RELAX & DISCOVER
Discover Tranquility, Embrace Adventure!
Witness the Azure Waters, Feel the Gentle Sea Breeze, Savor the Flavors of Greece, and Fall in Love with the Timeless Beauty.
"Sailing through the Greek islands is like stepping into a living postcard, where Every Moment is a Cherished Memory." - A Traveler's Reflection
Live Your Dream, Sail the Greek Islands!
TRAVEL CARE-FREE
Sail with Ease, Embrace the Breeze!
Join us at SailTheGreekIslands.com for a Seamless Sailing Holiday across the Breathtaking Greek Islands.
"At SailTheGreekIslands.com, We Promise a Worry-Free Adventure Filled with Joy and Memories to Treasure Forever."
Discover Paradise at Your Own Rhythm with a Yacht Charter Tailored Just for You!
UNPACK ONLY ONCE
Unpack once and dive into a Greek Odyssey—Sail Crystal-Clear Waters, Bask on Pristine Beaches, and Explore Quaint Ports and Villages!
Relish the Best of Greek Cuisine, Curated Just For You.
Captain Yiannis handpicks your ideal yacht—simply tell us your dates and destination, and we’ll arrange it all.
Launch Your Seamless Adventure NOW!
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-THREE YEARS OF
5-Star Reviews!
From the moment of initial contact with Captain Yiannis, everything was seamless.
Our experience has been nothing short of exceptional.
From the moment of initial contact with Captain Yiannis, everything was seamless. This company and the entire team could not have been more helpful! We live in the USA and never had a problem with communication. The Catamaran we selected was the Lagoon 450F. It was beautiful, spacious, clean, and easy to live on for a week as we sailed to beautiful beaches.
The Ionian Islands we visited were breathtaking, especially Kefalonia – it was our favorite! Above all, the feeling of safety that Captain George ensured throughout our trip made our journey even more memorable. We can’t wait to experience it again.
So, if you’re looking for an unforgettable sailing experience around the Greek Islands with a professional company and a knowledgeable and friendly guide, look no further!
Caroline Groeneveld
July 7, 2023
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
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 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
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?
“Feel the warm Aegean breeze on your skin as you sail past sun-drenched islands, the turquoise waters sparkling beneath you.”
“Discover hidden coves and ancient ruins only accessible by boat, guided by our passionate crew who know the islands like their own backyard.”
“Explore the Greek islands your way. Unforgettable sailing adventures await—book now!”
“Spots are filling fast—secure your sailing trip now!”
- We have 99 % Happy Clients in 23 years of Sailing.
- Your Number One Choice for VALUE Yacht Charters around the Greek Islands!
- PERSONALIZED - TOP-QUALITY - SERVICE
- WITH OUR LOCAL KNOWLEDGE... YOU WILL GET... THE PERFECT YACHT FOR YOUR REQUIREMENTS AND BUDGET.
- Wide Choice of Top-Quality Yachts on 15 Bases for the Greek Islands.
- Over 2,000 Top of the Line Monohulls and Catamarans.
- Damage Waiver Insurance with Low Security Deposits.
- Easy Booking and Payments.
- Well-Equipped And Maintained Fleets.
- Fully trained and experienced teams.
Send Us Your Charter Request Now!
It's High Booking Season!
Save Your Dates for this Summer 2025 and Get the Early Booking Discount!
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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