29 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:
2019: 26 Oct
2020: 25 Apr, 2 May, 9 May, 16 May, 23 May, 30 May, 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
2020: 25 Apr, 2 May, 9 May, 16 May, 23 May, 30 May, 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 £697 to £812 7 days ex flights
Small group travel:
2019: 26 Oct
90 Euros off if you book 12 or 26 October
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
Sailing vacation in the Aegean Sea
Uninhabited islands in a 6 person boat
From £520 to £635 7 days ex flights
Small group travel:
2019: 26 Oct
90 Euros off if you book 12 or 26 October
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 Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From US $1,588 to US $1,648 8 days ex flights
Small group travel:
2020: 16 May, 30 May, 13 Jun, 27 Jun, 11 Jul, 25 Jul, 22 Aug, 19 Sep, 3 Oct
Yoga and sailing retreat in Greece
-A week of relaxation and yoga while sailing the Ionian sea!
From £850 7 days ex flights
Small group travel:
2020: 24 May, 28 Jun, 5 Jul, 12 Jul
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:
2019: 26 Oct
Greek Islands bicycling and sailing 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: 25 Apr, 2 May, 9 May, 16 May, 30 May, 20 Jun, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct
Greek Island cruising vacation
Discover a side of Greece riddled with myth and magic.
From US $4,050 to US $5,215US $4,210 8 days ex flights
Small group travel:
2020: 7 May, 11 Jun, 9 Jul, 13 Aug, 10 Sep, 1 Oct
Greek Islands sailing vacation, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From US $1,673 to US $1,783 8 days ex flights
Small group travel:
2020: 9 May, 23 May, 6 Jun, 20 Jun, 4 Jul, 18 Jul, 1 Aug, 15 Aug, 29 Aug, 26 Sep
Gastronomy and sailing vacation in Greece
Explore the Greek islands and their gastronomy with a chef!
From €850 7 days ex flights
Small group travel:
2020: 17 May
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
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.
Bareboat sailing vacation in Corfu, Greece
Sail around beautiful Corfu
From £1,238 to £11,894 7 days ex flights
Small group travel
Lefkas bareboat sailing holiday in Greece
Sail around the stunning Southern Ionian
From £986 to £8,610 7 days ex flights
Small group travel:
2019: 27 Oct
Athens bareboat sailing vacation, Greece
Sail around beautiful Athens
From £1,826 to £10,565 7 days ex flights
Small group travel:
2019: 26 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
Greece sailing vacation in Lefkas
Sail by the cabin in the stunning Southern Ionian
From £1,498 7 days ex flights
Small group travel
Greece sailing holiday in Dodecanese
Kos you don’t have to be Homer to know it will be a blast :)
From €590 8 days ex flights
Small group travel
Freediving and sailing vacation in Greece
-sail, freedive and explore the Ionian Sea
From €1,250 6 days ex flights
Small group travel:
2020: 26 Jul
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: 1 Jun, 7 Jun, 14 Jun, 12 Jul, 19 Jul, 2 Aug, 16 Aug, 23 Aug, 30 Aug, 6 Sep, 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: 23 May, 20 Jun, 18 Jul, 19 Sep
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
Family sailing vacation in the Cyclades, Greece
Enjoy the beauty of the Greek islands
From US $1,080 8 days ex flights
Small group travel:
2020: 26 Jul, 2 Aug, 16 Aug
Greek islands sailing & climbing vacation
A unique experience through Greece’s Dodecanese islands.
From £1,568 8 days ex flights
Small group travel
Cyclades Islands sailing vacation, Greece
Swim in turquoise seas & explore ancient towns
From US $2,074 to US $2,269 10 days ex flights
Small group travel:
2020: 9 May, 19 May, 8 Jun, 18 Jun, 28 Jun, 8 Jul, 18 Jul, 28 Jul, 7 Aug, 17 Aug, 27 Aug, 6 Sep, 16 Sep, 26 Sep
Cyclades sailing honeymoon, Greece
Enjoy a romantic honeymoon sailing in the Cyclades islands
From £3,440 to £5,209 7 days ex flights
Tailor made
Sailing vacation in the Ionian Sea
An unforgettable sailing adventure
From £520 to £635 7 days ex flights
Small group travel
From
£945
excluding flights
From
£697
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
The most memorable part of the vacation was the Tavernas...Safe and easy going sailing and diving...Very good. (more)Tomasz Gliniewicz
The most memorable are the beautiful quiet islands we visited during the sailing trip, the 2 dolphins who swam with us the second day, the dive to a German war plane and the sailing itself. (more)Arabella Bosscher
From
US $1,673
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
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
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
€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
£850
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 I’ve had. Definitely 5 stars. (more)Lykke Holst Hoffbeck
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 $1,080
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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