Cayman Connection presents

Q&A with Jamaal Estwick

Winner of the Ministry of Tourism & Trade Development Tourism, Travel & Hospitality Award 2025

Jamaal Estwick is a pioneering Caymanian pilot currently flying the Boeing 777 as a First Officer with Emirates Airlines. From dreaming of flying at age four, Jamaal’s passion led him to start his aviation career at Cayman Airways at 16, becoming the first Caymanian to fly the Boeing 737 Max 8 with Fly Dubai.

Known for his resilience and motto “Positive Mind, Positive Outcome,” Jamaal’s journey exemplifies determination and excellence. His global success in aviation is an inspiration to young Caymanians, proudly representing the Cayman Islands in the skies and making waves in the international aviation industry.