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Greece Sailing Tours.

Visit destinations like Athens, Santorini, Delphi, Meteora, Mykonos, Olympia.

Beautiful, ancient, mythological and warm Greece. From past history with Acropolis, Delphi and Olympia till today's times with great islands like Santorini, Corfu, Mykonos, Rhodes and Crete, sailing, blue waters, romantic Greek weddings and white/blue buildings and boats. The combination of old and new plus the excellent food and friendly people make for a memorable vacation.

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Sailing trips are for friends of the water.

If you really enjoy the water – and can swim – you can consider a sailing tour. Sailing boats come in different sizes and comfort levels from antique ships to private yachts, luxury schooners and gigantic clippers. Usually you will sleep on board and active participation with sail setting is common.


Yachting vacations offer similar experiences, but without the sail. Small ships with 8 to 20 people will take to you great pla es on the water and ashore. There is no work to be done, so just enjoy the ride!

Top Destinations in Greece.

Below are our most visited cities, destinations and national parks in Greece. Click on the city for more details of the destination.

Mykonos

Mykonos (10)

Mykonos is also called The island of the Winds. This may explain the presence of windmills. It is also a busy party island.

Santorini

Santorini (8)

Santorini is probably the most famous island in the southern Aegean Sea and is the remnant of a volcanic caldera. It is very picturesque and very well-visited by tourists.

Athens

Athens (4)

Athens is the capital of Greece. The city center is dominated by the Acropolis, temple ruins from the 5th century.

Crete

Crete (1)

Crete (Kreta or Kriti) is the largest and most populous of the Greek islands. Capital is Heraklion.

Rhodes

Rhodes (1)

Rhodes was famous worldwide for the Colossus of Rhodes, one of the Seven Wonders of the Ancient World. It collapsed due to an earthquake and was never re-built. The Medieval Old Town of the City of Rhodes has been declared a World Heritage Site.

Zakynthos

Zakynthos (1)

The island Zakynthos is a tourist destination with nickname "the Flower of the Levant".

 

Search and compare Sailing Tours in Greece. Book at the tour operator.

We have 3 tour operators that conduct 13 group tours and private tours in Greece with duration 8 - 15 Days and rates starting at USD 995.

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Greece
Travel Style:
Sailing Tours
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  • globe International Operators (13)

All 4 International Tours and Cruises

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Sailing the Ionian Islands (Encounters Travel)Google Map: Sailing the Ionian Islands

Sailing the Ionian Islands

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Group Tour

This 8-day sailing trip will take you a seabound adventure, through the idyllic Ionian Islands, known for their green landscapes and small, secluded bays and coves. During your trip, you'll travel onboard one of our traditional gulets, spending the week at sea with stops in Sivota, Parga, Paxos and ...

From/To
Corfu (Round Trip)
Countries
Greece
Operator
Activities
tour category: Divingtour category: Boattour category: Some bicycling is possibletour category: Sailing
Duration
8 Days
Starting at
USD 995
Operator

Starting at

USD 995

8 Days
Next Departure
02-May-2026
09-May-2026
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Dodecanese Sailing Explorer (Encounters Travel)

Dodecanese Sailing Explorer

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Group Tour

Explore Rhodes, Symi, Tilos & Chalki on an 8-day gulet cruise. Swim in turquoise bays, visit historic monasteries, and wander medieval streets. A perfect mix of Greek culture and relaxation

From/To
Rhodes (Round Trip)
Countries
Greece
Operator
Activities
tour category: Divingtour category: Boattour category: Sailingtour category: Walking
Duration
8 Days
Starting at
USD 1,195
Operator

Starting at

USD 1,195

8 Days
Next Departure
02-May-2026
09-May-2026
 
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Sailing Greece - Athens to Mykonos (G Adventures)Google Map: Sailing Greece - Athens to Mykonos

Sailing Greece - Athens to Mykonos

preview
Group Tour

Our all-new, state-of-the-art 57 ft yachts are the perfect way to see some of the most beautiful islands in the world. This eight-day adventure takes you from the Greek capital, Athens to the famous island of Mykonos. Relax in the sun or try your hand at sailing as your experienced skipper guides yo...

From/To
Athens ⇒ Mykonos
Countries
Greece
Operator
Activities
tour category: Boattour category: Sailing

Tour Variations:

Sailing Greece - Mykonos to Athens (8 Days)
Sailing Greece - Santorini to Mykonos (8 Days)
Sailing Greece - Mykonos to Santorini (8 Days)
Sailing Greece - Mykonos to Mykonos (10 Days)
More... (3)
Duration
8 Days
Starting at
USD 1,649
Operator

Starting at

USD 1,649

8 Days
Next Departure
02-May-2026
16-May-20264+
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Greece Sailing Adventure: Cyclades Islands (Intrepid)Google Map: Greece Sailing Adventure: Cyclades Islands

Greece Sailing Adventure: Cyclades Islands

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Group Tour

Fulfil your dreams of sailing the Greek Islands on a ten-day seafaring adventure around the renowned Cyclades. Setting off from Santorini, cruise the Aegean Sea in search of ancient towns, secluded coves and holiday hotspots like Mykonos and Paxos. Throw in some freshly caught seafood, local wines a...

From/To
Santorini (Round Trip)
Countries
Greece
Operator
Activities
tour category: Fishingtour category: Boattour category: Sailingtour category: Walking

Tour Variations:

Greece Sailing Adventure: Kefalonia to Corfu (8 Days)
Greece Sailing Adventure: Corfu to Kefalonia (8 Days)
Duration
10 Days
Starting at
USD 2,555
Operator

Starting at

USD 2,555

10 Days
Next Departure
02-May-2026
22-May-2026