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TimeBack Cayman

Welcome to Cayman’s family album. Explore Cayman life since 1965 through photos you have never seen.

Presented by Dart & Compass Media

Proudly supported by
Logic • Water Authority • BIAS • RE/MAX Cayman Islands • Butterfield • CUC • BB&P TimeBack is a digital archive celebrating Cayman’s past through powerful photographs and stories. Each month, we unveil a curated selection of historic images that highlight the people, places, and moments that shaped our islands. Explore Cayman’s rich heritage and help preserve it for future generations at timeback.ky. Presented by Dart & Compass Media

Proudly supported by:
Logic • Water Authority • BIAS • RE/MAX Cayman Islands • Butterfield • BB&P

05/01/2026

From racing on the streets of George Town at age 5 to representing the Cayman Islands at the 1984 Olympics

Craig Merren’s journey is one of passion, perseverance, and pride

Now, he’s helping preserve that history as a proud contributor to TimeBack, sharing stories and photographs that transport us through time ⏳✨

Experience Cayman’s heritage through his eyes

Watch it tonight at 7pm on Compass TV. Stream it at compasstv.ky or watch on your local cable provider

29/12/2025

A snapshot of Cayman’s musical past.

Lifelong musicians Chuck and Barrie Quappe revisit a photo from the TimeBack archive that takes them back to the early days of Cayman’s growing music scene. A time of creativity, collaboration, and community—when music was about connection as much as performance.

Watch it tonight at 7pm on Compass TV. Stream it at compasstv.ky or watch on your local cable provider. 📺🎸

18/12/2025

Roy Ricardo Charlton: Courage Under Fire

As a young firefighter, Roy Ricardo Charlton faced one of the worst fires ever recorded in the Cayman Islands, a defining moment that shaped a life of service

This tribute honours his courage, dedication, and the quiet sacrifices made by those who risk everything to keep our communities safe

15/12/2025

Tonight’s TimeBack episode is a heartfelt look at how Cayman’s history is passed from one generation to the next.

Learning Cayman’s History: Angela Sevilla as a Child revisits a moment from a National Trust tour, capturing the curiosity, pride, and connection sparked when young Caymanians are introduced to the stories, traditions, and landmarks that shape who we are. It’s a reminder that preserving our past starts early — by sharing it with our children.

Watch new episodes every Monday night at 7pm on Compass TV. Stream on compasstv.ky or watch on your local cable provider.

05/12/2025

Tonight’s TimeBack episode journeys into the heart of Cayman’s rural heritage through the story of Gillard McLaughlin

From the time he was a young boy in East End, Gillard learned the rhythms of cattle farming, hard work, early mornings, and deep respect for the land. In this episode, he reflects on a way of life that shaped not only his family but the wider community

His memories offer a vivid look at the traditions and resilience that defined rural Cayman, preserving lessons of endurance and connection for generations to come

Don’t miss this powerful conversation

Watch new episodes every Monday night at 7pm on Compass TV. Stream anytime at compasstv.ky or watch on your local cable provider

01/12/2025

Tonight’s TimeBack episode shines a light on a woman whose influence has touched classrooms, courts, communities, and Cayman’s national story.

Lucille Seymour: Educator, Leader, Advocate dives into a life dedicated to service — from shaping young minds as a teacher, to breaking ground in politics, to championing netball and empowering future generations. In this episode, Lucille reflects on the roles that defined her, the mentors who inspired her, and the legacy she continues to build across our islands.

Don’t miss this powerful conversation.

Watch new episodes every Monday night at 7pm on Compass TV. Stream anytime at compasstv.ky or watch on your local cable provider.

21/11/2025

Step behind the pirate hat. 🏴‍☠️✨

For decades, Darvin Ebanks has been one of the most recognizable faces of Pirates Week — bringing joy, energy, and Caymanian spirit to every interaction.

Catch his story in Episode 8 of TimeBack: Darvin Ebanks — The Man Behind the Pirate Hat.

Premiering this Monday at 7pm on Compass TV.

Stream it on compasstv.ky or watch it on your local cable provider.

11/11/2025

Witness the incredible journey of Gillie Seymour, a true icon of Cayman football! This episode of TimeBack captures two defining moments: the thrill of holding a championship trophy as a player and the quiet, pivotal guidance from a mentor that shaped his inspiring path into coaching. Gillie's story is about passion, leadership, and a lifelong commitment to the beautiful game.

Tune in to TimeBack every Monday at 7 PM for brand new episodes!

To watch more episodes of TimeBack, stream them at compasstv.ky/timeback.

07/11/2025

From Player to Coach ⚽️
This Monday on TimeBack, we celebrate Gillie Seymour — a Cayman football legend whose journey from the field to the sidelines inspired generations. From championship glory to guiding the next wave of talent, his story is one of passion, mentorship, and love for the game.

📺 From Player to Coach: The Making of a Cayman Football Legend

Premieres Monday at 7PM on Compass TV.

Stream on compasstv.ky or watch on your local cable provider.

03/11/2025

School Days and Strong Foundations ✨

Tonight on TimeBack, we celebrate Eziethamae Bodden’s lifelong dedication to education and community. From picking up her daughter Marzeta at primary school to serving as PTA President at Sir John A. Cumber Primary, her story reminds us of the lasting impact of love, leadership, and giving back.

Watch new episodes of TimeBack every Monday at 7 PM on Compass TV.

Stream at CompassTV.ky or watch on your local cable provider.

30/10/2025

🛬Customs cleared, medals declared

🎖️Cayman’s young stars touched down with hardware and heart

23/10/2025

👑 Step back to the ‘80s, Cayman!

On TimeBack: Episode 4: Crowned Confidence, we revisit the moment Sophia Dilbert captured the title of Miss Teen Cayman Islands, and how her story became so much more than a crown. ✨

From building confidence to inspiring generations of young women, Sophia reflects on how the pageant stage shaped her path and her purpose. 💫

📺 TimeBack: Crowned Confidende, A Teen Pageant Story from the ‘80s
🗓 Monday @ 7PM on Compass TV

Address

319 Shedden Road
George Town
KY1-1108

Telephone

+13459495111

Website

http://timeback.ky/

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