Meet Stephen Cockcroft

Fort Lauderdale, FL
Stephen Cockcroft

Stephen Cockcroft

Since 1975, Stephen Cockcroft has sailed catamarans and in the last 30+ years, been actively involved in the marine industry. Originally from South Africa, he built his first ocean-going yacht in his backyard. Then, he and his wife, Estelle, sailed 30,000 nautical miles on her, visiting more than 40 countries. They are now proud citizens of the United States, living aboard most often in south Florida and Annapolis, Maryland.

Stephen and Estelle have made multiple ocean voyages and participated in races and rallies in support of catamaran sailing. He most recently won the Bahamas leg of the Caribbean 1500 rally on a Prout 50 catamaran. And they, along with 60 other sailboats took part in a rally to increase cooperation and relations between Cuban and United States sailing organizations.

Their website, is a continually updated resource for all sailors including yacht brokerage customers and sailing students with whom they have worked.

Stephen has been involved in every facet of the marine industry from owning a factory that manufactured the very successful Island Spirit Catamarans to co-owning the third largest charter company in the Caribbean and North America. He has represented many sailboat brands in the United States and has been involved in the product development of large catamarans for yacht buyers.

Stephen has represented hundreds of buyers and sellers in brokerage transactions. With his vast experience of the international marine business as well as the technical, financial, tax issues, and contractual aspects of boat ownership, he is the person you want in your corner representing your interests when buying or selling a yacht.


  • Is an both an instructor and instructor examiner with the ASA.
  • Has taught hundreds of people to sail catamarans as well as monohulls in live-aboard courses in the Caribbean and the Bahamas.
  • Has operated his own brokerage house in the United States and is a licensed and bonded yacht and ship broker in the State of Florida.
  • Is co-founder of Catamaran Guru.

Contact Your Yacht Broker, Stephen


Mobile phone: (804)815-5054