Welcome to Captain Cosmas Santorini Sail Cruises

Join a relaxing, trouble-free sailing day in Santorini


Santorini sail company, aims to offer you another view of unexplored parts of Santorini's Caldera! Making it different from other excursions.
On our daily cruises we explore all the other places that others pass by, and in so giving our clients an alternative view of Santorini's unique Caldera.

Captain Cosmas

About us !

Santorini sail company, aims to offer you another view of unexplored parts of Santorinis Caldera, making it different from other excursions.
On our daily cruises we explore all the other places that others pass by, and in so giving our clients an alternative view of
Santorinis unique Caldera. Cpt Cosmas and his wife Stamatina are expert skippers and love sailing and sharing the experience with others. We have been sailing for many years. You can trust our unique services, advices and offers ! Captain Cosmas has been boating for over 25 years and holds a current Hellenic Ministry of mercantile marine Captain irrespective of tonnage certificate with Sail Endorsement.

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Santorini (Greek: Σαντορίνη, pronounced [sandoˈrini]), classically Thera /ˈθɪrə/, and officially Thira (Greek: Θήρα [ˈθira]); is an island in the southern Aegean Sea, about 200 km (120 mi) southeast of Greece's mainland. It is the largest island of a small, circular archipelago which bears the same name and is the remnant of a volcanic caldera. It forms the southernmost member of the Cyclades group of islands, with an area of approximately 73 km2 (28 sq mi) and a 2011 census population of 15,550. The municipality of Santorini comprises the inhabited islands of Santorini and Therasia and the uninhabited islands of Nea Kameni, Palaia Kameni, Aspronisi, and Christiana. The total land area is 90.623 km2 (34.990 sq mi). Santorini is part of the Thira regional unit.


The Boat

Our luxury sailing yacht Europe, a 51,2 f. ocean star, is among the safest vessels in the world, and of the highest quality and standards.
Ease of handling is ensured as all controls and winches are placed within easy reach of the helmsman, whilst spray protection is provided by a fold away spray hood and a bimini top covering the entire cockpit to protect guests from the sun. The in mast furling is standard, while the teak decks add to its sense of class. Standard equipment includes the roller furling system, the lead fin keel, throttle, fuel tank indicators and switches panel board in the helmsman seat. Furthermore, there are self tailing winches, sparcraft boom-vang with hydraulic piston and goiot aluminum toe rails with 6 fairleads.

Sy Europe boat

Cruises !

The boat is available for daily cruises to the nearby Islands on request !


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Five Hour Morning and Evening Sail Cruise

The trip starts from Ammoudi , the small port of Oia and heads towards the "cave church" of Saint Nicolas, which is on the rocks of the caldera, for our first swim ! Then we start a "circle" trip in the heart of Santorini's Caldera which includes the Island or Thirassia for another swim and snacks !! We then continue the cruise to the Volcano and famous Hot Springs at the middle of the Caldera for a swim with temperatures between 37 - 40C, and enjoy our meal there! After all that we sail close to the cliffs of Santorini and enjoy the view of Fira, and Imerovigli from the sea while heading back the the port of Ammoudi! .

Semi-Private Cruise ( sharing ) 125.00p/p euro up to 10 people max.
Private cruise - On Request.
Price includes -Traditional Santorini appetizers, Meals, Beverages.
Transfers, available on request !

Full Day Cruise around Santorini

The cruise starts from Amoudi in Oia at 11.00 am to Korfos in Thirasia Island where we will stop for a while to take pictures and see the Island. We will then continue and pass by the Cape Tripity and on to Aspronisi . After the swim at the unique limestone beach of the island, we will move on to our next destination. We make our way to the Red Beach which is the known to be the best place for swim on the entire island, due to the crystal clear waters and the amazing scenery. Then on to the White Beach for a close pass at this incredible place! Wee start our return to the caldera of Santorini, and pass very close to the Venetian lighthouse and at the cape and after on to the Old port of Santorini and the town of Fira, Imerovigli and Firostefani. The cruise continues very close to the cliffs of the caldera the "seal's cave", at the narrowest point of the island the church of "Seven Children" that is built into a cave on the shoreline . Passing by the fisherman’s town of Armeni we will admire the church of Agios Nikolaos, (Saint Nicholas) which is built upon a rock Island close to Oia. The cruise will end after the world famous sunset of Oia at the small port of Amoudi where we started our cruise.

Private full day cruise - On Request.
Price includes; Traditional Santorini appetizers, Meals, Beverages.
Free transfers, from and to your hotel !


What People Are Saying.

  • The best boat trip experience on Santorin! Cosmas is a really nice captain, you get really nice food, drinks and nice music. The best day of our holiday so far! Make sure you don't miss out on this experience, it's so worth it!

    This experience is so worth it!
  • Do not miss this sailing experience before you leave Santorini! The highlight of our holiday! Captain Kosmas and his son Kyriakos made this an amazing experience. They took us around To the best spots to swim and enjoy the view. Music, food and drinks on board were really nice.

    Best Boat Trip in Santorini
  • Amazing time with captain cosmos!! We took a swim in unique places, close to island Thirasia and the volcano islands. We had tasteful dinner and watched the sunset along with beautiful music on the boat. We would do it again next year!

    A cruise you can’t miss!
  • Booked this boat trip late and was a little dubious with the pictures and marketing not as polished as other company’s but how wrong i was. Boat was small but amazing character woth a family feel as run by father and soon.

    Great day with amazing food
  • Excellent sailing trip yesterday, we got to see and learn about all of the islands and swim into the hot springs. Great food and hospitality! I would definitely go on this trip again if I returned to Santorini.

    Excellent trip, food, hospitality
  • Everything was perfect with this cruise. The sailing boat was amazing, the captain was a fantastic person, who made us feel really safe with his experience. The stops where we swam were really unique.

    The best island experience
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