35 Sailing vacations in Greece found
Luxury gulet cruise in the Aegean
5 star services while cruising the Greek Islands in luxury
From £945 to £1,185 8 days ex flights
Small group travel:
2020: 6 Jun, 13 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct
Liveaboard diving and sailing vacation in Greece
Combine a sailing and diving adventure in the Greek islands
From £677 to £788 7 days ex flights
Small group travel:
2020: 6 Jun, 13 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Learn to sail on a flotilla in Greece
Learn to sail while enjoying an exciting flotilla holiday
From £3,290 to £4,365 7 days ex flights
Small group travel:
2020: 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct
Sailing vacation in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From US $1,588 8 days ex flights
Small group travel:
2021: 15 May, 29 May, 12 Jun, 26 Jun, 10 Jul, 24 Jul, 7 Aug, 21 Aug, 4 Sep, 18 Sep, 2 Oct
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
Sailing vacation in the Aegean Sea
Uninhabited islands in a 6 person boat
From £510 to £620 7 days ex flights
Small group travel:
2020: 6 Jun, 13 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Yoga and sailing retreat in Greece
-A week of relaxation and yoga while sailing the Ionian sea!
From £700 to £850 7 days ex flights
Small group travel
Greece sailing vacation, Saronic coast
You don't have to be Homer to know it will be a blast!
From 623 to 829 8 days ex flights
Small group travel
Sailing and biking Cyclades vacation, Greece
Self guided or guided (upon request) tour in the Cyclades
From 1,500 8 days ex flights
Small group travel:
2020: 6 Jun, 13 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct, 31 Oct
Greek Islands bike and boat vacation
Bicycle and sail around the Cyclades Greek Islands
From US $2,495 to US $2,615 8 days ex flights
Small group travel:
2020: 13 Jun, 20 Jun, 19 Sep
2021: 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct
2021: 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct
Greek Island cruising vacation
Discover a side of Greece riddled with myth and magic.
From US $4,045 to US $5,475US $4,250 8 days ex flights
Small group travel:
2020: 1 Oct
2021: 20 May, 3 Jun, 8 Jul, 5 Aug, 2 Sep
2021: 20 May, 3 Jun, 8 Jul, 5 Aug, 2 Sep
Greek Islands sailing vacation, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From US $1,588 8 days ex flights
Small group travel:
2021: 8 May, 22 May, 5 Jun, 19 Jun, 3 Jul, 17 Jul, 31 Jul, 14 Aug, 28 Aug, 11 Sep, 25 Sep
Cyclades sailing holiday in Greece
There and back Again route !
From 1,082 11 days ex flights
Small group travel:
2020: 23 Sep
Saronic Gulf small group sailing holiday in Greece
Spend a week navigating the idyllic waters of the Saronic Gulf
From US $2,179 to US $2,249 8 days ex flights
Small group travel:
2020: 5 Sep
2021: 1 May, 29 May, 4 Sep
2021: 1 May, 29 May, 4 Sep
Late availability on these dates: 05 Sep
Sailing and walking vacation in Greek Islands
Explore mainland hikes and secret Greek Ionian beaches
From £1,170 7 days ex flights
Small group travel
Travel Team
If you would like some help or advice, or just want to discuss your ideas for your next trip, do give us a call.
Greece family sailing vacation
Sailing adventure for families or friends in Greek islands
From 2,800 to 4,550 7 days ex flights
Small group travel:
2020: 7 Jun, 14 Jun, 21 Jun, 19 Jul, 8 Aug, 13 Sep, 26 Oct, 2 Nov
Cyclades islands sailing vacations in Greece
A fantastic sailing adventure in the Cyclades islands!
From 1,120 to 1,250 8 days ex flights
Small group travel:
2020: 13 Jun, 11 Jul, 22 Aug, 12 Sep
2021: 5 Jun, 10 Jul, 17 Jul, 4 Sep, 25 Sep
2021: 5 Jun, 10 Jul, 17 Jul, 4 Sep, 25 Sep
Gastronomy and sailing vacation in Greece
Explore the Greek islands and their gastronomy with a chef!
