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Greek island hopping on a sailboat

Sailing holidays in Greece, enjoy the charm of the many islands
15 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 19 experiences
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Boat holidays greece
Greece is one of the most popular destinations for those who want to enjoy a boating holiday. The coast and the hundreds of Greek islands hide some of the best sailing spots in the whole Mediterranean, which is why thousands of sailors visit its waters every year.
  • Claudia Krug
  • Alvaro G
By Álvaro García y Claudia Krug
10 January, 2023
Next plans
Experience Start Plazas Price
Gone with the Wind, from Ulysses' Sea to Corfu
From 30 Aug to 6 Sep
30 Aug
8 days
6 More information Reserve for 500€
Gone with the wind, Corfu and the Ionian islands on Viva 48
From 6 Sep to 13 Sep
6 Sep
8 days
4 More information Reserve for 635€
Gone with the wind, Corfu and the Ionian islands on Viva 48
From 13 Sep to 19 Sep
13 Sep
7 days
0 More information No availability
Corfu - Lefkada one way - an exclusive adventure with hostess on board
From 13 Sep to 20 Sep
13 Sep
8 days
7 More information Reserve for 3,100€
From Sifnos to Athens mile building on my catamaran
From 27 Sep to 4 Oct
27 Sep
8 days
6 More information Reserve for 637€
We travel the world: 2 seas and the Corinth Canal
From 3 Oct to 11 Oct
3 Oct
9 days
6 More information Reserve for 790€
We travel the world: Mile-long cruise from the Aegean to Sicily with Vulkan
From 5 Oct to 20 Oct
5 Oct
16 days
7 More information Reserve for 1,064€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 11 Oct to 18 Oct
11 Oct
8 days
2 More information Reserve for 900€
Explore Greek culture and bays on a catamaran
From 11 Oct to 18 Oct
11 Oct
8 days
3 More information Reserve for 1,470€
Explore Greek culture and bays on a catamaran
From 11 Oct to 18 Oct
11 Oct
8 days
3 More information Reserve for 1,470€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 18 Oct to 1 Nov
18 Oct
15 days
2 More information Reserve for 900€
Mykonos Party & Relaxation Yacht Cabin Charter
From 2 May to 9 May (2026)
2 May
8 days
46 More information Reserve for 850€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 2 May to 9 May (2026)
2 May
8 days
25 More information Reserve for 1,000€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 2 May to 9 May (2026)
2 May
8 days
25 More information Reserve for 1,000€
Half Board Gulet Holiday from Rhodes
From 2 May to 9 May (2026)
2 May
8 days
24 More information Reserve for 1,170€
Mykonos Party & Relaxation Yacht Cabin Charter
From 9 May to 16 May (2026)
9 May
8 days
46 More information Reserve for 850€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 9 May to 16 May (2026)
9 May
8 days
25 More information Reserve for 1,000€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 9 May to 16 May (2026)
9 May
8 days
25 More information Reserve for 1,000€
Half Board Gulet Holiday from Rhodes
From 9 May to 16 May (2026)
9 May
8 days
24 More information Reserve for 1,170€
Mykonos Party & Relaxation Yacht Cabin Charter
From 16 May to 23 May (2026)
16 May
8 days
46 More information Reserve for 850€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 16 May to 23 May (2026)
16 May
8 days
25 More information Reserve for 1,000€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 16 May to 23 May (2026)
16 May
8 days
25 More information Reserve for 1,000€
Half Board Gulet Holiday from Rhodes
From 16 May to 23 May (2026)
16 May
8 days
24 More information Reserve for 1,170€
Mykonos Party & Relaxation Yacht Cabin Charter
From 23 May to 30 May (2026)
23 May
8 days
46 More information Reserve for 850€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 23 May to 30 May (2026)
23 May
8 days
25 More information Reserve for 1,000€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 23 May to 30 May (2026)
23 May
8 days
25 More information Reserve for 1,000€
Half Board Gulet Holiday from Rhodes
From 23 May to 30 May (2026)
23 May
8 days
24 More information Reserve for 1,170€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 30 May to 6 Jun (2026)
30 May
8 days
25 More information Reserve for 1,000€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 30 May to 6 Jun (2026)
30 May
8 days
25 More information Reserve for 1,000€
Half Board Gulet Holiday from Rhodes
From 30 May to 6 Jun (2026)
30 May
8 days
24 More information Reserve for 1,170€
