33 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 £719 to £799 7 days ex flights
Small group travel:
2022: 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct, 29 Oct
Sailing vacation in Greece, Mykonos to Santorini
The boat, the beach and inviting Greek villages
From US $1,617 to US $1,802 8 days ex flights
Small group travel:
2022: 14 May, 28 May, 11 Jun, 25 Jun, 23 Jul, 6 Aug, 20 Aug, 3 Sep, 17 Sep, 1 Oct
2023: 13 May, 27 May, 10 Jun, 24 Jun, 8 Jul, 22 Jul, 5 Aug, 19 Aug, 2 Sep, 16 Sep, 30 Sep
2023: 13 May, 27 May, 10 Jun, 24 Jun, 8 Jul, 22 Jul, 5 Aug, 19 Aug, 2 Sep, 16 Sep, 30 Sep
Late availability on upcoming trips
Cyclades sailing & walking vacation in Greece
Combine a sailing & hiking adventure around the Cyclades
From £712 to £791 7 days ex flights
Small group travel:
2022: 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 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.
Yoga and sailing retreat in Greece
-A week of relaxation and yoga while sailing the Ionian sea!
From £850 to £950 7 days ex flights
Small group travel:
2022: 29 May, 3 Jul, 10 Jul, 24 Jul
Family sailing vacation in Greece
Private sailing with fun games, reliving mythical tales
From €2,300 to €2,880 8 days ex flights
Tailor made:
This holiday is chartering the whole catamaran, minimum 6, maximum 10
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:
2022: 2 Apr, 9 Apr, 16 Apr, 23 Apr, 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct
Greek Island cruising vacation
Discover a side of Greece riddled with myth and magic.
From US $4,640 to US $6,030US $4,870 9 days ex flights
Small group travel:
2022: 7 Jul, 21 Jul, 4 Aug, 8 Sep
Late availability on upcoming trips
Greek Islands sailing vacation, Santorini to Mykonos
Sapphire waters, whitewashed villages & history laden ruins
From US $1,617 to US $1,767 8 days ex flights
Small group travel:
2022: 4 Jun, 18 Jun, 2 Jul, 16 Jul, 30 Jul, 13 Aug, 27 Aug, 10 Sep, 24 Sep
2023: 6 May, 20 May, 3 Jun, 17 Jun, 1 Jul, 15 Jul, 29 Jul, 12 Aug, 26 Aug, 9 Sep, 23 Sep
2023: 6 May, 20 May, 3 Jun, 17 Jun, 1 Jul, 15 Jul, 29 Jul, 12 Aug, 26 Aug, 9 Sep, 23 Sep
Late availability on upcoming trips
Sailing vacation in the Aegean Sea
Uninhabited islands in a 6 person boat
From £502 to £613 7 days ex flights
Small group travel:
2022: 30 Apr, 7 May, 14 May, 21 May, 28 May, 4 Jun, 11 Jun, 18 Jun, 25 Jun, 2 Jul, 9 Jul, 16 Jul, 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug, 27 Aug, 3 Sep, 10 Sep, 17 Sep, 24 Sep, 1 Oct, 8 Oct, 15 Oct, 22 Oct, 29 Oct
Small group sailing in Saronic Greek Islands
Luxury sailing in the Greek islands with mythical adventures
From €2,750 8 days ex flights
Small group travel:
2022: 2 Jul, 9 Jul
Greek Aegean Island hopping vacation
Get on board and visit ten stunning Aegean islands
From €2,400 to €3,650 8 days ex flights
Small group travel:
2022: 1 Jul, 15 Jul, 16 Sep
Greek Cyclades island hopping cruise
Greek Island Hopping, Sandy beaches and Clear azure waters
From €2,070 to €3,450 8 days ex flights
Small group travel:
2022: 22 Apr, 29 Apr, 6 May, 13 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 8 Jul, 15 Jul, 22 Jul, 29 Jul, 5 Aug, 12 Aug, 19 Aug, 26 Aug, 2 Sep, 9 Sep, 16 Sep, 23 Sep, 30 Sep, 7 Oct, 14 Oct, 21 Oct
Luxury sailing vacation in the Aegean
Luxury sailing the Aegean, while reliving mythical tales