From 890 7 days ex flights
Small group travel:
2020: 19 Jul
Greek flotilla vacation in Lefkas
Sail around the stunning Southern Ionian
From £986 to £8,610 7 days ex flights
Tailor made:
For travel between May - October
Kefalonia Flotilla Holiday in Greece
Sail around the stunning Southern Ionian
From £986 to £8,610 7 days ex flights
Tailor made:
For travel between May - October
Ionian flotilla sailing holiday in Greece
Sail around the stunning Southern Ionian
From £986 to £8,610 7 days ex flights
Tailor made:
For travel between May - October
Bareboat sailing vacation in Corfu, Greece
Sail around beautiful Corfu
From £1,238 to £11,894 7 days ex flights
Small group travel:
2020: 6 Jun, 13 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct
Lefkas bareboat sailing holiday in Greece
Sail around the stunning Southern Ionian
From £986 to £8,610 7 days ex flights
Small group travel:
2020: 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct, 25 Oct
Athens bareboat sailing vacation, Greece
Sail around beautiful Athens
From £1,826 to £10,565 7 days ex flights
Small group travel:
2020: 6 Jun, 13 Jun, 20 Jun, 27 Jun, 4 Jul, 11 Jul, 18 Jul, 25 Jul, 1 Aug, 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 Oct
Learn to sail in Lefkas Greece
Competent Crew course or Day Skipper course in Greece
From £574 to £763 7 days ex flights
Small group travel:
2020: 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct
Greece sailing vacation in Lefkas
Sail by the cabin in the stunning Southern Ionian
From £1,498 7 days ex flights
Small group travel:
2020: 7 Jun, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 2 Aug, 9 Aug, 16 Aug, 23 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct
Greece sailing holiday in Dodecanese
Kos you dont have to be Homer to know it will be a blast :)
From 662 8 days ex flights
Small group travel
Freediving and sailing vacation in Greece
-sail, freedive and explore the Ionian Sea
From £1,400 7 days ex flights
Small group travel:
2020: 27 Sep
Greece sailing vacation in Ionian Sea
Sail, explore and experience the Ionian islands in Greece
From 500 to 833 7 days ex flights
Small group travel:
2020: 19 Jul, 2 Aug, 30 Aug, 13 Sep, 11 Oct
Saronic Gulf sailing vacation in Greece
An 8 day trip combines sailing & swimming in Greece
From 1,055 to 1,130 8 days ex flights
Small group travel:
2020: 20 Jun, 18 Jul, 1 Aug, 19 Sep, 3 Oct
2021: 22 May, 12 Jun, 3 Jul, 21 Aug, 11 Sep, 2 Oct
2021: 22 May, 12 Jun, 3 Jul, 21 Aug, 11 Sep, 2 Oct
Rhodes sailing vacation in Greece
Aegean sea island hopping and sailing school
From 2,100 to 4,350 8 days ex flights
Tailor made:
Sailing during Greek summer in the Aegean Sea
From
£945
excluding flights
From
£677
excluding flights
Hard to pick whether the best part of the vacation was sailing with dolphins and turtles, diving with octopus, or eating all the delicious local foods. (more)Jen Mcdaid
This was an authentic, Greek isle sailing expedition (more)Nicholas Freilich
The most memorable part of the vacation was the Tavernas...Safe and easy going sailing and diving...Very good. (more)Tomasz Gliniewicz
From
US $1,588
excluding flights
Memorable parts?
Weather conditions were ideal for most days of our week of sailing, from fair to rough, but always safe and secure in the hands of our master mariner, Antonio
Tips?
Be prepared for slight changes in your sailing itinerary - the wind blows where it wants to. You'll pack too many clothes - think sun - casual - a woolly for the wind. With time on your hands on board think of what you might do - read, write, converse. You're part of a crew/team not just an individual... (more)Bill McKenzie
From
£700
excluding flights
Memorable parts?
The amazing Greek food our Captain cooked for us is definitely worth mentioning. Doing yoga of the yacht was also a great experience.
Tips?
Just book it, I would love to do it again.
Local benefits?
Overall rating?
This is one of the best vacations Ive had. Definitely 5 stars. (more)Lykke Holst Hoffbeck
From
US $1,588
excluding flights
The most exciting part of the vacation was staying in a different island each night and our tour guide and skipper Rita with her expert knowledge of every location. (more)Robert Carr
Greek weather, good food in resturants. (more)Owen Monie
The highlight was being with family, making new friends and seeing the beautiful islands. (more)Debra Klein
From
£683
excluding flights
The whole experience was wonderful. Sotiris, our skipper was fantastic , very professional, kind and fun. This vacation was wonderful...it could not have been better...we should have stayed longer. It really was a very unique experience, very special to me. (more)Joanne David
Excellent! Every aspect was amazing. My partner and I are both deeply grateful to everyone who works for the operator for making such a special and memorable experience. We will almost certainly be booking up again! (more)Alison Crawford
From
US $2,074
excluding flights
Memorable parts?
Sailing and learn a bit on how to do it
Tips?
Try to build a nice team spirit with your co-travelers
Local benefits?
We tried to do so
Overall rating?
I would give it an 8 or 9 over 10 (I am very demanding) ;) (more)Ana Granadero
From
623
excluding flights
I am a rookie sailor and feel that I learned a great deal about sailing and the basics of traveling in this way. I enjoyed helping around the yacht and meeting all the new people who joined me. (more)Brenda Varnam
I loved it and will definitely do it again - maybe the Cyclades next time. (more)Shaun Keep
From
500
excluding flights
Memorable parts?
Our hikes, great conversations over meals and getting a real feel for the diversity and rich history of the Ionian islands.
Tips?
Panos and Elias from the operator are amazing skippers and people. They always do their best to provide interesting and exciting adventures for your trip. Let them know what you want to get out of your time, what you want to see and do and they will make it happen if they can!
Local benefits?
Definitely. The guys know everyone... (more)Scott and Santosh
From
US $2,495
excluding flights
From
£3,440
excluding flights
Memorable parts?
All the different islands and experiencing their uniqueness and authenticity. Seeing dolphins while under sail!
Tips?
Be prepared to be flexible and easy going.
Local benefits?
Yes, we ate in family run taverns, tried local food and supported local economies. However it is still tourism and the hope is that somehow this can sustain communities throughout the year too somehow
Overall rating?
It was a once in a lifetime experience. (more)Katherine Bussy
From
US $1,160
excluding flights
Memorable parts?
Jumping off the boat! Also the food was great.
Tips?
Be prepared for the small cabin - pack just what you need
Local benefits?
It did benefit the local resturants. I don't think it really supported conservation.
Overall rating?
Great (more)Nicholas Kirkham
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