Jr., Aladdin Jr., Cinderella, Music Man, My Fair Lady, and The King and I), piano lessons for 2nd–12th grade, a high school Praise & Worship Band, and a 5th grade worship team called TRIBE. Students have earned Superior ratings at competitions, placed in the Florida All-State music program, and traveled internationally on music missions trips (including to Norway, Holland, France and Italy) to share the gospel through the arts.

Fine arts are treated as an equal pillar alongside academics and athletics — coaches, teachers, and administrators actively coordinate schedules so students can participate in both sports and performing arts without conflict.