WELCOME TO BARBAROSSA SAILING
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.
A Few Words From The Owner
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.
Join our happy customers
Maxine M
Nov 2024 • Couples
The captain was great and he gave us a lot of interesting history of the island. The sailboat was excellent. The lunch they served
Alejandro Lovera
We had a great time, honest and fun, impeccable service and if you want to see some fine sights with personalized service this is your
missaditi11
Aug 2024 • Solo
I did the sunset tour. What an amazing time! Not only is the place beautiful, the tour was so relaxing and I felt like I was on a
Krista Lachapelle
What an amazing experience away from the crowds and out on the sea! The hosts were very friendly and knowledgeable and really
WELCOME TO BARBAROSSA SAILING
Private and Small-Group tours.
Small Group cruise
Santorini Small Group Sailing Cruise - Maximum 10 Guests
Pay cash, save €10 each.
€125*/person
Discover the beauty of Santorini on an authentic small-group sailing cruise with barbarossa sailing.
Enjoy a relaxed and personal experience aboard our beautiful 51-foot sailing yachts, with maximum 10 guests onboard.
swim and snorkel in crystal-clear waters, explore secluded spots accessible only by boat, and admire Santorini’s spectacular volcanic coastline away from the crowds.
Enjoy delicious food, refreshing drinks, and warm Greek hospitality while our experienced crew takes care of everything.
And when the sun begins to set, experience something truly special. while most cruise boats gather in the same crowded sunset spots, we prefer peaceful, secluded locations where you can admire Santorini,s magical sunset without other boats surrounding you ( whenever weather conditions allow).
Just the sea, the colors of the sky and the unforgettable feeling of being somewhere truly special.
With fewer guests, space to relax and flexible itinerary depending on the weather conditions, every cruise feels like sailing with friends rather than joining a crowded tourist excursion.
Small group. Big experience. Unforgettable Santorini.
Special Offer
Special offer for: 01/11/2026 – 01/03/2027
Only 85 €*/person.
Don’t miss out
Contact us now to book your tour
Book Now
Santorini 5-Hour Private Sailing Cruise.
Discover Santorini from the sea on an unforgettable 5-hour private sailing experience with Barbarossa sailing.
Enjoy the freedom and comfort of having our beautiful 51-foot sailing yacht exclusively for you and your loved ones, away from crowded tourist boats.
Swim and snorkel in crystal-clear waters, explore beautiful secluded spots and admire Santorini's breathtaking volcanic coastline from a completely different perspective.
Relax on deck, enjoy delicious food, refreshing drinks and genuine Greek hospitality while our experienced crew takes care of every detail.
Choose your perfect sailing experience. Enjoy a refreshing morning cruise under the Mediterranean sun, or choose an afternoon departure and end your journey with Santorini's legendary sunset.
For your sunset cruises, we prefer peaceful, secluded locations away from the crowded spots where most boats gather (whenever weather conditions allow). Just you, your loved ones, the open sea and the magical colors of the setting sun.
Your private cruise can be tailored to your preferences, always taking weather and sea conditions into consideration.
Whether you're celebrating a special occasion, enjoying a romantic escape or spending quality time with family and friends, this is your opportunity to experience the true beauty of Santorini at your own pace.
Your yacht. Your people. Your Santorini experience.
€1000*/cruise
Up to 4 persons 1000 Euro each additional person 110 Euro
*10% discount if payment is in cash
Contact Us
Full-day tour private sailing tour
Full-Day 10 Hour Private Sailing Cruise
€1600*/cruise(4p)
A full-day private sailing experience, designed for guests who want to discover the island away from the crowds. Swim and snorkel in crystal-clear waters, explore secluded beaches and places accessible only by boat, and enjoy drinks, fresh fruit and two meals on board. We take our time choosing the best spots according to the weather and your preferences, before ending the day with an unforgettable Santorini sunset in a peaceful and private setting.
*10% discount if payment is in cash
Contact Us