Totally recommended experience





Dare to be different! Get ready for the ultimate sailing experience in the most beautiful place on Earth! Get on board and your Caldera private cruise begins. Be ready to soak up the brilliant colors of the sea in its most dazzling form. Arrange a private day or sunset cruise or a full day in the Caldera of Santorini and discover the beauty of the Aegean Sea in a completely different way, relax and enjoy the sun and the sea-breeze. Escape to another island! With up to 6000 islands, Greece is the perfect place for a full day or a multi-day sailing adventure. Choose the islands you wish to visit and leave the rest on the Caldera Yachting team. One of our suggestions is Anafi, the closest island to Santorini. Ios is another option for a full day trip, only 22 miles from Santorini and Folegandros one of the most peaceful islands in Cyclades, with its untouched piece of true Greece and exotic beaches.
Prices change with the date; the lowest is shown.
In demand: 18 of the next 44 departures are already sold out.
From the operator’s live schedule on Viator, checked Oct 20.
The cruise starts and ends at the port of Vlychada, in the southern part of Santorini
Swim and snorkel close to the red beach
White beach is one of the most private beaches in Santorini, accessible only by boat. It will impress you with its crystal blue waters and white rocks.Take some photos and enjo the view
Sail past the 19th-century venetian Lighthouse in Akrotiri is standing on the edge of the high cliff. It is considered one of the best and most beautiful lighthouses in Cyclades and one of the oldest in Greece.
Sail past the rocky Black Mountain and the Indian Rock
Swim and snorkel at the hot springs of the Volcano, the warm sulphurous waters are known for their therapeutic benefits.
Sail past the Plea Kameni
We sail around the Volcano
Enjoy the sun and the crystal-clear waters of Thirassia island, put some goggles on and dive in!
Pick you up from all the hotels in Santorini We will contact you 24h prior to the cruise to define the pick up time and point
Reviews collected by Viator and Tripadvisor
For a full refund, cancel at least 24 hours before the scheduled departure time.
Santorini Caldera Private Sailing Boat Cruise lasts about 5 hours. The itinerary has 9 stops.
Prices start at $916 per person for this Santorini experience, booked through Viator with the price shown before checkout. There are 2 booking options, so the final price depends on the option you choose.
According to the operator’s current schedule, it runs every day, starting at 10:00 AM, 10:30 AM, 3:00 PM, and 3:30 PM.
It can: 18 of the next 44 departures are already sold out, so booking ahead is a good idea.
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
Yes, pickup is offered. Pick you up from all the hotels in Santorini We will contact you 24h prior to the cruise to define the pick up time and point Pickup points include Gold Suites, 9 Muses Santorini Resort.
The experience is available in EN.
It is a private experience: only your party takes part. Up to 4 travellers can book together.
Specialized infant seats are available
Yes, bookings are confirmed instantly.
Travellers rate it 4.9 out of 5 across 58 reviews on Viator and Tripadvisor; it is run by Caldera Yachting Santorini.
Reviews collected by Viator and Tripadvisor
Totally recommended experience
We had a great time sailing at sunset. I would especially recommend this if you actually like to do some sailing. The captain/crew were very knowledgeable and friendly. They prepared a great dinner for us as well. Great experience!
Thank you so much for the fantastic review! We are delighted to hear that you had such a great time on our sunset cruise. As passionate sailors ourselves, we're especially thrilled that you enjoyed the authentic sailing experience! Thank you for choosing Caldera Yachting, and we hope to welcome you back on board for another sail in the future!
Our two families just returned from a week sailing the Cyclades on the Golden Star (Caldera Yachting) and it was hands down the best trip we’ve ever taken. We traveled with our 10 and 12-year-olds, and our crew, Captain Ilias and Georgia, were just absolutely fantastic with them and made the whole experience unforgettable. Having Georgia on board was a total game-changer. She made two huge, delicious meals a day using all fresh, local ingredients. We had two pescatarians in our group and she accommodated them perfectly with things like shrimp pasta, baked mussels, and amazing whole roasted fish. It was so nice not having to stress about where to eat—we could just enjoy the islands and come back to a home-cooked family-style meal on the deck. Captain Ilias really knows his stuff. He taught us so much about the area, the geology, and sailing, but what we appreciated most was how he adjusted the trip based on the weather. When the water got rough one day, he used his network of other captains to find a safe spot at a tiny fishing port in Naxos. We ended up at this amazing little farm-to-table taverna where the kids ate local lamb and we could literally see the sheep grazing right by the patio. Ilias also gave us great advice on land. He told us to take the bus up to the Chora in Ios, which had exactly the white-washed, bougainvillea-filled, cat-friendly Greek alleys we were hoping for. Antiparos town was another favorite stop just for wandering around the beautiful shops and streets. The kids' absolute favorite part was when Ilias anchored near Paros, took us out on the tender, and brought us to an uninhabited island. We had a pristine beach completely to ourselves for the afternoon just to swim and jump off the boat. If you are thinking about doing a family charter in Greece, definitely request the Golden Star with Ilias and Georgia. We are already trying to figure out when we can go back!
