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Greek island hopping on a sailboat

Sailing holidays in Greece, enjoy the charm of the many islands
236 reviews
Climb aboard and go Greek Island hopping on a sailboat. You will get to know the many different towns and picturesque villages and be amazed by the natural beauty of the landscape. Choose the plan that is right for you and enjoy the tranquility of a holiday around the Greek Islands.
Choose from 43 experiences
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Experience Inicio Plazas Price
Sailing trip to Greece - between history and nature
From 20 Apr to 27 Apr
20 Apr
8 days
8 More information Reserve for 828€
Discover Corfu's hidden treasures from the deck of a yacht!
From 20 Apr to 27 Apr
20 Apr
8 days
8 More information Reserve for 828€
Long-weekend Corfu on a sailing boat
From 25 Apr to 28 Apr
25 Apr
4 days
6 More information Reserve for 340€
Sailing trip to Greece - between history and nature
From 27 Apr to 4 May
27 Apr
8 days
8 More information Reserve for 876€
Discover Corfu's hidden treasures from the deck of a yacht!
From 27 Apr to 4 May
27 Apr
8 days
8 More information Reserve for 876€
Long-weekend Corfu on a sailing boat
From 1 May to 5 May
1 May
5 days
6 More information Reserve for 380€
Sailing trip to Greece - between history and nature
From 4 May to 11 May
4 May
8 days
8 More information Reserve for 876€
Discover Corfu's hidden treasures from the deck of a yacht!
From 4 May to 11 May
4 May
8 days
8 More information Reserve for 876€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 4 May to 10 May
4 May
7 days
25 More information Reserve for 900€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 4 May to 10 May
4 May
7 days
20 More information Reserve for 900€
Mykonos Party & Relaxation Yacht Cabin Charter
From 4 May to 11 May
4 May
8 days
46 More information Reserve for 650€
On a catamaran in the sea of Ulysses all included
From 4 May to 1 Jun
4 May
29 days
8 More information Reserve for 1,250€
Gone with the wind, Corfu and the Ionian islands on Viva 48
From 5 May to 12 May
5 May
8 days
6 More information Reserve for 570€
Sailing trip to Greece - between history and nature
From 11 May to 18 May
11 May
8 days
8 More information Reserve for 876€
Discover Corfu's hidden treasures from the deck of a yacht!
From 11 May to 18 May
11 May
8 days
8 More information Reserve for 876€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 11 May to 17 May
11 May
7 days
25 More information Reserve for 900€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 11 May to 17 May
11 May
7 days
20 More information Reserve for 900€
8-day/7-night Zante gulet cruise!
From 11 May to 18 May
11 May
8 days
0 More information No availability
Mykonos Party & Relaxation Yacht Cabin Charter
From 11 May to 18 May
11 May
8 days
46 More information Reserve for 650€
Gone with the wind, Corfu and the Ionian islands on Viva 48
From 12 May to 19 May
12 May
8 days
6 More information Reserve for 570€
Sailing trip to Greece - between history and nature
From 18 May to 25 May
18 May
8 days
8 More information Reserve for 876€
Discover Corfu's hidden treasures from the deck of a yacht!
From 18 May to 25 May
18 May
8 days
8 More information Reserve for 876€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 18 May to 24 May
18 May
7 days
25 More information Reserve for 900€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 18 May to 24 May
18 May
7 days
20 More information Reserve for 900€
8-day/7-night Corfu gulet cruise!
From 18 May to 25 May
18 May
8 days
0 More information No availability
8-day/7-night Zante gulet cruise!
From 18 May to 25 May
18 May
8 days
0 More information No availability
Mykonos Party & Relaxation Yacht Cabin Charter
From 18 May to 25 May
18 May
8 days
46 More information Reserve for 650€
Gone with the wind, Corfu and the Ionian islands on Viva 48
From 19 May to 26 May
19 May
8 days
6 More information Reserve for 570€
Sailing trip to Greece - between history and nature
From 25 May to 1 Jun
25 May
8 days
8 More information Reserve for 876€
Discover Corfu's hidden treasures from the deck of a yacht!
From 25 May to 1 Jun
25 May
8 days
8 More information Reserve for 876€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 25 May to 31 May
25 May
7 days
25 More information Reserve for 900€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 25 May to 31 May
25 May
7 days
20 More information Reserve for 900€
8-day/7-night Corfu gulet cruise!
From 25 May to 1 Jun
25 May
8 days
0 More information No availability
8-day/7-night Zante gulet cruise!
From 25 May to 1 Jun
25 May
8 days
0 More information No availability
Crossing from Lefkada to Athens....unmissable adventure!
From 25 May to 1 Jun
25 May
8 days
6 More information Reserve for 410€
