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Upper School

Across the academic disciplines, students are encouraged to explore their limits and are closely guided in making choices that lead them not only to their collegiate goals, but also toward maximizing each day of their Upper School years. 

With a 10-to-1, student–to-teacher ratio and a faculty advisor assigned to each student, Upper School students are individually challenged to excel in their academic subjects and to expect more of themselves. Students learn that intellectual skills are not attained without commitment, and they acquire a sense of responsibility to advance their own education. Our Upper School combines a world-class, college-preparatory education with an environment designed to help students discover their personal strengths and passions.

Alongside the academic program that is designed to bring out the best in each student, a robust extracurricular program seeks to inspire active involvement in athletics, the arts, service, global exploration, and leadership. Academic excellence is at the core of the Upper School, however, there is a keen understanding that personal development through rich involvement in the greater community is a critical component to effective preparation for college. Students are not only offered opportunities in these areas, but also actively encouraged to test their comfort zones and to innovate in creating new opportunities for themselves and others.

It is our goal to ensure that our Upper School students are taught at age-appropriate stages in each year of Upper School to face the challenges in front of them and prepare for those that lie ahead. To accomplish this, the Common Experience is the curricular foundation of a strong advisory program where students will be given guidance specific to each year of their development. This begins with the transition to Upper School and ends with programming specific to the transition to college. In between, developmentally appropriate topics such as inclusivity, mental health, time management, substance abuse, digital responsibility, self-awareness, self-advocacy, the college search process, and community service are all explored. 


AP Courses Offered

AP courses offered.


Upper School Course Offerings

Unique courses offered to Cape Henry Upper School students.


AP Courses Taken

AP courses taken by Upper School students in 2022-2023 academic year.

Upper School Administration

Mr. William Tragert

Mr. William Tragert

Head of Upper School
B.A., James Madison University
Teacher Certification, University of Virginia
M.Ed., George Mason University
Mrs. Amanda Hayes

Mrs. Amanda Hayes

Assistant Head of School for Academics; Head of Middle School
M.Ed., Florida Gulf Coast University
B.A., Dickinson College
Mr. Ken Carrier

Mr. Ken Carrier

Director of Student Life
B.S., University of Maryland
M.A., University of Denver
Mrs.  Jill Qualters

Mrs. Jill Qualters

Upper School Counselor; Assistant Director of Student Life
B.A., Villanova University
M.Ed., College of William and Mary
Mrs. Elizabeth Stello

Mrs. Elizabeth Stello

Director of College Counseling
M.Ed., College of William and Mary
B.A., Franklin & Marshall College
Mrs. Katie Alpigini

Mrs. Katie Alpigini

Associate Director of College Counseling
B.S., The Pennsylvania State University
Ms. Mary Kanakaris

Ms. Mary Kanakaris

School Registrar
Mrs. Gloria Speight

Mrs. Gloria Speight

Upper School Administrative Assistant


Photo of Upper School Convocation
Teacher Interacting with Her Students
High school Math teacher helps students with classwork.

Developing Tomorrow's Leaders Today

Through a rigorous college-preparatory experience students are encouraged to seek new and challenging opportunities.