Vacancies

Full-Time|Closing Date: 23/03/2026 5:00pm

(Job Ref#A151-26-27) (R1) Teacher – EYFS (KG – 4-5 yr olds) (with middle leader responsibility)

We are seeking exceptional teachers and emerging middle leaders to join our high-performing Primary School team from August 2026. This is an outstanding opportunity for accomplished and experienced Early Years Foundation Stage (EYFS) teachers with proven leadership experience who are passionate about child-centred education, and eager to positively contribute to shaping high-quality provision across a three-class year group within, a highly respected, values-driven school community known for academic excellence and innovation. We are looking for reflective, inspirational, and forward-thinking teachers and leaders who are inspired by working with motivated learners, value professional collaboration, and are excited by the opportunity to further develop their practice within a supportive environment that invests deeply in its people and empowers educators to make a meaningful impact. Teacher – EYFS (KG – 4-5 yr olds) (with middle leader responsibility) (JobRef#A151-26-27)

Read more

Full-Time|Closing Date: 24/03/2026 5:00pm

(Job Ref# B195-26-27) High School Teacher of English

The High School invites applications from fully qualified, enthusiastic, and experienced Caymanians, Caymanian Status Holders, and Permanent Residents with the Right to Work to join our high-performing team in the following position: Teacher – English (Job Ref# B195-26-27)

Read more

Full-Time|Closing Date: 24/03/2026 5:00pm

(Job Ref#B189-26-27) Teacher – Science (Physics) (R1)

We are seeking exceptional teachers to join our high-performing High School team from August 2026. This is an outstanding opportunity for accomplished and creative educators who are passionate about child-centred education and eager to positively contribute to, and grow within, a highly respected, values-driven school community known for academic excellence and innovation. We are looking for reflective, inspirational, and forward-thinking teachers who are inspired by working with motivated learners, value professional collaboration, and are excited by the opportunity to further develop their practice within a supportive environment that invests deeply in its people and empowers educators to make a meaningful impact. Teacher - Science (Physics) (Job Ref# B189-26-27)

Read more

Full-Time|Closing Date: 24/03/2026 5:00pm

(Job Ref#B188-26-27) Head of Faculty – Mathematics (R1)

We are seeking exceptional teachers with leadership experience to join our high-performing High School team from August 2026. This is an outstanding opportunity for accomplished and creative educators and experienced leaders who are passionate about child-centred education and eager to positively contribute to, and grow within, a highly respected, values-driven school community known for academic excellence and innovation. We are looking for reflective, inspirational, and forward-thinking teachers and leaders who are inspired by working with motivated learners, value professional collaboration, and are excited by the opportunity to further develop their practice within a supportive environment that invests deeply in its people and empowers educators to make a meaningful impact. Head of Faculty - Mathematics (Job Ref# B188-26-27)

Read more

Full-Time|Closing Date: 24/03/2026 5:00pm

(Job Ref# B192-26-27) Head of Faculty of Business Studies (R1)

We are seeking exceptional teachers with leadership experience to join our high-performing High School team from August 2026. This is an outstanding opportunity for accomplished and creative educators and experienced leaders who are passionate about child-centred education and eager to positively contribute to, and grow within, a highly respected, values-driven school community known for academic excellence and innovation. We are looking for reflective, inspirational, and forward-thinking teachers and leaders who are inspired by working with motivated learners, value professional collaboration, and are excited by the opportunity to further develop their practice within a supportive environment that invests deeply in its people and empowers educators to make a meaningful impact. Head of Faculty of Business Studies (Job Ref# B192-26-27)

Read more

Full-Time|Closing Date: 24/03/2026 5:00pm

(Job Ref#A154-26-27) Teacher – Key Stage 2 (with middle leader responsibility)

The Primary School invites applications from fully qualified, enthusiastic and experienced candidates to join our high-performing team August 2026 for a Short-Term contract, up to 6 months, to cover Maternity Leave. This is an outstanding opportunity for accomplished and creative educators who are passionate about child-centred education and eager to positively contribute to, and grow within, a highly respected, values-driven school community known for academic excellence and innovation. We are looking for reflective, inspirational, and forward-thinking teachers who are inspired by working with motivated learners, value professional collaboration, and are excited by the opportunity to further develop their practice within a supportive environment that invests deeply in its people and empowers educators to make a meaningful impact. Teacher – Key Stage 2 (with middle leader responsibilities) (Job Ref# A154-26-27)

