Sailing vacations in Greece
It doesn't matter whether you're lolling on a stylish varnished gulet or working the winches on a modern catamaran, when the breeze hits, there's nothing like a sailing vacation in Greece. This is a destination that's simply made for sailors. Hop between islands, test the tavernas, and moor in remote, rocky bays where you can smell the black pines on the hillside. Bliss.
29 Sailing vacations in Greece found
Greece sailing holiday for families
Sailing trip for families/friends in Greek islands
From £750 to £960 8 days ex flights
Small group travel:
2024: 26 May, 2 Jun, 16 Jun, 30 Jun, 7 Jul, 28 Jul, 4 Aug, 11 Aug, 25 Aug, 1 Sep, 8 Sep, 15 Sep
Liveaboard diving and sailing vacation in Greece
Combine a sailing and diving adventure in the Greek islands
From £730 to £879 7 days ex flights
Small group travel:
2024: 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct
Cyclades sailing & walking vacation in Greece
Combine a sailing & hiking adventure around the Cyclades
From £726 to £797 7 days ex flights
Small group travel:
2024: 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct, 2 Nov
Sailing vacation in the Aegean Sea
Uninhabited islands in a 6 person boat
From £572 to £697 7 days ex flights
Small group travel:
2024: 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct, 2 Nov
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.
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Family yacht charter sailing vacation in Greece
Private sailing with fun games, reliving mythical tales
From €2,100 to €2,910 8 days ex flights
Tailor made:
This holiday is chartering the whole catamaran, minimum 6, maximum 10
Greece sailing vacation in Ionian Sea
Sail, explore and experience the Ionian islands in Greece
From €1,100 6 days ex flights
Small group travel:
2024: 23 Jun, 14 Jul, 28 Jul, 4 Aug, 11 Aug, 25 Aug, 8 Sep
Saronic Greek Islands luxury charter cruise
Luxury sailing Greek islands, while reliving mythical tales
From €2,050 to €2,890 8 days ex flights
Tailor made:
This holiday is chartering the whole catamaran, minimum 6, maximum 10. Sailing Season is from May 28 to Oct 1
Yoga and sailing retreat in Greece
-A week of relaxation and yoga while sailing the Ionian sea!
From £800 to £1,000 7 days ex flights
Small group travel:
2024: 2 Jun, 30 Jun, 14 Jul
Sailing vacation in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From US $1,805 to US $2,155 8 days ex flights
Small group travel:
2024: 7 May, 11 May, 21 May, 25 May, 4 Jun, 8 Jun, 22 Jun, 2 Jul, 6 Jul, 16 Jul, 20 Jul, 30 Jul, 3 Aug, 13 Aug, 17 Aug, 27 Aug, 31 Aug, 10 Sep, 14 Sep, 24 Sep, 28 Sep
Greece family sailing vacation
Sailing adventure for families or friends in Greek islands
From £4,750 7 days ex flights
Small group travel:
2024: 26 May, 2 Jun, 16 Jun, 30 Jun, 7 Jul, 28 Jul, 4 Aug, 11 Aug, 25 Aug, 8 Sep, 15 Sep, 22 Sep, 29 Sep
Freediving and sailing vacation in Greece
Sail, freedive and explore the Ionian Sea
From £1,350 7 days ex flights
Small group travel:
2024: 26 May, 19 Jun, 7 Jul, 1 Sep, 8 Sep, 13 Oct
Greek Islands family sailing vacation
Enjoy the beauty of the Greek islands
From US $1,340 8 days ex flights
Small group travel:
2024: 21 Jul, 28 Jul, 4 Aug, 18 Aug
Sailing vacation in the Ionian Sea
An unforgettable sailing adventure
From £618 to £687 7 days ex flights
Small group travel:
2024: 4 May, 18 May, 1 Jun, 15 Jun, 29 Jun, 13 Jul, 27 Jul, 10 Aug, 24 Aug, 7 Sep, 21 Sep
Greek Aegean Island hopping vacation
Get on board and visit ten stunning Aegean islands
From US $2,890 to US $4,390 8 days ex flights
Small group travel:
2024: 31 May, 7 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 26 Jul, 2 Aug, 23 Aug
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.
