Trinity College School - Cayman Islands Branch

161 year milestone for TCS! Congrats to our wonderful Trinity College School 🎓

It’s an extra special day for Trinity College School! May 1st marks the 161st anniversary of the founding of the School.

We’re eager to honour this milestone in some truly wonderful ways – stay tuned to see how TCS students and staff will celebrate today! 🎉

📷: Mr. Robert

We are saddened by the recent passing of Cayman Old Boy, Oscar DaCosta (‘95). He was a vibrant individual known by many in our community and will be sorely missed.

To honour his legacy please follow and learn more about his non-profit, The Grey Area. The organisation seeks to bring awareness, support and education to conditions affecting the brain from cancer and tumours to seizures and everything in between. https://thegreyarea.ky

2026 TCS Reunion Weekend takes place May 22-24! Any alumni can attend, but this year is particularly for anyone who’s graduate year ends in ‘1’ or ‘6’. Make sure you register in advance at www.tcs.on.ca/reunion.

Will you be attending?

In honour of Liesl Richter (Class ‘03) her husband Brian Roffey, classmate Daisy Morris (‘03) and 24 others will be running the Cayman Islands Marathon to raise funds for Jasmine. Please visit the link to donate to this worthy local cause and see the Compass TV video below to learn more: https://fundraisers.hakuapp.com/teams/running-for-liesl-1

https://compasstv.ky/video/running-for-liesl-honouring-a-legacy-supporting-jasmine/

Running for Liesl: Honouring a legacy, supporting Jasmine - Compass TV A powerful conversation with Daisy Morris on honouring Liesl’s legacy and supporting Jasmine through this growing community initiative.

If you know someone who is interested in attending the Bedi Walker Boarding School Fair they can RSVP using this link below. Rebecca De Silva (Class ‘07) will be at the TCS booth from 6-8pm at the Marriott.

There is also an event from 8-10pm where alumni can also come by to mingle for a food and drink reception afterwards.

https://www.boardingschools.ca/grand-cayman-2025

Coming up on 18 November at the College School will be here so let friends and family know.

Bedi Walker International Boarding School Fair | Bedi Walker Consulting The Bedi Walker Educational Consultants Caribbean International Boarding School Fair is an amazing opportunity for parents and high-school students to meet and chat one-on-one with boarding schools from the United States and Canada. FREE ENTRY for students and parents to attend each event.

Hi everyone! It’s been a number of years since this page has been active, so I am hoping to reignite it amongst our Cayman alumni. With my own 20 year reunion coming up soon, this has been on my mind a lot.

I’d like to start resharing our Trinity College School and Official Trinity College School Alumni Page updates, but I think it is important that we support our Cayman residents who live here or live abroad.

We all have strong ties and experiences during our time at TCS and I believe this continues to bond us. So I would like our page to be used for our Cayman alum to promote their businesses, charities, job opportunities and mentorships, along with our general life updates. Perhaps in 2026 we can find time to mingle and catch up again.

So please feel free to send me anything that you’d like to share on here and invite new alumni (if they even have Facebook) to join us.
-Chelsea Tennant (Class ‘06)

They’re back! Please join us if you are on island for Thursday 6th April at the George Town Yacht Club from 6-8pm 🍹 🥘.

Welcome the Bigside Girls Rugby team and Headmaster Stuart Grainger for all alumni, parents & past parents. It’s been a few years but we’re excited to welcome back the TCS team again 🏉.

RSVP by April 1st at [email protected] for yourself, kids and spouses. We can’t wait to see you! 🥰
- Chelsea

Morning all! Apologies for the short notice, but Kathy LaBranche is here for the weekend to attend the BVS School Fair TODAY (Sunday 30 October) from 9am-2pm at the Westin. If you know anyone keen to learn more about TCS send them over. (https://bvs-education.co.uk/boarding-schools-fairs/cayman/)

Jon Holmes will also return on November 13 for the Bedi Walker North American School to represent TCS. (https://www.bediwalker.com/event-details/boarding-school-fair-2022-grand-cayman)

Cayman - BVS Education REGISTER NOW EVENT GUIDE Would you like your child to go to school in the UK or Canada? Britain and Canada have some of the best-known schools in the world: the Boarding Schools Fair Bermuda is the annual event where island families can find out more about the many opportunities available at leading...

Who else misses the fall at TCS? 🍁