Fast, Reliable And Affordable

Welcome to Gypsy Yacht Deliveries, South Africa’s most prestigious yacht delivery company. We deliver sailing and power vessels globally, employing the most highly experienced Skippers and Crew. Directed by the Office Admiral, Jason Ruger – RYA commercially endorsed Yacht Master, South African Sailing Yacht Master Power & Sail, Dive Master, Adventurer and Environmental Activist. Jason is continually on the ball, working day and night to ensure his Skippers are safe, boats are ready and owners are happy.

Our Delivery Outfit of Choice

JULIAN KNEALE Designer & Owner of Current Marine – Cutting Edge High Performance Catamarans.

Jason, I am blown away by your professional approach in everything you do mate. I have been at Subtech for 21 years and have seen every aspect of business imaginable and been privileged to meet many interesting and wonderful people and you are right up there with the best in the business.

GERT MULLER Director at Subtech Offshore

Why choose us?

  • Very affordable – We quote in our South African currency, therefore able to deliver excellent service at cheaper rates than American and European equivalents. We charge only $1.50 – $2.50 per mile.
  • Our Captains enjoy 24/7 office support throughout the journey and constant weather monitoring.
  • Only highly experienced, competent Skippers with a vast all round skill set and a minimum 120 000nm logged are employed.
  • Extreme care is taken to protect and maintain the vessels in our care.
  • Our Skippers are long standing friends and family and are accountable to the company by upholding the high standard of service that is expected of them.
  • Thorough pre-departure inspections, bringing maintenance, repair, or structural issues to light.
  • Skippers can be employed to undergo repairs or refitting before departure.
  • Status and position updates of boats provided by ground support to owners.
  • Proven track record – Can supply owners with Testimonials and references of our many happy clients.
  • Boat Owners have on-going, lifetime access to our support, advice and knowledge!


Some words from our satisfied clients.

Alistair Stobart

Director, Multicrop Zambia

In May 2018 I asked Jason to skipper my Maverick 42’ catamaran from Durban up to Vilanculos in Mozambique. My wife and I…

Robert Sawyer

Engineer, Liquid rock Solutions

Jason delivered my new Lagoon 42F from France to Cape Town. I was so happy with his service that I then employed his company…

Dirk Van Aarde

Chief Engineer, Bureau Veritas

In October 2015 I used Gypsy Yacht Deliveries to deliver my 40ft Maverick catamaran from Abu Dhabi to Cape Town, South Africa…

Gregory Becker


After losing my first yacht from capsizing caused by an incompetent crew on its delivery from Seychelles to Abu Dhabi…

Wynand Smit


I highly recommend Jason. His competence and professionalism is unequalled, and his fantastic personality ensured an experience…

Gert Muller

Director at Subtech Offshore

Jason, I am blown away by your professional approach in everything you do mate. I have been at Subtech for 21 years and have…

Van Reynders


Thanks for getting my boat here safely and putting up with me while I was searching for a boat to buy…

Mynard Du Preez


I employed Gypsy Yacht Deliveries to bring our new project from Kenya to Cape Town and was super impressed…

Trevor Zieseniss


Jason impressed us on our first meeting.  We decided that he would take on the responsibility of delivering our Leopard 39…



Life is short, break the rules, forgive quickly, kiss slowly, love truly, laugh uncontrollably, and never regret anything that made you smile. Twenty years from now, you will be more disappointed by the things you didn’t do than by the ones you did. So throw off the bowlines. Sail away from the safe harbor. Catch the trade winds in your sails. Explore. Dream. Discover.

Mark Twain