In 1999, Calvary Baptist Church began to lay plans to start a quality, college-preparatory Christian high school for the Northern Pinellas County area. In October, 1999 the church officially voted to begin Calvary Christian High School in the fall of 2000. In late June of 2000, Calvary hired its first full-time Administrator, Thomas J. Cathey. Mr. Cathey was an experienced administrator with over twenty-four years experience, and an Association of Christian Schools International (ACSI) board member.

On August 23, 2000, CCHS opened its doors with seven faculty members and 38 ninth and tenth graders. In 2001-2002, enrollment doubled to eighty students. While the first year students were pretty much “family,” the juniors were eager to fulfill the roll of “upper classmen!” The third year (2002-03) was a historic year. It began with promoting the previous year’s juniors into the first senior class. It was the first year with grades 9-12. Eighteen students became the first group of students to graduate from Calvary. The enrollment was 125 students. The faculty had grown to thirteen. Over the next couple of years, the school continued to grow and expand to more classrooms in the current building, while construction began on a new building at the corner of McMullen Booth Road and Drew Street. Enrollment reached 200 at the beginning of the 2005-06 school year. During the Christmas break of 2006, the school relocated to the new campus.

The school has continued to grow, not only in enrollment, but in academic offerings. Today, students have the opportunity to take dual credit college courses, advanced placement courses, as well as a full offering of college preparatory classes. The school is fully accredited by the Florida Council of Independent Schools (FCIS), the Association of Christian Schools International (ACSI), and the Southern Association of Colleges and Schools (SACS), a division of Cognia.