Boarding Schools
About Dorm & Day
Dorm & Day is based in Grand Cayman and offers a school placement advisory service for education in Cayman and overseas.
Registered by the Educational Council of the Cayman Islands Government as an Educational Support Service, Dorm & Day is 100% Caymanian owned and operated by mother and daughter team, Amanda and Luisa Roberts. Every year they visit a diverse range of boarding schools in the USA, Canada, the UK and Ireland, including schools for children with learning differences, using that first-hand knowledge to find the right fit for your child and to help you make an informed choice of school. With in person and virtual meetings, including free initial appointments. you will be guided and advised throughout the admissions process. Services include reviewing transcripts, preparing a shortlist of good match schools, helping with applications and financial aid forms, seeking out scholarships for talented athletes and high academic achievers, preparing students for interviews, arranging boarding school visits and communicating with schools from application to arrival.
Whenever a boarding school fair is on Island, Dorm & Day offers free guidance in the 2 weeks prior to and after the fair to help families navigate the vast number of offerings, find the most suitable options for consideration and advise on the next steps.
Dorm & Day hosts the Winter Boarding School Fair which is being held on Saturday 6th March 2027 from 1pm - 5pm in the Governor's Ballroom at The Westin Resort. There will be a diverse range of schools and summer programmes from the UK, Canada and the US, with something of interest for everyone who wants to expand their education, competitive sports, arts and cultural experiences overseas. All schools will be available for private meetings and to interview students during their visit. For more information, please call, email or make contact through the website.
Dorm & Day also assists students with their US and Canadian college admissions. This involves carefully considering the student’s academic and career compatibility, as well as any social and financial factors. Their primary objective is to streamline the process, ensuring it is stress-free, manageable, and ultimately successful - devising comprehensive test preparation strategies, conducting thorough essay reviews, facilitating scholarship searches, and compiling a well-suited list of colleges. The process typically commences in Grade 11/Year 12 and culminates in November of Grade 12/Year 13.
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Last updated: 10 November, 2026