Mykonos Party & Relaxation Yacht Cabin Charter
From 6 Jun to 13 Jun (2026)
6 Jun
8 days
46 More information Reserve for 850€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 6 Jun to 13 Jun (2026)
6 Jun
8 days
25 More information Reserve for 1,000€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 6 Jun to 13 Jun (2026)
6 Jun
8 days
25 More information Reserve for 1,000€
Half Board Gulet Holiday from Rhodes
From 6 Jun to 13 Jun (2026)
6 Jun
8 days
24 More information Reserve for 1,170€
Mykonos Party & Relaxation Yacht Cabin Charter
From 13 Jun to 20 Jun (2026)
13 Jun
8 days
46 More information Reserve for 850€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 13 Jun to 20 Jun (2026)
13 Jun
8 days
25 More information Reserve for 1,000€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 13 Jun to 20 Jun (2026)
13 Jun
8 days
25 More information Reserve for 1,000€
Half Board Gulet Holiday from Rhodes
From 13 Jun to 20 Jun (2026)
13 Jun
8 days
24 More information Reserve for 1,170€
Mykonos Party & Relaxation Yacht Cabin Charter
From 20 Jun to 27 Jun (2026)
20 Jun
8 days
46 More information Reserve for 850€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 20 Jun to 27 Jun (2026)
20 Jun
8 days
25 More information Reserve for 1,000€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 20 Jun to 27 Jun (2026)
20 Jun
8 days
25 More information Reserve for 1,000€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 20 Jun to 27 Jun (2026)
20 Jun
8 days
25 More information Reserve for 1,000€
Half Board Gulet Holiday from Rhodes
From 20 Jun to 27 Jun (2026)
20 Jun
8 days
24 More information Reserve for 1,170€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 27 Jun to 4 Jul (2026)
27 Jun
8 days
25 More information Reserve for 1,000€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 27 Jun to 4 Jul (2026)
27 Jun
8 days
25 More information Reserve for 1,000€
Half Board Gulet Holiday from Rhodes
From 27 Jun to 4 Jul (2026)
27 Jun
8 days
24 More information Reserve for 1,170€
Mykonos Party & Relaxation Yacht Cabin Charter
From 4 Jul to 11 Jul (2026)
4 Jul
8 days
46 More information Reserve for 950€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 4 Jul to 11 Jul (2026)
4 Jul
8 days
25 More information Reserve for 1,200€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 4 Jul to 11 Jul (2026)
4 Jul
8 days
25 More information Reserve for 1,200€
Half Board Gulet Holiday from Rhodes
From 4 Jul to 11 Jul (2026)
4 Jul
8 days
24 More information Reserve for 1,270€
Mykonos Party & Relaxation Yacht Cabin Charter
From 11 Jul to 18 Jul (2026)
11 Jul
8 days
46 More information Reserve for 950€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 11 Jul to 18 Jul (2026)
11 Jul
8 days
25 More information Reserve for 1,200€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 11 Jul to 18 Jul (2026)
11 Jul
8 days
25 More information Reserve for 1,200€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 11 Jul to 18 Jul (2026)
11 Jul
8 days
25 More information Reserve for 1,200€
Half Board Gulet Holiday from Rhodes
From 11 Jul to 18 Jul (2026)
11 Jul
8 days
24 More information Reserve for 1,270€
Mykonos Party & Relaxation Yacht Cabin Charter
From 18 Jul to 25 Jul (2026)
18 Jul
8 days
46 More information Reserve for 950€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 18 Jul to 25 Jul (2026)
18 Jul
8 days
25 More information Reserve for 1,200€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 18 Jul to 25 Jul (2026)
18 Jul
8 days
25 More information Reserve for 1,200€
Half Board Gulet Holiday from Rhodes
From 18 Jul to 25 Jul (2026)
18 Jul
8 days
24 More information Reserve for 1,270€
Mykonos Party & Relaxation Yacht Cabin Charter
From 25 Jul to 1 Aug (2026)
25 Jul
8 days
46 More information Reserve for 950€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 25 Jul to 1 Aug (2026)
25 Jul
8 days
25 More information Reserve for 1,200€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 25 Jul to 1 Aug (2026)
25 Jul
8 days
25 More information Reserve for 1,200€
Half Board Gulet Holiday from Rhodes
From 25 Jul to 1 Aug (2026)
25 Jul
8 days
24 More information Reserve for 1,270€
Mykonos Party & Relaxation Yacht Cabin Charter
From 1 Aug to 8 Aug (2026)
1 Aug
8 days
46 More information Reserve for 950€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 1 Aug to 8 Aug (2026)
1 Aug
8 days
25 More information Reserve for 1,200€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 1 Aug to 8 Aug (2026)
1 Aug
8 days
