Thalassa Sailing

Thalassa Sailing Daily and private sailing cruises around the Santorini caldera. Enjoy our delicious “meze” and sip renowned Santorini wine.

For those adventurous souls seeking an authentic connection to the unique history of the volcanic island of Santorini, we sail off into the deep blue waters on our cruise featuring stunning and breathtaking views of the water-filled caldera and the golden sun sinking into the sea. Dive into crystal clear blue waters and lough with newfound friends as the fascinating shoreline of the island slips by the side of the boat.

Mind the gaps. They are full of Sunset 🌅
22/08/2026

Mind the gaps. They are full of Sunset 🌅

Oia’ s Castle on the top serving its purpose: watching out for possible pirate invasions.Beware! Pirates Are Coming ⚓️ ...
11/08/2026

Oia’ s Castle on the top serving its purpose: watching out for possible pirate invasions.
Beware! Pirates Are Coming ⚓️

Sunkissed
10/07/2026

Sunkissed

Nothing beats sunset’s orange
30/05/2026

Nothing beats sunset’s orange

Sky above, sea below, sailing in between
14/09/2025

Sky above, sea below, sailing in between

06/08/2025

Dakoutros Travel is...

🛳 Ferries/Air Tickets
🛌 Accommodation
🌋 Sea Excursions
⛵ Catamaran Cruises
🚐 Tours
🏄‍♀️ Activities
🍷 Experiences
📸 Services
..and so many more!

Contact us for anything you need on or off Santorini island.
👉 http://bit.ly/4m4qgY1

It takes two to pirate tango ☠️⚓️
29/07/2025



It takes two to pirate tango ☠️⚓️

11/07/2025

~Αlways be yourself. Unless you can be a pirate. Then always be a pirate ⚓️~
10/07/2025



~Αlways be yourself. Unless you can be a pirate. Then always be a pirate ⚓️~

The right boat can elevate the sailing vibe
29/06/2025

The right boat can elevate the sailing vibe

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Fira
Firá
84700

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