Sailboat yacht sailing holidays & tours in Dodecanese
Discover more than 16 opportunities to get on board a Sailboat adventure in Dodecanese. A unique experience with a local skipper, starting at €350 a week.
16
experiences
16
experiences
5.0
Super!
Greece: Dodecanese
7 days - 7 nights
One departure available
September
€750
Per person
4.9
Super!
Greece: Dodecanese
7 days - 7 nights
One departure available
July
€880
Per person
5.0
Super!
Greece: Dodecanese
7 days - 6 nights
One departure available
September
€1,050
Per person
5.0
Super!
Greece: Dodecanese
7 days - 6 nights
One departure available
August
€1,000
€900
Per person
5.0
Super!
Greece: Dodecanese
7 days - 6 nights
One departure available
October
€950
Per person
5.0
Super!
Greece: Dodecanese
7 days - 6 nights
One departure available
September - October
€950
Per person
5.0
Super!
Greece: Dodecanese
7 days - 6 nights
One departure available
October
€950
Per person
5.0
Super!
Greece: Dodecanese
8 days - 8 nights
One departure available
September
€650
Per person
5.0
Super!
Greece: Dodecanese
7 days - 6 nights
One departure available
August - September
€950
Per person
5.0
Greece: Dodecanese
8 days - 8 nights
One departure available
July
€1,350
Per person
4.6
Greece: Dodecanese
7 days - 7 nights
2 departures available
August
€1,600
Per person
4.9
Greece: Dodecanese
7 days - 7 nights
One departure available
August
€1,100
Per person - min 2 pax
Why book a holiday with Sailsquare?
The world's largest marketplace for sailing holidays
80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.
Get onboard solo, with your family or your friends
Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.
Find out before you book who's waiting for you on board
Find out more about the skipper and travellers who have already booked the holiday, to find out more about the
Sailing holidays that suit all budgets
On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.
Reviews - Sailboat yacht sailing holidays & tours in Dodecanese
192 reviews
Experience the sea at 360 degrees? embark with us in Kos
07/13/2025
Silvana M.
-
Italy
7 islands in VIP formula - only 4 guests on board
07/13/2025
Riccardo L.
-
Italy
7 islands in VIP formula - only 4 guests on board
07/13/2025
Alessia G.
Secret Aegean with skipper and kitchen on board from Kos to Rhodes
07/12/2025
Attilio A.
-
Italy
Customer Support
Do you need support on using the platform or for an online payment? Do you need information or is there something you don't understand? For (almost) any question, we got an answer!
Call us at
+44 2035144220Read our
Contact & SupportLet's talk Sailsquare!
Secure payments
© 2025 Sailsquare Srl SB • All rights reserved - VAT IT07860990964