25 More information Reserve for 1,200€
Half Board Gulet Holiday from Rhodes
From 1 Aug to 8 Aug (2026)
1 Aug
8 days
24 More information Reserve for 1,270€
Mykonos Party & Relaxation Yacht Cabin Charter
From 8 Aug to 15 Aug (2026)
8 Aug
8 days
46 More information Reserve for 950€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 8 Aug to 15 Aug (2026)
8 Aug
8 days
25 More information Reserve for 1,200€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 8 Aug to 15 Aug (2026)
8 Aug
8 days
25 More information Reserve for 1,200€
Half Board Gulet Holiday from Rhodes
From 8 Aug to 15 Aug (2026)
8 Aug
8 days
24 More information Reserve for 1,270€
Mykonos Party & Relaxation Yacht Cabin Charter
From 15 Aug to 22 Aug (2026)
15 Aug
8 days
46 More information Reserve for 950€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 15 Aug to 22 Aug (2026)
15 Aug
8 days
25 More information Reserve for 1,200€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 15 Aug to 22 Aug (2026)
15 Aug
8 days
25 More information Reserve for 1,200€
Half Board Gulet Holiday from Rhodes
From 15 Aug to 22 Aug (2026)
15 Aug
8 days
24 More information Reserve for 1,270€
Mykonos Party & Relaxation Yacht Cabin Charter
From 22 Aug to 29 Aug (2026)
22 Aug
8 days
46 More information Reserve for 950€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 22 Aug to 29 Aug (2026)
22 Aug
8 days
25 More information Reserve for 1,200€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 22 Aug to 29 Aug (2026)
22 Aug
8 days
25 More information Reserve for 1,200€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 22 Aug to 29 Aug (2026)
22 Aug
8 days
25 More information Reserve for 1,200€
Half Board Gulet Holiday from Rhodes
From 22 Aug to 29 Aug (2026)
22 Aug
8 days
24 More information Reserve for 1,270€
Mykonos Party & Relaxation Yacht Cabin Charter
From 29 Aug to 5 Sep (2026)
29 Aug
8 days
46 More information Reserve for 950€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 29 Aug to 5 Sep (2026)
29 Aug
8 days
25 More information Reserve for 1,200€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 29 Aug to 5 Sep (2026)
29 Aug
8 days
25 More information Reserve for 1,200€
Half Board Gulet Holiday from Rhodes
From 29 Aug to 5 Sep (2026)
29 Aug
8 days
24 More information Reserve for 1,270€
Mykonos Party & Relaxation Yacht Cabin Charter
From 5 Sep to 12 Sep (2026)
5 Sep
8 days
46 More information Reserve for 850€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 5 Sep to 12 Sep (2026)
5 Sep
8 days
25 More information Reserve for 1,000€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 5 Sep to 12 Sep (2026)
5 Sep
8 days
25 More information Reserve for 1,000€
Half Board Gulet Holiday from Rhodes
From 5 Sep to 12 Sep (2026)
5 Sep
8 days
24 More information Reserve for 1,170€
Mykonos Party & Relaxation Yacht Cabin Charter
From 12 Sep to 19 Sep (2026)
12 Sep
8 days
46 More information Reserve for 850€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 12 Sep to 19 Sep (2026)
12 Sep
8 days
25 More information Reserve for 1,000€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 12 Sep to 19 Sep (2026)
12 Sep
8 days
25 More information Reserve for 1,000€
Half Board Gulet Holiday from Rhodes
From 12 Sep to 19 Sep (2026)
12 Sep
8 days
24 More information Reserve for 1,170€
Mykonos Party & Relaxation Yacht Cabin Charter
From 19 Sep to 26 Sep (2026)
19 Sep
8 days
46 More information Reserve for 850€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 19 Sep to 26 Sep (2026)
19 Sep
8 days
25 More information Reserve for 1,000€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 19 Sep to 26 Sep (2026)
19 Sep
8 days
25 More information Reserve for 1,000€
Half Board Gulet Holiday from Rhodes
From 19 Sep to 26 Sep (2026)
19 Sep
8 days
24 More information Reserve for 1,170€
Mykonos Party & Relaxation Yacht Cabin Charter
From 26 Sep to 3 Oct (2026)
26 Sep
8 days
46 More information Reserve for 850€
Corfu Ionian Sightseeing & Relaxation Yacht Cabin Charter
From 26 Sep to 3 Oct (2026)
26 Sep
8 days
25 More information Reserve for 1,000€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 26 Sep to 3 Oct (2026)
26 Sep
8 days
25 More information Reserve for 1,100€
Half Board Gulet Holiday from Rhodes
From 26 Sep to 3 Oct (2026)
26 Sep
8 days
24 More information Reserve for 1,170€
Show all dates
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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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