Thank you for such a thoughtful and generous review! Reading about your family's experience on board the Golden Star was truly a pleasure. We're so pleased that Captain Ilias and Georgia helped create a journey filled with wonderful moments, from sharing local flavours and hidden gems to finding those special places that make sailing the Cyclades so unique. We'll be sure to pass along your kind words to them—they'll be delighted to know they made such a lasting impression. Thank you for choosing to sail with us!
We enjoyed a private 5 hour sunset dinner cruise for our family of four. Our Caldera catamaran “FREEDOM” with Captain Nikos and 1st Mate Dimitri were incredibly hospitable and accommodating. The boat was impeccably clean and spacious for the four of us. We made stops to swim by red beach, white beach, and moored along a private beach cove for a deliciously prepared dinner which included grilled Sea Bream, chicken, rice, Greek salad, tzatziki , hummus, baba ghanoush, and local wine…all delicious! This was the pinnacle of our 10 day vacation across Athens, Mykonos, and Santorini. When we return we’ll be sure to do it again with them (only).
Thank you for sharing such a wonderful memory from your time in Santorini! We’re delighted to hear that your private cruise aboard Freedom was such a special part of your journey. Captain Nikos and Dimitris will be happy to know their hospitality helped make your experience unforgettable. We truly appreciate your kind words!
Unique experience onboard Ocean King with Constantinos and Corina who were the perfect hosts! Check in was a bit chaotic but once onboard the peace descended and we really felt the benefit of a private yacht. The tour, the scenery, the history were all perfect. We stopped a couple of places to swim and snorkel then had incredible food moored up in the Caldera. Sailing back they put up the sails including a huge spinnaker which finished off this very special experience!
Thank you for sharing such a detailed review. We’re glad to hear that once on board Ocean King, you were able to relax and enjoy the atmosphere of a private yacht experience. It’s wonderful to know that Constantinos and Corina helped make your day special, and that you enjoyed the scenery, swimming stops, food, and the sailing experience through the Caldera. We appreciate your feedback and are grateful you chose to spend this memorable day with us.
Very beautiful day on a boat with 10 people: the Medusa 🥰. I recommend it for the snorkeling stops, the traditional meal, the good atmosphere, and the decor.
Thank you for sharing your experience! We’re happy to hear you enjoyed your day aboard Medusa, from the snorkeling stops and traditional meal to the friendly atmosphere and beautiful surroundings. We truly appreciate your recommendation and are glad you had such a lovely time with us.
Amazing time! The food was wonderful l..the whole crew was fantastic..the best day in Santorini/ Thera..recommend 10/10
Thank you so much for your wonderful review! We’re truly happy to hear you had such an amazing time on board and enjoyed the food and the crew’s service. It means a lot to know it was your best day in Santorini! We really appreciate your recommendation.
I must say that this was an absolutely incredible experience . Beginning with the amazing and beautiful boat to the staff Captain Savvina and the assistant Annie. The dinner and the presentation were 5 stars across the board. The amazing sights and the sunset were breathtaking. My wife and I are completely satisfied with everything. Thank you again for an awesome evening!
Thank you for sharing your positive feedback! It was our pleasure having you on board
My husband and I booked a private catamaran just the two of us. It was a great time with beautiful weather and an amazing sunset. We were on the S/Y Atlantis. Great crew! Thank you for everything.
We really appreciate your review as well as your kind words!
Boat panorama Word BBQ girl. Xrysa its was such a fantastic expérience ! !!!!
Thank you for your kind words and for you review!
| Tour | Duration | Rating | Price | |
|---|---|---|---|---|
Santorini Caldera Private Sailing Boat Cruise | 5 hours | 4.9 (58) | $916 | |
Santorini Caldera Sunset Sailing Cruise with Dinner and Wine | 6 hours | 4.5 (239) | $92 | View |
Santorini: Caldera Classic Semi-Private Cruise with BBQ & Drinks | 5 hours | 4.9 (90) | $109 | View |
Santorini Caldera Sailing Tour with BBQ Lunch and Drinks | 5 hours | 4.9 (345) | $217 | View |
Morning Caldera Sailing Cruise | 5 hours | 5.0 (39) | $143 | View |
Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks | 5 hours | 4.5 (1,231) | $86 | View |
Santorini Catamaran Cruise – 5-Hour Private Sailing Experience | 5 hours | 5.0 (52) | $601 | View |