Classical by Land and Sea: the Original Sailing Holiday Destination
With over 2,000 islands and countless miles of coastline to explore, Greece offers a wealth of fantastic boat charter choices. We'll help you navigate this incredible selection and craft the perfect sailing holiday for you, whether you dream of exploring the mainland or island gems.
Discover the Saronic Gulf, the Cyclades, the Dodecanese, the Sporades, the Ionian Islands, or the Southern Peloponnese peninsula – six diverse sailing regions brimming with beauty, tradition, and exciting destinations.
Wherever you choose to sail in Greece, you'll encounter countless sandy coves and beaches, fascinating ancient sites, and charming towns and villages where vibrant cultures and warm hospitality await. Each place you visit is unique, with its own story to tell.
Turn the page and chart your course for an unforgettable sailing adventure through the legendary Greek islands.
This Famous Place of Antiquity: Imagine it, Experience it
Greece has captivated sailors for centuries. Once you've experienced these ancient lands from the deck of your charter sailboat, you're sure to be drawn back again and again. With diverse sailing areas east and west of the mainland and a sailing season that spans nine months, the possibilities are endless.
Let us help you plan your perfect Greek sailing adventure. We'll discuss your preferences, explore the unique characteristics of each sailing area, and navigate the myriad of boat and operator options to present you with a personalized proposal that's just right for you.
Why Choose Us?
With countless charter options in Greece, expert advice is invaluable. Our team possesses in-depth knowledge of Greek sailing and a proven track record of crafting tailor-made yacht charters. Whether you're a seasoned sailor embarking on a bareboat adventure or a novice seeking a skippered experience, we'll ensure your journey is unforgettable.
Diverse Sailing Areas
Greece offers five distinct charter areas, each brimming with breathtaking beauty, countless islands, pristine sandy beaches, and charming harbours. Every destination is unique, promising a diverse and captivating sailing experience.
Ideal Sailing Conditions
Greece enjoys a favourable climate for sailing from March to November, with the prime months being June to September. While July and August offer the warmest temperatures, they also coincide with peak season, potentially leading to crowded marinas and limited yacht availability.
Regional Wind and Sailing Conditions:
• Saronic, Argolic & Eastern Peloponnese: This area offers protected cruising grounds and gentle winds, perfect for relaxed sailing.
• Cyclades Islands: Known for the Meltemi, a northerly summer wind that can be strong in July and August, this region offers exhilarating sailing for experienced crews.
• Dodecanese: Also influenced by the Meltemi, this area experiences north westerly winds, providing a balance of challenging and moderate sailing conditions.
• Sporades: This region enjoys predominantly northeasterly winds, offering enjoyable sailing conditions for various skill levels.
• Ionian Islands: With predictable winds and calm waters, the Ionian Islands are ideal for leisurely sailing and motor cruising.
• Southern Peloponnese: Sheltered bays abound in an area offering reliable sailing conditions in what can be an extended summer. Wind conditions in the Aegean can have an affect.
Our Greece Charter Services
We collaborate with a select network of reputable charter operators, ensuring you sail with confidence and peace of mind. Our team inspects boats and cruising grounds firsthand, providing you with unparalleled local knowledge and personalized itineraries. We can arrange bareboat charters, skippered yachts, and increasingly fully crewed vessels with a cook for the ultimate luxury experience.
Navigation and Sailing Licenses
A sailing license and a VHF operator's license are mandatory for bareboat charters in Greece. We'll guide you through the necessary documentation and obtain prior approval to avoid any complications upon arrival.
Contact us today, and let's start planning your dream sailing holiday in Greece!
Our client reviews about charter sailing in Greece
Rating: 5 / 5Boat had plenty of space for the 7 of us. The sleeping cabins were well appointed and clean as were the communal areas.
The skipper Socarates took us to pristine beaches and bays that were not overrun with other boats. Loved being able to sail during the day and then visit the local towns at night. The skipper always gave us recommendations and asked what we would like to do each day. Crew were totally there to make our trip comfortable and to experience the beautiful Greek islands
The booking experience with Sail Connection was good would recommend to friends wanting to charter a boat. Anna, Australia, Oct 2nd, 2024
Rating: 5 / 5Boat was fantastic - was it's first charter so perfect condition. We sailed around Ithica and Kefalonia - both islands were beautiful. Sail connections was easy to deal with. Kurt, Australia, Jul 12th, 2024
Rating: 5 / 5(The boat was) perfect for our family of four. Only slight negative is that the helm position has a fairly large blind spot and there is no shade.
Favourite spot ... Sarakiniko Beach, Ithaka. This beautiful spot offered good anchorage, a local taverna and easy access over the hill to Vathy.
(Your service was) excellent. Dimitri in particular was very accommodating and nothing seemed to be a problem.
Stephen, Australia, Jul 8th, 2024
Rating: 5 / 5The Lagoon 46 was the best catamaran we have chartered. There was plenty of deck and seating space and all the bedrooms/ensuites were a good size.
Preveza was a great starting point and we enjoyed travelling south to Ithaki and north to Paxi. Kalamos was a highlight we tied up to a pier next to a taverna for the night and it was a lovely spot.
We had very good service from Robert and Sue at Yachting Holidays and dealing with an NZ company gave us peace of mind. The service from Fyly in Greece was also excellent. We really appreciated being able to board the boat early and our skipper was also very friendly and easy to get along with.
Our skipper Adrian Dimitru was keen to get away on Saturday afternoon so we headed south and got a day ahead which was great. .he cruise was excellent and Adrian got us to some of his favourite spots so we were very lucky.
Ithaki not to be missed. Craig, New Zealand, Oct 18th, 2023
Rating: 5 / 5Dear Sue, we would like to thank you and Robert for all the work you put in to make our charter run so smoothly from your end. We absolutely loved the Greek Islands, they were everything we had ever imagined. Jill and Pip, New Zealand , Oct 9th, 2019
Good breezes that provided just the right level of challenge. Not super crowded - no troubles berthing / mooring / eating / etc. Fairly chilled - at least compared to Croatia. Patmos was very good. John, Australia, Aug 17th, 2019
Had a great time. The wind was terrific - good fun, but nothing too hairy - exactly what we were looking for to take it up a notch or two from Croatia last year. And the Dodecanese were really good - nice ports, not too crowded (esp compared to Croatia) - just felt a bit more out of the way. DYC were fine - a little bit more on the 'smell of an oily rag' end of things compared to the very efficient German-run scene at Trogir, but it all worked and no real issues. Excellent recommendation Robert - boat and destination - you nailed it!
John, Australia, Jul 31st, 2019
The Lucky Clover was fantastic. We travelled around the Saronic Islands which were beautiful. A new adventure every day. One day we hired scooters and explored the islands. Great service thank you. 10 out of 10, a trip of a lifetime! Deborah, New Zealand, Aug 1st, 2017
The Best Greek Island Charter Sailing Destinations
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The Sail Connections Guarantee
One contact - every option - advice you can trust.
- Matching any competitive offer
- Sourcing boats with discounts available
- Personalising our proposal just for you
- Qualifying the operator as well as the boat
- Advising without bias based on 25+ years of experience
- We do more than just book yachts!
We will match any discount website offer on charter boat price, and still provide our customary high level of service.
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