Lost Date with Sir Garry Sobers
by Ian R. Clayton, Author of Rogues in Paradise
At the World Travel Market in London, Sir Garry Sobers wasn’t just the face of Barbados—he was its heartbeat. Friendly, unassuming, and full of life, he gladly mucked in with everyone at the Barbados booth. He posed for photos, shook hands with pride, and offered stories as rich and warm as the Caribbean sun.
But it was his playful charm that stole the show.
Sir Garry Playfully Proposes Dinner with My Date
One afternoon, he found himself in lively conversation with my date. Always the gentleman—with a hint of rogue—Sir Garry turned to her and said, “Would you join me for dinner tonight?”
She smiled and replied, “I’m here with Ian.”

Sir Garry Charming the world with style
“This might be your last chance!” — Sir Garry Sobers
Sir Garry didn’t miss a beat. “Ah,” he said, flashing that famous grin, “but Ian is a young man—he’ll be around for years. Me? I’m an old man. This might be your last chance!”
We all laughed, of course. It was cheeky. It was classic. And it was unmistakably Sir Garry: full of grace, wit, and life.
learn more about Rogues and legends here >>>
Typical of the Rogues of Barbados
It’s moments like this that inspired Rogues in Paradise. This book isn’t just about history—it’s about the legends, mystics, vendors, rebels, and rogues who give Barbados its soul.
Sir Garry may have been a cricketing god, but off the field, he was something even rarer: real.

Sir Garry scores a six
Sir Garry, a Symbol of Barbados
Sir Garry Sobers is more than a cricketing legend; he’s a living symbol of Barbados’ spirit, charm, and cultural pride. His presence lights up every room, from cricket fields to international tourism shows.
This encounter, both humorous and heartfelt, captures the essence of Rogues in Paradise—a book that celebrates Caribbean icons, everyday heroes, and the untold stories of paradise. In Barbados, legends walk among us with humility, humour, and grace. Sir Garry’s warmth and wit reflect the unique character of the island and its people. His legacy lives not only in sports but in the stories that define us.
lost Date Video Summary
More About the Book (RoguesInParadise)
Discover more stories like this in Rogues in Paradise, where legends and locals shape the island’s soul.”
Inspired by this story?
Dive deeper into Rogues in Paradise—grab your copy today
Download Chapters & Get Invitation to Launch

A Witty, Wise, and Provocative True Story of Unlikely Heroes, Rogues & Empire. Set in Barbados, the Caribbean’s First British Colony