
TRAVEL CAREFREE
Live Your Dream!
See, Feel, Taste, LOVE...
Sailing the Greek Islands!
“Happy is the Man, I thought, who before dying has the good fortune to Sail The Aegean Sea.” – Nikos Kazantzakis.
“I’ve been to the most beautiful places in the World. None of them tops Greece. The Land the Sky, the Water – Its good for the soul.” - Tom Hanks.

RELAX & DISCOVER
Do you feel like spending the day sunbathing and reading your book while being lullabied by the waves and the soft wind?
Or did you wake up feeling energized and adventurous and you want to go discover a whole new island for yourself?
This sailing holiday of a lifetime in Greece, treat yourself to the better of both worlds, discover, or recharge, rest, and enjoy the freedom.

UNPACK ONLY ONCE
Get to buy that beautiful handcrafted ship-in-bottle, or those mouth-watering local herbs-in-a-jar that you've discovered on that island, knowing you won't have to cram it in a bag and carry around for days.
Board the boat, unpack, you're done! Now you just have to sit back and enjoy the view as you travel to your next undiscovered sailing destination in the Greek islands.


Did you Know?
THE WHOLE TRIP CAN COST LESS THAN JUST BOOKING A HOTEL WOULD.
When you organize your family and friends to share in the trip with you,
a yacht charter will cost less than booking a hotel would,
and your transportation from port to port is included.
Our yachts can accommodate from two up to twelve persons.
TWENTY YEARS OF
5-Star Reviews!

Yannis is a superb captain
First and foremost, Yannis is a superb captain. He is a true professional and puts the comfort and safety of the guests first. We had a superb week and thanks to the knowledge of Yannis we visited hidden beaches and places that were sublime. Yannis is passionate about sailing, and we all improved our sailing skills and learned about sailing this magical part of the world.
We cannot wait to return and know that Captain Yannis is our go-to Greek master of the seas.”
Kim Cornwall and friends
October 14, 2021
The Great Greek Adventure
We have seen many islands thanks to Yannis, who has an unsurpassed knowledge of the, and we might add amazing docking skills! Matoula has been an amazing hostess, a wonderful cook and always gracious with a beautiful attitude. We will never forget our Great Adventure!
Danny and Karen
June 7th 2019
A safe pair of hands, experience and unlimited knowledge.
We’ve just spent a week sailing the Greek islands with Captain Yiannis. If your looking for a safe pair of hands, experience and unlimited knowledge of the Greek islands then Yiannis is the captain you need.
Jeff Brown
May 10th 2019
Great knowledge of the area and its history.
Excellent week of sailing in the Greek Islands with Yiannis. He has great knowledge of the area and its history. He showed us unique beaches and key sites on the islands. A memorable week of adventure, drama, and weather. A great first visit to the country of Greece and its islands. Recommend Yiannis as a skipper and guide for your trip.
David and Suzanne Kelly
September 25, 2021
The kids enjoyed jumping off the boat and even steering.
We made it back safely and happily to Paros today. Yianni showed us secluded beaches, surprising chortas and agreed to take us to santorini even though he hates sailing there! The kids enjoyed jumping off the boat and even steering it on occasion. It’s a beautiful part of the world and we’d definitely recommend exploring it.
Christine
August 22, 2021
The best tavernas for dining and the most interesting places to visit.
My friends and I had a terrific sailing trip with Cpt. Yiannis. We sailed islands from Athens to Milos for a week. [...] Captain Yiannis was not only an outstanding skipper, but he also is a very knowledgeable tour guide. [...] Also, he had tremendous knowledge of any island we stopped on the way and recommended the best tavernas for dining and the most interesting places to visit.
The captain was very professional and sailed extremely safe and responsible. Great guy, a great captain, thank you, Captain Yiannis!
Remis – Boston, USA
June 26, 2021
Despite the circumstances around COVID, we had a perfect week.
Despite the circumstances around COVID, we had a perfect week of sailing around the Peloponnese, mid-August.
The boat and everything going along with it was fully disinfected, so that we didn't face any risk at all.
Further, the ports and the beautiful bays were not crowded at all. Before travel, we've been supported by Yiannis in a perfect way.
My highest recommendations for booking your sailing vacation with SailtheGreekIslands!!!
Christian Werner
September 11, 2020
Yannis gave us the ideal family yacht
We had a wonderful week of sailing in the Saronic Gulf end of August. Yannis gave us the ideal family yacht for this bareboat charter trip . Together with the charter company we felt us in very good hands, for all questions we had. Except in this year 2020, with these special conditions!
Thanks Yiannis.
Marc Schwarz
September 6, 2020


WHY SAIL WITH US?
We are an Authorized, Experienced, Reliable and Trusted Yacht Charter Agency with 20 years of experience, and Hundreds of Very Satisfied Guests.
We Represent All the Yacht Charter Companies in Greece.
We are able to Expertly Search, Evaluate and Offer you... The Best Priced, Quality Yachts Available, for Your Requirements, at the Location Most Suited for Your Needs.
- We have 99 % Happy Clients in 20 years of Sailing.
- Your number one choice for VALUE Yacht Charters around the Greek Islands!
- Personalized Top Quality Service.
- With our knowledge YOU WILL GET The Perfect Yacht for Your Requirements.
- Wide Choice of Top Quality Yachts on 15 Bases for the Greek Islands.
- Over 2,000 Top of the Line Mono-Hulls and Catamarans.
- Full Coverage Damage Insurance/No Damage Deposits (available on our special fleet yachts).
- Easy booking and payments.
- Well-Equipped And Maintained Fleets.
- Fully trained and experienced teams.


EARLY BOOKING DISCOUNT
It's High Booking Season!
Save your dates for this Summer 2023 and get the Early Booking Discount!
We'll get back to you with offers to choose from within a few hours.
This Summer Discover
- The Crystal Clear Waters
- The Herb and Salt-Scented Winds
- The Secluded Beaches & Swimming Spots
- The Temperate Climate
- The Bright Sun
- The Fabled Mountains
- The Cycladian White Architecture
- The Picturesque Ports
- The Ancient Cultural Heritage
- The Welcoming People

