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Greece flotilla: 14-night Greek Cyclades flotilla

Our original and best 14-night flotilla in Greece has been enjoyed and developed for over 25 years. Still the only Cycladic Greek flotilla, you'll visit a mix of mythological, historical and stunningly beautiful islands. There are typically no more than six yachts on our flotillas so you'll have a more cultural sailing holiday delivered by our crew and guides. Along the way, you'll make new friends while sailing, relax on stunning beaches and savour the finest gastronomy and nightlife Greece has to offer! 


Join the flotilla on the latest catamaran or a smaller monohull* to enjoy great sailing passages, fun excursions and wonderful restaurant guidance. Each day you'll receive chart briefings from your guides and VHF assistance is on hand if you need it while underway.  Every day has planned excursions to make for an unparalleled Greek island sailing holiday. As part of the 
* The Cyclades is a more challenging sailng area so this flotilla it is for intermediate to advanced sailors, or you can have a professional skipper onboard with you. 


Athens-Aegina-Poros-Hydra-Kythnos-Sifnos-Ios-Schinoussa-Paros-Delos-Mykonos (or Syros)-Kea-Athens.
At the end of week 1 yachts remain in Ios and guests can enjoy a two-night break off the yacht in Santorini. 
Full itinerary.

Trip video

Not sure what the trip is all this short informative video.


Trip reviews



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Please note: Flotilla fee is a minimum fee and does not change if yachts do not stay together for the full duration. Itinerary is subject to weather and may change for safety and experience of the flotilla sailors. Pricing is subject to change without prior notice. Departure dates are subject to availability and discounts may change based upon the number of bookings received. A booking is not confirmed until a deposit payment is received and at that time no further discounts will be offered.


Your specialist for sailing holidays in Greece and sailing holidays in Croatia. 20 years experience in yacht charter and flotillas in Greece as well as yacht charter and flotillas in Croatia. We are recognized by the Greek National Tourist Organization US and Canadian offices.

Poseidon Charters | 1246 Bayview Drive | Woodlawn | Ontario | K0A 3M0 | Canada
Poseidon Charters INC is a Canadian federal chartered company
Company registration 3568792

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