Mykonos Party & Relaxation Yacht Cabin Charter
From 25 May to 1 Jun
25 May
8 days
46 More information Reserve for 650€
Gone with the wind, Corfu and the Ionian islands on Viva 48
From 26 May to 2 Jun
26 May
8 days
6 More information Reserve for 570€
Sailing trip to Greece - between history and nature
From 1 Jun to 8 Jun
1 Jun
8 days
8 More information Reserve for 876€
Discover Corfu's hidden treasures from the deck of a yacht!
From 1 Jun to 8 Jun
1 Jun
8 days
8 More information Reserve for 876€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 1 Jun to 7 Jun
1 Jun
7 days
20 More information Reserve for 900€
8-day/7-night Zante gulet cruise!
From 1 Jun to 8 Jun
1 Jun
8 days
0 More information No availability
8-day/7-night Mykonos "Party" gulet cruise!
From 1 Jun to 8 Jun
1 Jun
8 days
25 More information Reserve for 450€
Yoga and Sailing from Athens, Greece
From 1 Jun to 8 Jun
1 Jun
8 days
8 More information Reserve for 1,250€
On a sailing boat in the Saronic Islands with hostesses on board
From 7 Jun to 14 Jun
7 Jun
8 days
2 More information Reserve for 750€
Sailing trip to Greece - between history and nature
From 8 Jun to 15 Jun
8 Jun
8 days
8 More information Reserve for 876€
Discover Corfu's hidden treasures from the deck of a yacht!
From 8 Jun to 15 Jun
8 Jun
8 days
8 More information Reserve for 876€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 8 Jun to 14 Jun
8 Jun
7 days
20 More information Reserve for 900€
Yoga and Sailing from Athens, Greece
From 8 Jun to 15 Jun
8 Jun
8 days
8 More information Reserve for 1,550€
Mykonos Party & Relaxation Yacht Cabin Charter
From 8 Jun to 15 Jun
8 Jun
8 days
46 More information Reserve for 700€
8-day/7-night Zante gulet cruise!
From 8 Jun to 15 Jun
8 Jun
8 days
14 More information Reserve for 739€
Gone with the wind, in the sea of Ulysses between the Greek islands
From 9 Jun to 16 Jun
9 Jun
8 days
6 More information Reserve for 570€
Sailing between Türkiye and Greece
From 15 Jun to 23 Jun
15 Jun
9 days
2 More information Reserve for 3,500€
Sailing trip to Greece - between history and nature
From 15 Jun to 22 Jun
15 Jun
8 days
8 More information Reserve for 876€
Discover Corfu's hidden treasures from the deck of a yacht!
From 15 Jun to 22 Jun
15 Jun
8 days
8 More information Reserve for 876€
Mykonos Party & Relaxation Yacht Cabin Charter
From 15 Jun to 22 Jun
15 Jun
8 days
46 More information Reserve for 700€
Gone with the wind, in the sea of Ulysses between the Greek islands
From 16 Jun to 23 Jun
16 Jun
8 days
6 More information Reserve for 570€
Discover the Greek islands sailing on our school sailboat
From 17 Jun to 23 Jun
17 Jun
7 days
1 More information Reserve for 699€
Sailing trip to Greece - between history and nature
From 22 Jun to 29 Jun
22 Jun
8 days
8 More information Reserve for 876€
Discover Corfu's hidden treasures from the deck of a yacht!
From 22 Jun to 29 Jun
22 Jun
8 days
8 More information Reserve for 876€
Mykonos Party & Relaxation Yacht Cabin Charter
From 22 Jun to 29 Jun
22 Jun
8 days
46 More information Reserve for 700€
8-day/7-night Mykonos "Party" gulet cruise!
From 22 Jun to 29 Jun
22 Jun
8 days
15 More information Reserve for 550€
Discover the Greek islands sailing on our school sailboat
From 24 Jun to 30 Jun
24 Jun
7 days
8 More information Reserve for 850€
Gone with the wind, in the sea of Ulysses between the Greek islands
From 24 Jun to 1 Jul
24 Jun
8 days
6 More information Reserve for 750€
Gone with the wind, in the sea of Ulysses between the Greek islands in flotilla on Bavaria46
From 24 Jun to 1 Jul
24 Jun
8 days
4 More information Reserve for 750€
From Athens to Lefkada via the Corinth Canal - Hostess on board
From 28 Jun to 5 Jul
28 Jun
8 days
5 More information Reserve for 674€
Sailing trip to Greece - between history and nature
From 29 Jun to 6 Jul
29 Jun
8 days
8 More information Reserve for 948€
Discover Corfu's hidden treasures from the deck of a yacht!
From 29 Jun to 6 Jul
29 Jun
8 days
8 More information Reserve for 948€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 29 Jun to 5 Jul
29 Jun
7 days
20 More information Reserve for 900€
On a catamaran in the sea of Ulysses all included
From 29 Jun to 6 Jul
29 Jun
8 days
0 More information No availability
Mykonos Party & Relaxation Yacht Cabin Charter
From 29 Jun to 6 Jul
29 Jun
8 days
46 More information Reserve for 700€
Discover the Greek islands sailing on our school sailboat
From 1 Jul to 7 Jul
1 Jul
7 days
1 More information Reserve for 850€
Gone with the wind, in the sea of Ulysses between the Greek islands
From 1 Jul to 8 Jul
1 Jul
8 days
0 More information No availability
Gone with the wind, in the sea of Ulysses between the Greek islands in flotilla on Bavaria46
From 1 Jul to 8 Jul
1 Jul
8 days
6 More information Reserve for 750€
