Santorini Caldera Private Sailing Boat Cruise
Overview
Available languages
5 hours
Mobile ticket
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.
Additional Info
Service animals allowed
Public transportation options are available nearby
Specialized infant seats are available
Suitable for all physical fitness levels
What To Expect
Vlychada Beach
The cruise starts and ends at the port of Vlychada, in the southern part of Santorini
Red Beach
Swim and snorkel close to the red beach
Options
Morning Cruise
Pickup included
Sunset Cruise
Pickup included
What‘s Included
Transportation from/to your residence in Santorini with an a/c van
Open bar with local white wine, beer, soft beverages
Tour escort/host
Welcome drink
Info about Santorini during the cruise
Special arrangements upon request (flowers, cake, champagne, etc.)
Use of Snorkeling equipment/ Towels/ Swimming aids
Lunch/ dinner with BBQ & seafood (vegetarian menu upon request)
Gratitudes
Pickup points
Select a pickup point
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews
52 reviews
Total reviews and rating from Viator & Tripadvisor
Amazing trip
Dreamer62367100549,Jun 24, 2026
- Review from Tripadvisor
5.00Amazing time! The food was wonderful l..the whole crew was fantastic..the best day in Santorini/ Thera..recommend 10/10
Amazing experience
5startraveler2018,May 27, 2026
- Review from Tripadvisor
5.00I 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!
Great evening/ sunset cruise!
C1371GBchelseah,May 18, 2026
- Review from Tripadvisor
5.00My 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.
Great !
karinaS3774KV,May 10, 2026
- Review from Tripadvisor
5.00Boat panorama Word BBQ girl. Xrysa its was such a fantastic expérience ! !!!!
Best crew and best experience
Y6321UBsandram,Oct 31, 2025
- Review from Tripadvisor
5.00This was our first sail in Santorini and it couldn’t have been better. The crew was fantastic and the views were unimaginably spectacular. Thank you guys for Laing my birthday so special !!! Love from Cuba and Jamaica 🙏🏼🙏🏼
Sailing and lunch with a side of snorkeling and swimming
Danna S,Sep 11, 2025
- Review from Viator
5.00From pick up to drop off it was perfect. Constantine and Karina had the best meal made for us of shrimp mussels salad chicken sausage bread the best appetizer bevies and yogurt with sour cherries. The swim/snorkle areas phenomenal. They shared their knowledge along the way. I would highly recommend. We did 10 am trip.
Trip of a lifetime!
isabel l,Sep 11, 2025
- Review from Viator
5.00Trip of a lifetime! Captain Constantine and 1st mate Karina gave us a most wonderful experience. We were picked up at our hotel by Tony in a beautiful Mercedes and transported to the port and our sailing yacht. Taking a private charter for the four of us was the way to go. We had such personalized service that was first rate. We had a beautiful cruise around the caldera to our first swimming spot. Constantine threw some bread in the water to bring the fish out and we were then able to jump in and snorkel or swim. The sailboat was pretty easy to get in and out of even for someone with a bad knee! While we were swimming, Constantine and Karina prepared our lunch. This was much more gourmet than we expected. Grape leaves, mussels with a lemon sauce, Greek salad, grilled chicken and sausage, shrimp saganaki, wine, beer soft drinks… This was not a typical Bbq lunch but a great spread. After lunch we sailed to our next spot and Constantine was able to put the sail up for a short time and that was a treat. Diving into the water again, we had another great swim in the Aegean Sea. I cannot recommend this private tour highly enough!!!! We’ve been on snorkeling trips before in the Caribbean but this was beyond expectations. Constantine and Karina were the perfect pair on our cruise. I loved talking to Karina about her continuing education and her experience in medical school. If you are in Santorini BOOK THIS PRIVATE SAILING CRUISE.
Nice private sunset cruise with Capt Constantinos
hvnair,Sep 1, 2025
- Review from Tripadvisor
5.00Chartered a private boat trip for 2 with Caldera Yachting. Felt super premium starting with the pick up. Captain Constantinos and his aide Corina were great company. The sail boat, Ocean King, was prepared in good condition. We didn’t actually hoist sails because wind was light, so it was all motor boating (but the tour operator can’t create the wind, and nobody else was setting sail). It was a nice sunny day in exchange. The food was excellent - chicken, prawns, pasta, fava beans, yummy. We opted for a private sail boat rather than Catamaran for two, as cat would have been too large. Sailboat gave us privacy both on main deck , while when we wanted to engage with the captain, we could easily find him on the bridge deck. Caldera yachting were really service focused, so would recommend them highly for anybody who wants to be on the water. Don’t miss the sunset option!
Amazing sunset cruise
Chris T,Aug 26, 2025
- Review from Tripadvisor
5.00Amazing experience, the scenery is incredible and the food and staff lived up to the setting. 10/10 recommend doing this
Caldera Yachting Private Tour
Therealvalerie,Aug 25, 2025
- Review from Tripadvisor
5.00What a magical experience we had today! Our wonderful crew Nikos and Xrisa, along with Captain Akis went above and beyond to care for us and provide a once in a lifetime experience! From the swimming locations carefully selected to cater for our kids to the mouthwatering food loving prepared for us by Xrisa and Nikos - everything was absolute perfection. The boat "infinity" was gorgeous and comfortable and very well maintained. We all had such an amazing time!! Thank you so much to Captain Akis, Nikos and Xrisa for the wonderful hospitality! Highly recommended and surely an unforgettable experience!
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Operated by Caldera Yachting Santorini