Sail The Greek Islands - Skippered Yacht Charters

Skippered Sailing Holidays in Greece

You will Enjoy the Best Holiday of Your Lifetime and Feel Secured right from the start.

Sail The Greek Islands - Skippered Yacht Charters

Luxury Yacht Charters In Greece

We Offer The Finest Fully Crewed Sailing Yachts and Catamaran for the Greek Islands.

Sail The Greek Islands - Skippered Yacht Charters

Bare-boat Yacht Charters In Greece

You will Benefit by Booking your Bare-Boat Yacht or Catamaran with us.

Sailing In Greece

SailTheGreekislands.com is easily the best company to help you feel comfortable and happy while sailing the Greek Islands on board a Top Quality, clean and reliable yacht. We can provide an excellent and knowledgeable skipper to guide your voyage, or locate a fully crewed Luxury Yacht so you can Enjoy life to the fullest or we can help you choose and book the best Yacht to skipper on your own. Now Save Up To 15% On All Charters!

 

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

YOU CAN FULLY TRUST US FOR YOUR SAILING HOLIDAYS AROUND THE GREEK ISLANDS!

SailTheGreekIslands.com is a Greek Canadian Yacht Charter Agency with 20 years of Specialized Knowledge in the Greek Islands and is Easily your number one  choice to help you organize every detail for a flawless Sailing Holiday around the Greek Islands!

We can provide an excellent and knowledgeable skipper to guide your voyage or locate a fully Crewed Luxury Yacht for those who want to seat back and Enjoy A First World Class Luxury Yacht Charter!

We can also help you find and book the best yacht to skipper on your own. Now save up to 30% on charters!

We are unique because, with us, you get in touch with your skipper first, and then your knowledgeable skipper locates and helps you choose the best yacht for your requirements at the location most suited to your needs and sailing abilities.

You cannot go wrong with our yachts and skippers, please read the testimonials from our clients in our Guest Book so, you can understand why you should BOOK your skippered sailing holiday around the Greek islands with us… today!

See Our 2020 Season Price List

BOOK EARLY FOR 2020 AND GET THE BENEFITS OF THE BEST DEALS FROM THE GOOD AVAILABILITY

Skippered Sailing Holidays Greece - Sailing The Greek Islands

Skippered Sailing Holidays In Greece

Skippered Sailing Holidays in Greece at it’s best! You can fully TRUST SailTheGreekIslands.com for your sailing adventure around the Greek Islands!

 

Sailing the Greek islands has never been easier from choosing the ideal Yacht or Catamaran for your requirements, while travelling safely, comfortable and relaxed aboard our Top of the line well-maintained Yachts along with your own personal experienced and knowledgeable Skipper! Get ready for a full 5 stars adventure!

 

You will ENJOY the best holiday of your life-time and get a Yacht or Catamaran at the location most suited to your needs and at the best price possible, because we get a volume discount and we pass it on to you.

Skippered Sailing Holidays In Greece

RELY on the experts at SailTheGreekIslands.com and you will be happily enjoying every moment on board from the moment you arrive!

  • Guaranteed 100%.
  • Book early and you will get all the benefits!
  • Your number one choice for Skippered Yacht Charters around the Greek Islands!
  • Personalized Canadian quality service.
  • You will connect with your skipper first and then your knowledgeable skipper will assist you in locating the perfect yacht for your requirements.
  • Wide choice of quality Yachts on 10 Bases for the Greek Islands.
  • Over 300 Top of the line Mono-hulls and Catamarans.
  • Full coverage damage insurance/No Deposits (available on our special fleet yachts).
  • Easy booking and payments.
  • Well-Equipped and maintained fleets.
  • Fully trained and experienced teams.
Sail The Greek Islands - Skippered Yacht Charters

Book Early And Get The Best Offer. NOW Save Up To 30%!

Our Destinations

Creating Sailing Memories

Sail The Greek Islands - Dodecanese islands

The Greek Islands are the number one sailing destination in the world! Discover The Freedom of Sailing. The Greek Islands offer various levels of sailing, for beginners and experienced Sailors.

We will go the extra mile in order to make sure… Your Skippered Yacht Charter to the Greek Islands will stay in your memory FOREVER as… The Greatest Holiday of Your Lifetime!

See Our Yachts

Sail The Greek Islands - Ionian Islands

Our Destinations

Creating Sailing Memories

The Greek Islands are arguably the best sailing destinations in the world because they offer various levels of sailing. Experience the safety on land and in the sea. Discover: Crystal Clear Waters, History, Culture, Gastronomy and Hospitality. 

Sail The Greek Islands - Dodecanese islands
Sail The Greek Islands - Ionian Islands

See Our Yachts

Happy Stories

Sailing The Greek Islands - Skippered Sailing Holidays Greece

Yannis Stassis is the Bestis!!!!

Well, what can we say!!!!! From start to finish we had the most Spectacular vacation of a life time. Our Captain Yannis gave us every thing we asked and more. He is the most Amazing Jewel of the Greek Islands. He took the time to listen to our needs and what we wanted. He also educated us on all of the Greek Traditions and Mythology. Where the locals went for the most traditional food and drink. Lastly, Yiannis is a very honest and humble. Even though we have never met his family, we feel like we have known them our whole lives. That speaks volumes. You will not be disappointed.!!!!!!!

Leigh Ann & Johnny Dyal

5/5

May 17th 2019

Sailing The Greek Islands - Skippered Sailing Holidays Greece

Sailing with Yiannis

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

5/5

May 10th 2019

May 10th 2019

Sailing The Greek Islands - Skippered Sailing Holidays Greece

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

5/5

June 7th 2019

June 7th 2019

Read 80 More 5 Star Reviews!...