Aegean 600
From 3 Jul to 13 Jul
3 Jul
11 days
2 More information Reserve for 1,900€
Sailing full in the blue of Ionian Greece with hostesses on board
From 5 Jul to 12 Jul
5 Jul
8 days
6 More information Reserve for 770€
Sailing trip to Greece - between history and nature
From 6 Jul to 13 Jul
6 Jul
8 days
8 More information Reserve for 948€
Discover Corfu's hidden treasures from the deck of a yacht!
From 6 Jul to 13 Jul
6 Jul
8 days
8 More information Reserve for 948€
On a catamaran in the sea of Ulysses all included
From 6 Jul to 13 Jul
6 Jul
8 days
0 More information No availability
Discover the Greek islands sailing on our school sailboat
From 8 Jul to 14 Jul
8 Jul
7 days
2 More information Reserve for 850€
Gone with the wind, in the sea of Ulysses between the Greek islands
From 8 Jul to 15 Jul
8 Jul
8 days
0 More information No availability
Gone with the wind, in the sea of Ulysses between the Greek islands in flotilla on Bavaria46
From 8 Jul to 15 Jul
8 Jul
8 days
6 More information Reserve for 800€
Sailing trip to Greece - between history and nature
From 13 Jul to 20 Jul
13 Jul
8 days
8 More information Reserve for 948€
Discover Corfu's hidden treasures from the deck of a yacht!
From 13 Jul to 20 Jul
13 Jul
8 days
8 More information Reserve for 948€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 13 Jul to 19 Jul
13 Jul
7 days
25 More information Reserve for 1,100€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 13 Jul to 19 Jul
13 Jul
7 days
20 More information Reserve for 1,100€
On a catamaran in the sea of Ulysses all included
From 13 Jul to 20 Jul
13 Jul
8 days
0 More information No availability
Mykonos Party & Relaxation Yacht Cabin Charter
From 13 Jul to 20 Jul
13 Jul
8 days
46 More information Reserve for 700€
On a premium sailing yacht from the Aegean to the Ionian Sea
From 13 Jul to 20 Jul
13 Jul
8 days
6 More information Reserve for 637€
Discover the Greek islands sailing on our school sailboat
From 15 Jul to 21 Jul
15 Jul
7 days
6 More information Reserve for 850€
Gone with the wind, in the sea of Ulysses between the Greek islands
From 15 Jul to 22 Jul
15 Jul
8 days
6 More information Reserve for 870€
Gone with the wind, in the sea of Ulysses between the Greek islands in flotilla on Bavaria46
From 15 Jul to 22 Jul
15 Jul
8 days
6 More information Reserve for 870€
Venice, Croatia and Greece in 10 days
From 15 Jul to 24 Jul
15 Jul
10 days
4 More information Reserve for 930€
Sailing trip to Greece - between history and nature
From 20 Jul to 27 Jul
20 Jul
8 days
8 More information Reserve for 1,020€
Discover Corfu's hidden treasures from the deck of a yacht!
From 20 Jul to 27 Jul
20 Jul
8 days
8 More information Reserve for 1,020€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 20 Jul to 26 Jul
20 Jul
7 days
25 More information Reserve for 1,100€
On a catamaran in the sea of Ulysses all included
From 20 Jul to 27 Jul
20 Jul
8 days
8 More information Reserve for 1,800€
Mykonos Party & Relaxation Yacht Cabin Charter
From 20 Jul to 27 Jul
20 Jul
8 days
46 More information Reserve for 700€
Relaxed across the Ionian Sea – premium sailing on GALINI
From 20 Jul to 27 Jul
20 Jul
8 days
6 More information Reserve for 675€
Dodecanese, outdoor lifestyle exploration
From 20 Jul to 27 Jul
20 Jul
8 days
6 More information Reserve for 675€
Discover the Greek islands sailing on our school sailboat
From 22 Jul to 28 Jul
22 Jul
7 days
0 More information No availability
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User reviews about Greek island hopping on a sailboat
5.00/5
Average grade
4
Valuations
I could not be more satisfied with the experience in the Ionian crossing with Leo. He is a friendly, prudent captain with great knowledge of the area. He is a great person and an excellent cook! The boat is very comfortable, clean and a delight to navigate. If you are thinking about Greece, Leo is your captain!! :D
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Good experience. Israel, a good sailor, fisherman, cook, providing security as he solves any unforeseen situation, helped at all times by María. It's a shame not to have been able to sail longer. To improve the final landing. I will repeat
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Very good, a great group of people and a captain who tried to make life easier for us
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Israel and Maria were super welcoming! It was a wonderful experience where I learned new things and got to know incredible places. A total immersion in nature and navigation!! Plus we ate the fish caught on board. Israel cooked it in different ways and always delicious!!
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  • Why do a sailboat cruise in Greece with Sailwiz?