Read more

Full-Time|Closing Date: 24/03/2026 5:00pm

(Job Ref#A153-26-27) Teacher – Art & Design Technology (Primary School)

We are seeking exceptional teachers to join our high-performing Primary School team from August 2026. This is an outstanding opportunity for accomplished and creative educators who are passionate about child-centred education and eager to positively contribute to, and grow within, a highly respected, values-driven school community known for academic excellence and innovation. We are looking for reflective, inspirational, and forward-thinking teachers who are inspired by working with motivated learners, value professional collaboration, and are excited by the opportunity to further develop their practice within a supportive environment that invests deeply in its people and empowers educators to make a meaningful impact. Teacher – Art & Design Technology (Job Ref# A153-26-27)

Read more

Full-Time|Closing Date: 26/03/2026 5:00pm

(Job Ref# B196-26-27) Head of Faculty – Physical Education & Extra-Curricular Activities (High School)

We are seeking exceptional teachers with leadership experience to join our high-performing High School team from August 2026. This is an outstanding opportunity for accomplished and creative educators and experienced leaders who are passionate about child-centred education and eager to positively contribute to, and grow within, a highly respected, values-driven school community known for academic excellence and innovation. We are looking for reflective, inspirational, and forward-thinking teachers and leaders who are inspired by working with motivated learners, value professional collaboration, and are excited by the opportunity to further develop their practice within a supportive environment that invests deeply in its people and empowers educators to make a meaningful impact. Head of Faculty of Physical Education & Extra-Curricular Activities (Job Ref# B196-26-27)

Read more

Full-Time|Closing Date: 26/03/2026 5:00pm

(Job Ref#A155-26-27) Teacher – EYFS (KG – 4-5 yr olds)

We are seeking exceptional teachers to join our high-performing Primary School team from August 2026. This is an outstanding opportunity for accomplished and creative educators who are passionate about child-centred education and eager to positively contribute to, and grow within, a highly respected, values-driven school community known for academic excellence and innovation. We are looking for reflective, inspirational, and forward-thinking teachers who are inspired by working with motivated learners, value professional collaboration, and are excited by the opportunity to further develop their practice within a supportive environment that invests deeply in its people and empowers educators to make a meaningful impact. Teacher – EYFS (KG – 4-5 yr olds) (JobRef#A155-26-27)

Read more

Full-Time|Closing Date: 26/03/2026 5:00pm

(Job Ref#D114-26-27) High School Admissions Officer & Office Administrator

High School Admissions Officer & Office Administrator (Job Ref# D114-26-27) We are seeking an exceptional High School Admissions Officer & Office Administrator to join our team immediately or by April 1st, 2026. This is a high-profile, front-facing role within the school, central to student recruitment and the smooth operation of the High School office.

Read more

Full-Time|Closing Date: 08/04/2026 12:00am

(Job Ref#D115-26-27) Primary School Office Manager / Admissions Officer

We are seeking an exceptional Primary School Office Manager / Admissions Officer to join our team immediately or by end of April 2026. This is a high-profile role, central to the smooth running of the Primary School office and the effective management of the Primary School admissions process.

Read more

Thank you for visiting our Vacancies page!

If there are no current openings listed, we encourage you to check back regularly for updates on new and exciting opportunities at CPHS.

Due to the high volume of applications we receive, we kindly ask all applicants to adhere to the application guidelines outlined below:

Please do not send applications directly to individual members of the school’s administration or staff.
For any inquiries relating to vacancies, please contact recruitment@cayprep.edu.ky
Only candidates who progress to the next stage of the recruitment process will be contacted.

We sincerely appreciate your interest in joining our team and thank you for your understanding and cooperation throughout the application process.

Cayman Prep and High School is fully committed to safeguarding the welfare of our children and young people and expects the same commitment from all our employees. All successful candidates will be subject to enhanced pre-employment clearance, including prohibition from teaching checks, identity checks, criminal background checks, qualification checks and employment checks to include an exploration of any gaps in employment and three satisfactory employment checks.

Quick links

Explore More

School Life

Primary School

High School

Admissions

Cayman Prep & High School

Find Us

Cayman Prep & High School, PO Box 10013, Grand Cayman KY1-1001, Cayman Islands