About Us

Captain Yiannis Stassis

Owner and Lead Skipper at www.SailTheGreekIslands.com 


  • Yiannis became a sailor at the age of 15 when he joined the Greek Merchant Marine!
  • He has been a Professional Skipper for over 20 years with over 100 hundred 5 Star testimonials and thousands of happy and Satisfied guests. 
  • He has Sailed the Greek islands, the Mediterranean Sea and the Atlantic coast extensively and under most conditions.
  • Yiannis can provide you with support and guidance so, you can Enjoy the most Fantastic Sailing Holiday around the Greek Islands possible!
  •  A High Quality provider of Skippered Sailing Holidays around the Greek Islands.

    When you rely on the experts at SailTheGreekIslands.com you can rest assured that you will receive the highest level of quality and professionalism possible.

  • Don’t settle for second best.



  • Rely on the professionals at SailTheGreekIslands.com

Skipper Spyros Dagklis

Spyros was born in Athens in 1982 and studied Computer Engineering. His love for the sea and his childhood memories of his father serving the Greek Navy made him turn sailing from hobby to profession in 2009. Since then, he has collected thousands of miles under his belt and has visited most of the Greek coast line working as a delivery and charter skipper for monohulls / catamarans and powerboats, as well as a sailing instructor.

As an ex commercial diver he is just as comfortable underwater as sitting on the helm. During the winter he is teaching Computer science in Greek High-school. When he is not sailing you will probably find him cooking for his friends.

Sail The Greek Islands - Skippered Yacht Charters
Sail The Greek Islands - Skippered Yacht Charters

Hostess Matoula Antimahiti

My name is Matoula and I am a Civil Engineer. Five years ago, I completed my first trip as a hostess, and it was then I realized that I love travelling in the sea, helping my clients explore the unique beauty and secrets of Greece. I am discrete, polite and always happy to help.

My specialty…Mediterranean cuisine! Greece is home to some of the finest ingredients in the world, you can enjoy them all on board.

Hostess Fotini Kokinou

Jim Willis and Virginia Foster Saturday, 03 September 2016 18:20 | Los Angeles, California, USA

Come and see for yourself! You will be home!

Our first (second) day was the Acropolis. Acro – “tip end or height”, polis – “of town”. We owe to Greece: Democracy, Medicine, Philosophy. As President Clinton said, (borrowing a line from JFK), “We are all Greek!” For citizens of the west, no truer words were spoken.

On our third day we joined Captain Yiannis and Hostess Fotini on the S/V Amorgos in Lavrion. Lavrion is a working port. The ubiquitous ferry greeted us with a “toot”, “Hello I’m here. How are you?” After stowing our gear, Cap’t Yanni said, “Let’s go!” and we were off to our first port of call.

Now, six days later we are bittersweet; leaving our new friends: We hope our connection with Yiannis and Fotini lasts forever! In the mean time we have experienced a re-birth from the cradle. “Take me Lord, for I have seen enough!” Civilization experienced, not from textbooks but from the ancient artifacts. Made of marble, built to last – forever.

I’ve sailed with many Captains – Yiannis is the complete package- competent, knowledgeable, and personable and above all a citizen of Manna Gaia – “Mother Earth”. He has our respect for sailing seamanship as well as his ability to judge our “comfort level”, anticipate our wants and needs and act accordingly.

Fotini is Captain Yiannis’ most often requested hostess. She is an amazing person, smart, graceful, beautiful and an excellent hostess. I am sure everyone who sails with her would take her home on terms of her choosing. We are all Greek. We are home. We owe our civilization to these people. Come and see for yourself. You will fall in love again!

Sail The Greek Islands - Skippered Yacht Charters
Sail The Greek Islands - Skippered Yacht Charters

Skipper Paris Christoforidis

Jennings Family , Monday, 11 June 2018 14:47 | Atlanta, GA, USA

Great Family Vacation

This was a new experience for us, and it was handled well by Yiannis and team. We were on a catamaran for a week with our teenage children and this vacation gave us a chance to spend time together with limited distractions. Yiannis and our skipper Paris were great to work with and were open and flexible with all our questions and requests. We are already planning our next trip!
Thank you for a great vacation!

Hostess Despoina Vasilopoulou

John Konstandopoulos , Friday, 31 August 2018 16:05 | Ioanian Islands

Beyond Expectations

Words cannot describe the wonderful experience we had with Captain Yiannis and our beautiful hostess Despina, on our bucket list of things to do and now that we have experienced sailing with Captain Yiannis we are planning our next trip with him and Despina.

We had a remarkable seven days seeing beautiful islands, wonderful beaches and the amazing colours of the sea.

A trip of a lifetime, one that will always be with us forever, Both Captain Yiannis and Despina were absolutely amazing and accommodated to all our needs. The trip was beyond all our expectations.
Friends Forever!!

Sail The Greek Islands - Skippered Yacht Charters