Jack Stringfellow

As an active yacht captain, Jack brings over 40 years of experience on the waters of the Gulf of Mexico, with roots in the historic coastal city of Pensacola, Florida. An owner-operator of both power and sailing yachts, he has spent decades pursuing adventures to destinations such as the Bahamas, Belize, and the Yucatán—always chasing the best opportunities for fishing, diving, and exploration.

Jack’s career began operating a custom 82’ power catamaran, giving him early exposure to large-vessel operations and setting the tone for a lifetime in yachting. Since then, he has built extensive sea time and a deep understanding of yacht management, working as a freelance captain across both commercial and private vessels.

His experience spans a wide range of respected brands, including Grand Banks, Tiara, Lagoon, Ocean Alexander, Galeon, Sea Ray, Grady-White, and Catana. This diverse background allows him to offer clients valuable, real-world insight into vessel performance, ownership, and operation.

Based in Destin, Florida, Jack is focused on building strong, lasting relationships throughout the marine industry. He works closely with marine insurance providers, specialty technicians, delivery captains, and shipyards to support his clients before, during, and after each transaction—ensuring a seamless and well-supported experience every step of the way.