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Greek island hopping on a sailboat

Sailing holidays in Greece, enjoy the charm of the many islands
137 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 31 experiences
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Experience Inicio Plazas Price
Discovering the Sporades Islands. All Inclusive 10 day cruise
From 29 Sep to 8 Oct
29 Sep
10 days
0 More information No availability
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 30 Sep to 7 Oct
30 Sep
8 days
8 More information Reserve for 850€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 30 Sep to 7 Oct
30 Sep
8 days
3 More information Reserve for 850€
Full Board Food Inclusive Rhodes Yacht Cabin Charter
From 30 Sep to 7 Oct
30 Sep
8 days
0 More information No availability
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 7 Oct to 14 Oct
7 Oct
8 days
8 More information Reserve for 750€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 7 Oct to 14 Oct
7 Oct
8 days
5 More information Reserve for 750€
Full Board Food Inclusive Rhodes Yacht Cabin Charter
From 7 Oct to 14 Oct
7 Oct
8 days
14 More information Reserve for 1,150€
All Inclusive Dodecanese Gulet Cruise/Cabin Cruises
From 7 Oct to 21 Oct
7 Oct
15 days
16 More information Reserve for 900€
Full Board Food Inclusive Rhodes Yacht Cabin Charter
From 8 Oct to 15 Oct
8 Oct
8 days
0 More information No availability
All Inclusive Dodecanese Gulet Cruise/Cabin Cruises
From 8 Oct to 15 Oct
8 Oct
8 days
16 More information Reserve for 900€
Discovering the Sporades Islands. All Inclusive 10 day cruise
From 9 Oct to 18 Oct
9 Oct
10 days
0 More information No availability
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 14 Oct to 21 Oct
14 Oct
8 days
9 More information Reserve for 750€
Full Board Food Inclusive Rhodes Yacht Cabin Charter
From 14 Oct to 21 Oct
14 Oct
8 days
16 More information Reserve for 1,150€
Dodecanese Gulet Cruise//Full Board
From 14 Oct to 21 Oct
14 Oct
8 days
16 More information Reserve for 16,800€
Sailing in the Cyclades isles from Mykonos
From 14 Oct to 21 Oct
14 Oct
8 days
4 More information Reserve for 1,091€
Full Board Food Inclusive Rhodes Yacht Cabin Charter
From 15 Oct to 22 Oct
15 Oct
8 days
16 More information Reserve for 1,150€
All Inclusive Dodecanese Gulet Cruise/Cabin Cruises
From 15 Oct to 22 Oct
15 Oct
8 days
16 More information Reserve for 900€
Discovering the Sporades Islands. All Inclusive 10 day cruise
From 19 Oct to 28 Oct
19 Oct
10 days
0 More information No availability
Full Board Food Inclusive Rhodes Yacht Cabin Charter
From 21 Oct to 28 Oct
21 Oct
8 days
14 More information Reserve for 1,150€
All Inclusive Dodecanese Gulet Cruise/Cabin Cruises
From 21 Oct to 28 Oct
21 Oct
8 days
16 More information Reserve for 700€
Full Board Food Inclusive Rhodes Yacht Cabin Charter
From 22 Oct to 29 Oct
22 Oct
8 days
16 More information Reserve for 1,150€
All Inclusive Dodecanese Gulet Cruise/Cabin Cruises
From 22 Oct to 29 Oct
22 Oct
8 days
16 More information Reserve for 700€
Full Board Food Inclusive Rhodes Yacht Cabin Charter
From 28 Oct to 4 Nov
28 Oct
8 days
16 More information Reserve for 1,150€
Full Board Food Inclusive Rhodes Yacht Cabin Charter
From 29 Oct to 5 Nov
29 Oct
8 days
16 More information Reserve for 1,150€
Sailing between Türkiye and Greece
From 15 Jun to 23 Jun (2024)
15 Jun
9 days
2 More information Reserve for 3,500€
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User reviews about Greek island hopping on a sailboat
4.17/5
Average grade
6
Valuations
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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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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Very good, a great group of people and a captain who tried to make life easier for us
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A FANTASTIC experience!!
The boat, very comfortable, and equipped so that we can enjoy the experience to the fullest. Very professional crew. The cook, 10. All Very Kind. Important!! The language on the ship is English. And as always, when you travel by boat, the final route depends on the weather.Rosa
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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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  • 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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