1-866-821-6866
Call toll free
Calling from outside the USA
rosy@responsibletravel.com
Greek Cyclades island hopping cruise
Greek Island Hopping, Sandy beaches and Clear azure waters
From US $2,790 to US $4,190 8 days ex flights
Small group travel:
2024: 19 Apr, 26 Apr, 3 May, 10 May, 17 May, 24 May, 14 Jun, 21 Jun, 28 Jun, 5 Jul, 12 Jul, 19 Jul, 26 Jul, 16 Aug, 30 Aug, 6 Sep, 13 Sep, 20 Sep, 27 Sep, 4 Oct, 11 Oct, 18 Oct
2024 cruises are offered at low season rates in all cabin categories
Sailing & conservation vacation in Greece
A unique wildlife & sailing adventure
From £729 to £820 7 days ex flights
Small group travel:
2024: 4 May, 11 May, 18 May, 25 May, 1 Jun, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct, 12 Oct, 19 Oct, 26 Oct
Greek Islands sailing vacation, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From US $1,805 to US $1,940 8 days ex flights
Small group travel:
2024: 4 May, 14 May, 18 May, 28 May, 1 Jun, 11 Jun, 15 Jun, 25 Jun, 29 Jun, 9 Jul, 13 Jul, 23 Jul, 27 Jul, 6 Aug, 10 Aug, 20 Aug, 24 Aug, 3 Sep, 7 Sep, 17 Sep, 21 Sep, 1 Oct
Small ship sail powered Greek Island cruise
-Sail on a beautiful ship around the Greek Islands
From £4,402 to £4,650 8 days ex flights
Small group travel:
2024: 4 May, 11 May, 18 May, 25 May, 1 Jun, 8 Jun, 15 Jun, 22 Jun, 29 Jun, 6 Jul, 13 Jul, 20 Jul, 27 Jul, 3 Aug, 10 Aug, 17 Aug, 24 Aug, 31 Aug, 7 Sep, 14 Sep, 21 Sep, 28 Sep, 5 Oct
Sailing and archaeology vacation in Greece
A unique sailing adventure through Greece's ancient history!
From €2,600 8 days ex flights
Small group travel:
2024: 11 May, 12 Oct
Luxury Greece yacht charter in the Aegean
Luxury sailing the Aegean, while reliving mythical tales
From €2,100 to €2,940 8 days ex flights
Tailor made:
This holiday is chartering the whole catamaran, minimum 6, maximum 10. Sailing Season is from May 28 to Oct 1
Yacht charter in Ionian Greek Islands
Luxury sailing in the Greek islands, reliving mythical tales
From €2,100 to €2,910 8 days ex flights
Tailor made:
This holiday is chartering the whole catamaran, minimum 6, maximum 10. Sailing Season is from 28th May to 1st Oct
Saronic Islands sailing vacation in Greece
Sail among the beautiful islands & ports of the Saronic Gulf
From US $3,495 7 days ex flights
Small group travel:
2024: 18 May
Cyclades islands sailing vacations in Greece
A fantastic sailing adventure in the Cyclades islands!
From €2,300 to €2,450 8 days ex flights
Small group travel:
2024: 8 Jun, 6 Jul, 7 Sep, 21 Sep
Gastronomy and sailing vacation in Greece
Explore the Greek islands and their gastronomy with a chef!
From €970 7 days ex flights
Small group travel:
2024: 8 Sep, 15 Sep
Saronic Gulf sailing vacation in Greece
An 8 day trip combines sailing & swimming in Greece
From €2,180 to €2,450 8 days ex flights
Small group travel:
2024: 25 May, 13 Jul, 24 Aug, 5 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
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
Cyclades Islands sailing vacation, Greece
Swim in turquoise seas & explore ancient towns
From US $2,533 to US $2,823 10 days ex flights
Small group travel:
2024: 4 May, 14 May, 24 May, 3 Jun, 7 Jun, 13 Jun, 17 Jun, 23 Jun, 27 Jun, 3 Jul, 7 Jul, 13 Jul, 17 Jul, 23 Jul, 27 Jul, 2 Aug, 6 Aug, 12 Aug, 16 Aug, 22 Aug, 26 Aug, 1 Sep, 5 Sep, 11 Sep, 15 Sep, 21 Sep
Cyclades sailing honeymoon, Greece
Enjoy a romantic honeymoon sailing in the Cyclades islands
From £3,778 to £5,209 7 days ex flights
Tailor made
