
Michael Kaufman
Captain Michael Kaufman
Born and raised in Miami, Florida, Captain Michael Kaufman developed a lifelong passion for the ocean through sailing, SCUBA diving, and exploring the waters of the Caribbean. Coming from a family with generations of sailing experience, he spent much of his childhood on the water, while early adventures in the British Virgin Islands and the Bahamas sparked a lasting appreciation for tropical cruising and discovering new destinations.
While studying chemistry at Florida State University, Michael competed on the university’s sailing team for four years. As president of the sailing club, he also enjoyed teaching others to sail, finding particular satisfaction in helping students build confidence and develop their skills on the water. It was during time spent working in the Bahamas while attending university that he realized he wanted to turn his passion for sailing into a full-time career.
After graduating, Michael earned his USCG Captain’s License and moved to the Cayman Islands, where he spent nearly three years operating charter catamarans. He later returned to South Florida to work with a captain services company, gaining valuable experience through charters, yacht deliveries, and vessel operations aboard a variety of luxury sailing yachts. His experience across different vessels, destinations, and conditions has shaped him into a confident, adaptable, and resourceful captain. He later completed his RYA Yachtmaster Offshore qualification in South Africa, along with his PADI Divemaster certification, before returning to the Caribbean waters that first inspired his career.
Michael believes the best adventures begin with curiosity, an open mind, and a willingness to embrace new experiences. Whether introducing guests to the beauty of the islands, sharing his love of sailing, or helping them discover life beneath the surface, he is dedicated to creating safe, memorable, and rewarding experiences that guests will remember long after their charter has ended.





























































