CASK began with a chance meeting in Scotland in 2022.

While visiting Inverness in the Scottish Highlands, Rob was introduced to The Malt Room — recently named Scotland’s Best Whisky Bar. There, he met Matt. What started as a simple introduction quickly revealed shared passions for travel, entrepreneurship, and exceptional whisky. By the end of the evening, an idea had taken hold.

Rob had already built a strong entrepreneurial legacy in the Caribbean, founding an award-winning IT consultancy and supporting the growth of Le Visage, a premier luxury cosmetics and skincare boutique. Together, these ventures were defined by quality, service, and long-term vision.

That night in Inverness, the concept was born: to create a specialist luxury whisky bar in Grand Cayman — one that would bring the craftsmanship and atmosphere of Scotland’s finest bars to the Cayman Islands.

The vision quickly gathered momentum. Recognizing the clear absence of a dedicated premium whisky bar in Grand Cayman, Matt travelled to Grand Cayman to explore the opportunity firsthand. Camana Bay emerged as the natural home for what would become CASK — an upscale destination just minutes from George Town and Seven Mile Beach.

Construction began in February 2024, transforming a space into a refined whisky destination complete with a private tasting room, The Woodlands.

On 13th August 2024, CASK officially opened its doors, unveiling more than 400 whiskies available by the glass and setting a new benchmark for whisky and whiskey bars in Grand Cayman.

What began as a chance introduction in Scotland became a shared pursuit of excellence — establishing CASK as a leading whisky bar in Grand Cayman, where world-class spirits meet refined island hospitality.

Matt is the driving force behind CASK’s daily experience — a constant presence on the floor, bringing years of hospitality expertise and a deep, authentic passion for whisky to every guest interaction. His knowledge, attention to detail, and commitment to excellence shape the atmosphere that defines CASK as a leading whisky bar in Grand Cayman.

Rob, who has called Grand Cayman home for nearly two decades, brings invaluable local insight, trusted relationships, and entrepreneurial vision to the business. His deep understanding of the island’s culture and clientele has been instrumental in positioning CASK as a truly distinctive destination.

Together, they have created more than a bar — they have crafted a refined, welcoming space that reflects their shared pursuit of quality, authenticity, and exceptional hospitality.