TimeBack Cayman

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

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.

🛬Customs cleared, medals declared 🎖️Cayman’s young stars touched down with hardware and heart
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

🎟️ Raffle rolls, handwritten lists, and the kind of teamwork that made every fundraiser feel like a family affair
23/10/2025

🎟️ Raffle rolls, handwritten lists, and the kind of teamwork that made every fundraiser feel like a family affair

20/10/2025

Tonight on TimeBack, we celebrate the incredible journey of Kareem Streete-Thompson, one of Cayman’s most accomplished track and field athletes.

From powerful moments at the Commonwealth Games to the unwavering support of his mother, this episode honors the heart and dedication behind his success.

📺 Watch tonight at 7PM on Compass TV
Stream at compasstv.ky or on your local cable provider.

🎞️ Catch up on past episodes at compasstv.ky/timeback

🌟When the stars came out in broad daylight ✨ Cayman parades weren’t just events, they were moments
16/10/2025

🌟When the stars came out in broad daylight

✨ Cayman parades weren’t just events, they were moments

15/10/2025

🛹 Roll back in time, Cayman!
On TimeBack: Episode 3, we’re cruising into the era when skateboarding ruled the island, bringing freedom, fun, and fierce competition on four wheels.

🔥 Featuring Lance Jefferson, this episode captures the energy, creativity, and fearless spirit that defined Cayman’s youth movement.

📺 TimeBack: Cayman’s Skateboarding Era
🗓 Monday @ 7PM on Compass TV
🎥 And to catch more episodes of the TimeBack docuseries, head over to compasstv.ky/timeback

🌴Palm trees, bruised knees, and brotherhood on the pitch. Cayman Rugby in its prime 🏉
09/10/2025

🌴Palm trees, bruised knees, and brotherhood on the pitch. Cayman Rugby in its prime 🏉

06/10/2025

Buckle up, Cayman 🚗💨
On TimeBack Episode 2, we’re going back to the 1980s, when autocross ruled the marl and rivalries ran hot.
🏁 Chuck Thompson and Gary Huggins share the speed, the spirit, and the stories that made racing a local legend.
📺 TimeBack: Racing Memories, Cayman’s 1980 Autocross
🗓 Monday @ 7PM on Compass TV

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