We had an outstanding week sailing the Cyclades Islands with Kosta. His extensive local knowledge transformed our trip into an immersive experience. Our kids thoroughly enjoyed learning how to sail.

We explored hidden locations, tasted local cuisine, and met friendly local residents. The combination of adventure and downtime was the perfect balance. Kosta made our first visit to Greece a significant one.

We wholeheartedly recommend Kosta as a skipper and guide for a Cyclades sailing trip. Our experience was so wonderful that we are already planning our return trip

Yiannis, thank you for helping us plan our perfect vacation! This by far exceeded our expectations in every way! Skipper Michael was incredible and helped us pick amazing locations! We stayed away from the most busy islands looking for more laid back and authentic experiences. We enjoyed daily swim/snorkeling spots with crystal clear water, dolphins, amazing sailing days, amazing villages, great recommendations from our skipper daily and so much more. Our son is 14 and has a passion for sailing. Skipper Michael was incredible with our son helping to teach him and build his passion for sailing. It was incredible to see them together! We are already planning our next sailing trip! Thank you from the bottom of our hearts!

We had an absolutely fantastic tour of the Cycledes Islands with Captain Yiannis and Hostess Matoula. Each share d their unique talents to make our week on the water a very special experience. Captain Yiannis was very accommodating in our itinerary to match our interests. Hostess Matoula prepared the most exquisite meals each day and saw to our every need without hesitation.

Highly recommend!

Sept. 17 – 24, 2022

Back at home and enjoying fantastic fall weather, we love to think back about the wonderful week we sailed the Ionian Islands in September. Michael and I decided to hire a captain and it was the right decision. Captain Yannis with plenty of experience and deep knowledge of Greece and the Islands put together a very beautiful and exciting week of sailing for us. As we didn’t know this particular area his choices of harbors and docking would make all the difference for our experience. He did the right thing! We could explore the small villages, eat excellent meals ashore and experience the vibe of the places.

We always felt safe as Yannis handled the boat w/ knowledge and the ocean w/ respect.

Docking was sometimes a bit of a battle, trying to fit the boat into very tight spots making neighboring boats feel uneasy, or too close to ferry landings, or at places where the dock master did not want to have us…

We had a great time aboard with Yannis and we would always recommend his company “Sail the Greek Islands” for a very enjoyable sailing trip. Next time we will ask Poseidon for a bit more wind 😉

We have spent such a wonderful time onboard with Yiannis. He showed up the beautiful Cyclades and his home island – milos. We are incredibly thankful for such an unforgettable week. Yiannis is such a wonderful captain