The 240th anniversary of Titchfield High School marks an extraordinary milestone in the life of one of Jamaica’s most historic institutions. As the fifth-oldest high school in the country, Titchfield has played a vital role in shaping generations of students while contributing to national and community development. This Homecoming celebration is not only a moment to honour the school’s proud past, but also to reconnect alumni, inspire current students, and strengthen the bonds that make Titchfield more than a school — it is a family.
What does the 240th anniversary of Titchfield High School represent, and why is this milestone so significant for the school and wider community?
As the fifth-oldest high school in Jamaica, it is important for us to recognize and celebrate the legacy of education and community development that such a long history represents. We were grateful to celebrate our 230th anniversary, and we are equally thankful to now celebrate our 240th. This milestone is significant because it honours the enduring impact Titchfield has had locally and globally.
How did the idea for this Homecoming celebration come together, and how long has the planning been in motion?
The Homecoming began as an effort by Michael Smith (a 1978 alumnus) to organize a reunion for his year group. This quickly grew into a reunion across all year groups and expanded to include the celebration of the school’s 240th anniversary. We also learned that the “Class of ’86” alumni group was planning a 40th anniversary reunion, so all these streams of celebration were combined into one major event.
Planning began over a year ago, with input from alumni and the full support of Principal Mr. Richard Thompson. This collaborative process ensured that every event reflects the spirit and values of Titchfield, making this celebration truly special.
This year’s theme is “Homecoming” — what message are you hoping alumni take away when they return?
We hope alumni feel a deep sense of belonging and pride. “Homecoming” is about returning to your roots, rekindling friendships, and recognizing the lifelong bonds formed at Titchfield. Our message is simple: no matter where life takes you, you are always part of the Titchfield family.
What makes this 240th celebration different from previous anniversary events or reunions?
This celebration stands out for its scale, inclusivity, and vision. Previous reunions have often focused on specific year groups, whereas this Homecoming prides itself on attracting the largest span of past students ever. The full week of diverse activities is also unprecedented, combining tradition with new experiences. The involvement of distinguished guests and the focus on engaging current students set this anniversary apart, making it a landmark event in our history.
Can you walk us through the full vision behind the week of activities?
Our vision is to create a vibrant, memorable experience for everyone.
The week begins with a charity walk/run hosted by the Shelton Project, led by alumna Lorna Shelton. In the afternoon, we will host a Meet & Greet event at Errol Flynn Marina — our first opportunity to reconnect with old friends.
On Monday morning, we will celebrate our anniversary with a march through Port Antonio to the school, formally recognizing March 30 as “Titchfield Day.” This will be followed by two days of engagement with current students, during which alumni will share their experiences through a range of career workshops.
On Wednesday, the focus returns to alumni with a Sports Day on the school grounds. Students will be fully involved, serving as officials and judges for the various activities. Thursday features the annual Wagglas Health Fair on the school grounds, heavily staffed and organized by Titchfield alumni.
On Friday, we return to social events with a River Cookout hosted by alumna Iyabinghi of Akwaaba Kitchen — another opportunity for alumni to reconnect. On Saturday, the Grand Gala Dinner will take place at Dr. Lecky Hall in Passley Gardens, where we will honour the school’s legacy at a spectacular event attended by numerous dignitaries. Chief Justice Bryan Sykes will deliver the keynote address.
On Sunday, we will give thanks for our many blessings with a Thanksgiving Service at Christ Church, and the week will conclude with a Family Day on the school grounds on Easter Monday.
The week of events is designed to foster connection, celebrate achievements, and support our students and school community.
Which event do you expect will have the biggest turnout, and why?
We anticipate that Family Day will draw the largest crowd, as it is the main event aimed at the wider Portland community.
The Grand Gala Dinner (April 4, 2026) looks like the headline event — what can attendees expect?
Attendees can look forward to an elegant evening featuring inspiring speeches, live entertainment, excellent cuisine, and opportunities to connect with alumni and distinguished guests. We have designed a programme that truly does justice to celebrating a 240-year legacy.
How important was it to include community-building events like the charity run/walk and Family Day?
Including these events was essential. They embody our commitment to giving back and strengthening community ties. The run/walk, health fair, and Family Day invite everyone to participate, fostering unity while supporting charitable causes that benefit our students and the wider Portland community.
The itinerary includes career workshops — what motivated that inclusion, and how will it benefit current students?
Career workshops were added to empower current students through guidance and mentorship from successful alumni. These sessions provide practical advice, networking opportunities, and inspiration, helping students envision and prepare for their futures.
You’ve announced major invited guests, including Chief Justice Sykes and the Governor-General — what does that level of support mean?
The presence of such esteemed guests underscores the significance of our anniversary and the respect Titchfield commands. Their participation is a powerful endorsement of our school’s legacy and future, inspiring pride and excitement throughout our community.
How are you ensuring that alumni overseas (UK, US, Canada, etc.) can still feel included?
Through the involvement of various alumni groups, we are ensuring that members of the diaspora are kept well informed about the events and have ample opportunities to contribute ideas or donations to support our success. Alumni who cannot attend in person are encouraged to purchase tickets or pledge donations.
Can you share more about the ticketing structure — what do the different ticket options help to support, and what’s included?
Our aim is to make a significant contribution to funding the school’s extracurricular activities. Too often, individuals or alumni groups are asked to support specific events. We want to move toward a more sustainable funding model. It is hoped that funds raised from the Homecoming events will provide a solid foundation for further growth.
Tickets have been priced to ensure affordability for the public, alongside premium options to help cover event costs. We are encouraging alumni to purchase VIP tickets as part of giving back to the school, while enjoying an elevated level of service. We often use the analogy of airline tickets: economy tickets can be much cheaper than business class, even though both reach the same destination. However, without the higher-priced tickets, the lower fares would not be possible.
Beyond celebrating history, is there a fundraising goal tied to the anniversary?
Every contribution helps secure the future of Titchfield High School’s extracurricular programmes and expand opportunities for our students. We do have a target figure in mind, but we are not sharing it at this time.
How can businesses, sponsors, or supporters get involved — and what type of partnerships are you looking for?
We welcome partnerships that align with our values and vision. Businesses and sponsors can support events or contribute resources. We are mindful of the impact of Hurricane Melissa on company profits and community marketing budgets. With that in mind, we are seeking smaller partnerships from a wide cross-section of businesses. No contribution is too small.
Looking beyond 2026, what legacy do you want this Homecoming to leave?
We hope this Homecoming inspires ongoing engagement, generosity, and pride among alumni and supporters. Our legacy will be a stronger, more connected Titchfield community — one that continues to uplift future generations while honouring our remarkable history.
