Sail The Greek Islands - Skippered Yacht Charters

Skippered Sailing Holidays in Greece

We Have Been Providing Fantastic Skippered Sailing Holidays around the Greek Islands for over 20 years! Our Extremely Satisfied Guests Rate Us 5 Stars!

Sail The Greek Islands - Skippered Yacht Charters

Luxury Yacht Charters In Greece

We Also Provide a Wide Range of 5 Star Rated Fully Crewed Luxury Yachts! Mono-Hulls, Catamarans and Motor Yachts! Accommodating up to 10 Guests.

Sail The Greek Islands - Skippered Yacht Charters

Bare-boat Yacht Charters In Greece

You will Benefit by Booking Your Charter with us, we are knowledgeable and can expertly guide you to the Best Priced Quality Yacht for Your Requirements.

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

Live Your Dream! See Feel Taste LOVE Sailing the Greek Islands! The Best Holiday of Your Life!

Welcome to SailTheGreekIslands.com!

 

The holiday of a lifetime, within your reach.

 

Picturesque fishing harbors, idyllic anchorages, ancient monuments, crystal clear waters, people with an indomitable spirit and passionate zest for life.

 

Greece has scenery, history, and culture almost unrivaled anywhere on the planet.

 

Sailing the Greek islands is one of the most unbelievably beautiful, interesting, and wonder-filled holidays you could ever imagine.

 

We at SailTheGreekIslands.com are here to help make the adventure as good as it can possibly get!

Our Destinations

Cyclades Islands

Ionian Islands

Saronic Islands

Dodecanese Islands

Sporades Islands

Northern Greece

See Our 2020 Season Price List

UP TO 30% DISCOUNTS! THE EARLIER YOU BOOK THE BETTER YOUR SELECTION WILL BE!

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.

Why Book Your Sailing Holiday With Us?

We are a small, experienced, reliable and trusted yacht charter agency… so, we can provide you with High Quality Personal Service, Throughout Your Holiday, that is second to none!

  • 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%!

Creating Sailing Memories

Sail The Greek Islands - Dodecanese islands

The Best Way to Discover the Greek Islands is On Board Your Own Private, Comfortable, Economical and Environmentally Friendly Sailing Yacht. The temperate climate, the bright sun, the moderate winds, the crystal clear blue waters, the amazing swimming spots, the mountains, the land scrapes, the colours, the picturesque ports, the cultural heritage, and the hospitable people, make the Greek Islands the ideal destination for a sailing holiday as well as for rest and relaxation.

See Our Yachts

Sail The Greek Islands - Ionian Islands

Creating Sailing Memories

The Best Way to Discover the Greek Islands is On Board Your Own Private, Comfortable, Economical and Environmentally Friendly Sailing Yacht. The temperate climate, the bright sun, the moderate winds, the crystal clear blue waters, the amazing swimming spots, the mountains, the land scrapes, the colours, the picturesque ports, the cultural heritage, and the hospitable people, make the Greek Islands the ideal destination for a sailing holiday as well as for rest and relaxation.

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!...