From €2,340 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
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 Greek Islands luxury cruise
Luxury sailing Greek islands, while reliving mythical tales
From €2,100 to €2,860 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
Small group sailing vacation Greece
Luxury sailing in the Greek islands with mythical adventures
From €2,640 8 days ex flights
Small group travel:
2022: 9 Jul, 16 Jul, 23 Jul
Greek Islands sailing vacation
Luxury sailing in the Greek islands, reliving mythical tales
From €2,300 to €2,880 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
Saronic Islands sailing vacation in Greece
Sail among the beautiful islands & ports of the Saronic Gulf
From US $2,995 7 days ex flights
Small group travel:
2022: 22 May
Saronic Gulf small group sailing holiday in Greece
Spend a week navigating the idyllic waters of the Saronic Gulf
From US $2,649 to US $3,199 8 days ex flights
Small group travel:
2022: 7 May, 28 May, 17 Sep
2023: 6 May, 27 May, 9 Sep, 16 Sep
2023: 6 May, 27 May, 9 Sep, 16 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:
2022: 8 Oct
Greece family sailing vacation
Sailing adventure for families or friends in Greek islands
From €3,850 to €5,250 7 days ex flights
Small group travel:
2022: 8 May, 22 May, 19 Jun, 7 Aug, 14 Aug, 18 Sep, 9 Oct
Cyclades islands sailing vacations in Greece
A fantastic sailing adventure in the Cyclades islands!
From €1,350 to €1,450 8 days ex flights
Small group travel:
2022: 21 May, 18 Jun, 2 Jul, 3 Sep, 24 Sep, 8 Oct
Gastronomy and sailing vacation in Greece
Explore the Greek islands and their gastronomy with a chef!
From €900 to €950 7 days ex flights
Small group travel:
2022: 5 Jun, 2 Oct
Freediving and sailing vacation in Greece
-sail, freedive and explore the Ionian Sea
From £1,250 7 days ex flights
Small group travel:
2022: 22 May, 4 Sep, 11 Sep, 2 Oct
Greece sailing vacation in Ionian Sea
Sail, explore and experience the Ionian islands in Greece
From €600 to €825 7 days ex flights
Small group travel:
2022: 8 May, 19 Jun, 7 Aug, 14 Aug, 9 Oct
Saronic Gulf sailing vacation in Greece
An 8 day trip combines sailing & swimming in Greece
From €1,300 to €1,420 8 days ex flights
Small group travel:
2022: 14 May, 16 Jul, 27 Aug, 1 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
Family sailing vacation in the Cyclades, Greece
Enjoy the beauty of the Greek islands
From US $1,210 to US $1,360 8 days ex flights
Small group travel:
2022: 24 Jul, 31 Jul, 7 Aug, 14 Aug, 21 Aug
2023: 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug
2023: 23 Jul, 30 Jul, 6 Aug, 13 Aug, 20 Aug
Cyclades Islands sailing vacation, Greece
Swim in turquoise seas & explore ancient towns
From US $2,107 to US $2,262 10 days ex flights
Small group travel:
2022: 7 May, 17 May, 27 May, 6 Jun, 16 Jun, 26 Jun, 6 Jul, 16 Jul, 26 Jul, 5 Aug, 15 Aug, 25 Aug, 4 Sep, 14 Sep, 24 Sep
2023: 6 May, 16 May, 26 May, 5 Jun, 15 Jun, 25 Jun, 5 Jul, 15 Jul, 25 Jul, 4 Aug, 14 Aug, 24 Aug, 3 Sep, 13 Sep, 23 Sep
2023: 6 May, 16 May, 26 May, 5 Jun, 15 Jun, 25 Jun, 5 Jul, 15 Jul, 25 Jul, 4 Aug, 14 Aug, 24 Aug, 3 Sep, 13 Sep, 23 Sep
Late availability on upcoming trips
Cyclades sailing honeymoon, Greece
Enjoy a romantic honeymoon sailing in the Cyclades islands
From £3,490 to £5,209 7 days ex flights
Tailor made