    You will enjoy a vacation to remember forever, aboard a sailboat. You will arrive sailing to cities and towns that you will fall in love with at first sight. In several days you can visit several islands and meet new people.
  • Sailboat cruises in Greece

    The Greek Islands are composed of several archipelagos, each with its own charms. The advantage of sailing on a sailboat is that you will not have to make large displacements to travel several of these islands.
  • What to see on the Greece cruise?

    Depending on the route we choose, you can visit more or fewer islands.

    Mykonos is one of the islands that we can highlight, its capital Chora, an authentic maze of white buildings and narrow alleyways. A true paradise both from far and near.

    One of the most photographed places is Santorini, an island formed on the caldera of an ancient volcano, hence its impressive cliffs. When you are in Fira (Thira) on the sailboat you can take some amazing photos where you will see the blue vaults of the church and the white buildings. Fira is a more touristy population while Oia is a quieter and more evocative place.

    Rhodes, an island near Turkey has a totally different landscape than the previous islands. This flirtatious "medieval" city has abundant vegetation and mountainous orography.

    Crete is the largest island in Greece, stands out for its mountainous orography. An island of idyllic beaches, lost corners, dream villages and nature worthy of admiration; An island of contrasts full of color and joy.

    Corfu has a bright beauty, with immense beaches and coves. We can find of all kinds some more cosmopolitan, other deserted, where to enjoy the nature of Greece.
  • What is the price of a sailboat cruise in Greece?
    The price range varies mainly depending on the duration of the holidays, the type of boat, the places to be visited.

    The Saronic Golfo is one of the prettiest destinations to visit while sailing. Given its meteorological conditions, for its beautiful mountainous landscapes, completely flat beaches, beautiful blue waters to sail around Greece by sailboat ...

    The distances between islands from a sailboat are very short, where you can make many stops on the most wonderful beaches you can imagine. You will also visit its picturesque villages that have a lot of charm.

    Are you going to miss going on a sailboat cruise in Greece?
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