40 Sailing vacations in Greece found
Luxury gulet cruise in the Aegean
5 star services while cruising the Greek Islands in luxury
From £1,035 to £1,359 8 days ex flights
Small group travel
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:
2021: 14 Aug, 28 Aug, 25 Sep, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Learn to sail on a flotilla in Greece
Learn to sail while enjoying an exciting flotilla holiday
From £3,346 7 days ex flights
Small group travel
Sailing vacation in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From US $1,646 to US $1,766 8 days ex flights
Small group travel:
2021: 18 Sep, 2 Oct
2022: 14 May, 28 May, 11 Jun, 25 Jun, 9 Jul, 23 Jul, 6 Aug, 20 Aug, 3 Sep, 17 Sep, 1 Oct
2022: 14 May, 28 May, 11 Jun, 25 Jun, 9 Jul, 23 Jul, 6 Aug, 20 Aug, 3 Sep, 17 Sep, 1 Oct
Late availability on these dates: 18 Sep, 02 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.
Cyclades sailing & walking vacation in Greece
Combine a sailing & hiking adventure around the Cyclades
From £685 to £759 7 days ex flights
Small group travel:
2021: 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Yoga and sailing retreat in Greece
-A week of relaxation and yoga while sailing the Ionian sea!
From £940 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 525 to 799 8 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
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:
2021: 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
Greek Island cruising vacation
Discover a side of Greece riddled with myth and magic.
From US $3,900US $2,730 to US $5,250US $4,095 9 days ex flights
Small group travel:
2021: 2 Sep, 21 Oct
2022: 19 May, 16 Jun, 7 Jul, 21 Jul, 4 Aug, 11 Aug, 1 Sep, 8 Sep, 15 Sep
2022: 19 May, 16 Jun, 7 Jul, 21 Jul, 4 Aug, 11 Aug, 1 Sep, 8 Sep, 15 Sep
Up to US $1170 off selected dates.
Late availability on these dates: 02 Sep, 21 Oct
Late availability on these dates: 02 Sep, 21 Oct
Greek Islands sailing vacation, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From US $1,495US $1,481 to US $1,816 8 days ex flights
Small group travel:
2021: 14 Aug, 28 Aug, 9 Oct
2022: 7 May, 21 May, 4 Jun, 18 Jun, 2 Jul, 16 Jul, 30 Jul, 13 Aug, 27 Aug, 10 Sep, 24 Sep
2022: 7 May, 21 May, 4 Jun, 18 Jun, 2 Jul, 16 Jul, 30 Jul, 13 Aug, 27 Aug, 10 Sep, 24 Sep
Up to US $10 off selected dates.
Late availability on these dates: 14 Aug, 28 Aug, 09 Oct
Late availability on these dates: 14 Aug, 28 Aug, 09 Oct
Sailing vacation in the Aegean Sea
Uninhabited islands in a 6 person boat
From £510 to £620 7 days ex flights
Small group travel:
2021: 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct
September Greece sailing vacation
Luxury sailing in the Greek islands with mythical adventures
From 2,750 7 days ex flights
Small group travel:
2021: 11 Sep
Spaces available on September departure.
Family sailing vacation in Greece
Private sailing with fun games, reliving mythical tales
From 2,750 7 days ex flights
Small group travel:
2021: 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct
Availability for July, August, September and October dates
Odysseus Im coming home (shell)
Luxury sailing in the Greek islands, reliving mythical tales
From 2,750 7 days ex flights
Tailor made:
This trip can be arranged anytime from July-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.
Saronic Islands sailing vacation in Greece
Sail among the beautiful islands & ports of the Saronic Gulf
From US $2,695 7 days ex flights
Small group travel:
2021: 2 Oct
Cyclades sailing holiday in Greece
There and back Again route
From 690 to 1,082 11 days ex flights
Tailor made:
This trip can be tailor made throughout the year to suit your requirements
Saronic Gulf small group sailing holiday in Greece
Spend a week navigating the idyllic waters of the Saronic Gulf
From US $2,479 8 days ex flights
Small group travel:
2022: 7 May, 28 May, 17 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:
2021: 2 Oct
Greece family sailing vacation
Sailing adventure for families or friends in Greek islands
From 3,600 to 4,950 7 days ex flights
Small group travel:
2021: 10 Oct
2022: 8 May, 5 Jun, 7 Aug, 14 Aug
2022: 8 May, 5 Jun, 7 Aug, 14 Aug
Cyclades islands sailing vacations in Greece
A fantastic sailing adventure in the Cyclades islands!
From 1,250 to 1,415 8 days ex flights
Small group travel:
2021: 4 Sep, 11 Sep, 25 Sep
2022: 4 Jun, 2 Jul, 10 Sep, 8 Oct
2022: 4 Jun, 2 Jul, 10 Sep, 8 Oct
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
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:
2021: 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 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:
2021: 7 Aug, 8 Aug, 14 Aug, 15 Aug, 21 Aug, 22 Aug, 28 Aug, 29 Aug, 4 Sep, 5 Sep, 11 Sep, 12 Sep, 18 Sep, 19 Sep, 25 Sep, 26 Sep, 2 Oct, 3 Oct, 9 Oct, 10 Oct, 16 Oct, 17 Oct
Athens bareboat sailing vacation, Greece
Sail around beautiful Athens
From £1,826 to £10,565 7 days ex flights
Small group travel:
2021: 7 Aug, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 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:
2021: 8 Aug, 15 Aug, 22 Aug, 29 Aug, 5 Sep, 12 Sep, 19 Sep, 26 Sep, 3 Oct, 10 Oct, 17 Oct, 24 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:
2021: 16 Oct
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