Private and Small-Group tours.

Captain Mario and his crews will make you feel as comfortable as at home and will give you all the information about the island of Santorini.
Come on-board and let us show you the secrets of our Santorini from another point of view. Sail through the volcanic waters and experience the unique feeling by swimming in the hot springs.

TripAdvisor and Customer Certified.

We are number one sailing tour in Oia-Santorini with many awards of excellence on Tripadvisor. This is the result of our continuous effort, for which our guests keep rewarding us.


Ahoy there!
I am Captain Mario, the owner of Barbarossa Sailing and I started my contact with the sea before I was even born! As a descendant of a sailors' family originating from Skopelos, a small beautiful island of the Sporades complex, my fate was predetermined, I could become nothing but a sailor... Following the path of my great grandfather who was a fisherman, of my grandfather who was a captain on cargo ships as well as of my father and uncles who worked as engineers on tanker ships, I started my sailing steps at the age of 8 years old by sailing small "optimist" boats at the sailing club of the island. Since those times I have never left the sea. As I was growing older, I worked for many years as a skipper on sailing boats travelling all over the greek islands feeling proud to present my country to the people visiting us and giving them reasons to rembember their time spent here and return. When the time arrived in 1999 I progressed to starting my own business and I acquired my first sailing boat. All these years I never got tired of sailing and giving my guests the best of myself. In 2014 I moved my business in Santorini, one of the most beautiful and unique islands of the world! Myself and my crews would be honoured and pleased to have you on board and transmit to you our knowledge and experience of this marvellous place we really love.

The Five Hour Sailing Cruise

The beginning and the end of the tour is Ammoudi bay, the small picturesque red port of Oia.
We will visit the Island of Therassia, the old port of Fira, Skaros Rock, the Hot Springs and other hidden gems of the caldera that you can approach only by boat, as we always try to avoid as much as possible the crowded places that the other boats go to.
We make three stops for a swim during the daytime tour and two during the sunset tour and to do so we choose to sail a flexible route depending on the weather conditions to avoid unpleasant situations for our guests.
During the tour our crews will serve you fruit, a delicious meal cooked on board and will keep your glasses full with unlimited white wine, beer or soft drinks.
Sail like pirates and be treated like kings!!!

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*** CONTACT US to book your tour ***

Small Group

From the 1st March - 31st May and 16th October - 30th November €135.00 per person

(special discount 10 euros p/p if paid in cash)

From the 1st June - 15th October €150.00 per person

(special discount 10 euros p/p if paid in cash)


Up to 4 persons €1000.00
each additional person €110.00

(10% discount if paid in cash)


From the 1st March - 31st May and 16th October - 30th November Up to 6 persons €2.000.00
each additional person €150.00

(10% discount if paid in cash)

From the 1st June - 15th October Up to 6 persons €2.200.00
each additional person €150.00

(10% discount if paid in cash)



What People Are Saying.

  • At first, we thought of doing the Catamaran, however this clearly trumps that. Best decision we ever made. The water was blue and cool! The views were breathtaking... Captain Mario and his staff were the friendliest people I’ve met in Greece!
    Thank you for the Experience.

    Highlight of the trip
  • We were pleasently surprised by this boat trip with Barbarossa! Mario and Maria tell you the history of the Island and every other thing you want to know. They give you the best views and very yummy food. It was nice to swim in the hot springs and to see the Island from the water. The best thing to do if you're in Santorini!

    Unique sailing experience with Mario
  • Highly Recommend! This tour was incredible!! The captain and the host treat you with the utmost respect and serve you anything that you need. Overall this was the number one experience of my life and it is a must do with Captain Barbarossa!
    The hot springs were magical!

    Best way to see Santorini
  • Amazing experience with these two.They were really nice, prepared for us excellent homemade food and take care of us
    It was just the right amount of stories about the history of the island.
    Thank you so much for the amazing day!

  • We booked the sunset boat trip.
    The best boat trip we have been on.
    Lunch was amazing, all inclusive drinks were good.
    The trip was beautiful! The guys sailing the boat were brilliant.
    Highly recommended!

    Fantastic day
  • We had a wonderful trip. With only eight guests, plus the crew, this is a wonderful way to meet people. We did cliff diving, swimming, sailing and swam in the volcanic hot springs.
    The food was delicious.
    Plenty of wine and beer.

    Highly recommended
  • My daughter and I did the daytime excursion and
    it was really fabulous!
    Love Captain Mario and first mate Maya...
    so knowledgeable and welcoming!
    The food and wine were super! Well worth it!

    A fantastic trip!