27 February 2026
By Publisher Ray Carmen
If the Caribbean luxury scene had a crown, Kenroy Herbert would be wearing it , elegantly tilted, naturally commanding, and impossible to ignore. A visionary entrepreneur and globally‑recognised curator of ultra‑luxury experiences, Kenroy has redefined how the world experiences high‑end villa living, private yachting, and bespoke lifestyle adventures across the Caribbean.
As President and Founder of Anguilla’s premier lifestyle brand, Leviticus Lifestyle & Travel, Kenroy isn’t just in the business of luxury , he creates it. From hand-picked private villas on Anguilla’s sun-kissed shores to super-yacht charters that redefine exclusivity, every detail is infused with his signature precision and style.
Whether matching discerning travellers with dream estates, orchestrating multi-destination escapes across St. Barths, Barbados, and beyond, or crafting fully bespoke experiences, Kenroy’s philosophy is simple , turn every moment into a transformational memory.
A Legacy Carved in Luxury
Kenroy’s journey from Anguilla’s hospitality sector to global lifestyle authority is nothing short of legendary. Every role he embraced sharpened his eye for excellence, eventually inspiring him to launch a brand that now epitomizes Caribbean luxury. Leviticus has become synonymous with ultra-luxury villa management, private yacht and jet charters, and curated lifestyle experiences that cater to the world’s most exclusive clientele.
Under his guidance, Leviticus has built a portfolio of the Caribbean’s most iconic villas and established a footprint in super-yacht and private aviation services , ensuring every journey is seamless, sophisticated, and unforgettable. Kenroy Herbert is not merely a visionary; he is a Lifestyle Architect, designing ultra-luxury experiences that elevate every aspect of a client’s Caribbean adventure.
Global Influence & Caribbean Ambassador
Kenroy’s influence extends far beyond villa doors. As the former Chairman of the Anguilla Tourist Board, he championed the island’s positioning as a premier luxury destination, driving initiatives that attract super-yacht owners and elite travellers alike. He is a sought-after speaker at international luxury travel and yachting events, further amplifying the Caribbean’s allure on the global stage.
Why Kenroy Herbert Stands Apart
It’s his unique combination of vision, precision, and personal touch that sets him above the rest:
Unmatched expertise in curating bespoke experiences
A global network spanning villas, yachts, and private aviation
An unwavering commitment to service and excellence
A passion for turning luxury into legendary moments
In a world where luxury is fleeting, Kenroy Herbert creates legacies. Whether you’re seeking the serenity of a secluded Caribbean villa, the thrill of a private yacht adventure, or a fully orchestrated multi-island escape, he doesn’t just meet expectations… he reimagines them.
