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Santorini Caldera Private Sailing Boat Cruise: Uncover the Vibrant Colors of the Aegean Sea
4.8
48 Ratings
Vlychada
Uncover the vibrant colors of the Aegean Sea on a private sailing boat cruise in Santorini Caldera. Dare to be different and escape to another island for a full day or multi-day adventure.
Uncover the vibrant colors of the Aegean Sea on a private sailing boat cruise in Santorini Caldera. Dare to be different and escape to another island for a full day or multi-day adventure.
Duration:
5 hours
Cancellation:
24 hours
Highlights
- 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
- White 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…
- 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
- White 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
- Lighthouse - 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.
- Mesa Pigadia Beach - Sail past the rocky Black Mountain and the Indian Rock
- Nea Kameni - Swim and snorkel at the hot springs of the Volcano, the warm sulphurous waters are known for their therapeutic benefits.
- Palea Kameni - Sail past the Plea Kameni
- Santorini Volcano - We sail around the Volcano
- Therasia - Enjoy the sun and the crystal-clear waters of Thirassia island, put some goggles on and dive in!
What's Included
- Round-trip transportation with an air-conditioned van
- Open bar with wine, beer, and soft drinks
- Dedicated tour escort/host
- Snorkeling gear, towels, and swimming aids included
- Meals featuring BBQ & seafood, vegetarian options available
- Guidance on Santorini’s attractions during the cruise
- Customizable special requests (flowers, cake, champagne, etc.)
- Round-trip transportation with an air-conditioned van
- Open bar with wine, beer, and soft drinks
- Dedicated tour escort/host
- Snorkeling gear, towels, and swimming aids included
- Meals featuring BBQ & seafood, vegetarian options available
- Guidance on Santorini’s attractions during the cruise
- Customizable special requests (flowers, cake, champagne, etc.)
What's Not Included
- Gratitudes
- Gratitudes
Additional Information
Stand out from the crowd! Prepare yourself for an unmatched marine journey in the most picturesque spot on the globe! Hop aboard and your private Caldera cruise kicks off. Be prepared for absorbing the vivid hues of the ocean in its most radiant splendor. Schedule a private daytime or sunset sail or a full day in Santorini’s Caldera and experience the…
Stand out from the crowd! Prepare yourself for an unmatched marine journey in the most picturesque spot on the globe! Hop aboard and your private Caldera cruise kicks off. Be prepared for absorbing the vivid hues of the ocean in its most radiant splendor. Schedule a private daytime or sunset sail or a full day in Santorini’s Caldera and experience the allure of the Aegean Sea in an utterly unique manner, unwind and relish the sunlight and the ocean breeze.
Venture to a different island!
With a total of up to 6000 islands, Greece provides the ideal setting for a day-long or several days long sailing escapade. Pick the islands you’d like to explore and entrust the remainder to the Caldera Yachting crew.
We recommend visiting Anafi, the island nearest to Santorini.
Ios is another alternative for a day-long excursion, situated only 22 miles from Santorini and
Folegandros, one of the calmest islands in the Cyclades, is a serene slice of authentic Greece, boasting exotic shorelines.
Location
Vlychada Beach
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.8
(48 Ratings)
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Danna_s
Sep 11, 2025
Sailing and lunch with a side of snorkeling and swimming - From 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.
Review provided by Viator
Isabel_l
Sep 11, 2025
Trip of a lifetime! - Trip 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.
Review provided by Viator
Hvnair
Sep 1, 2025
Nice private sunset cruise with Capt Constantinos - Chartered 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!
Review provided by Tripadvisor
Chris
Aug 26, 2025
Amazing sunset cruise - Amazing experience, the scenery is incredible and the food and staff lived up to the setting. 10/10 recommend doing this
Review provided by Tripadvisor
Therealvalerie
Aug 25, 2025
Caldera Yachting Private Tour - What 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!
Review provided by Tripadvisor
Louisa25
Aug 20, 2025
Highly recommend!!! Worth every penny. - This tour is exactly what it promised. We were picked up from our hotel by a very polite driver and clean car. The cruise was excellent and we had amazing views of the caldera. We stopped several times for a swim and the captain was so knowledgeable. The meal was a good amount and very tasty. My husband loved it so much more than any meal we had in Santorini. I highly recommend this tour. It was worth every penny. The views, the privacy, the meal, everything!!
Review provided by Viator
Juanjose_c
Jul 26, 2025
Great experience - Constantino and Nikolai are amazing.
They made a magic moment.
Very profesional guys.
Whoever is reading this. Do it! It’s awesome.
Review provided by Viator
Molly_f
Jul 19, 2025
Best Santorini Experience - Constantin went above and beyond to make our trip comfortable and enjoyable. He helped my daughter who was feeling a little sea sick and was happy to change our agenda to include more swimming. He taught my son different dives and was overall an incredible host and excellent sea man. Niko made an amazing lunch - some of the best food on our trip so far. The views from the boat were stunning and the water amazing. Worth every penny and then some. Definitely the highlight of our trip. thank you!
Review provided by Viator
Voyager35297406504
Jul 15, 2025
Best experience of our trip - Incredible sunset cruise on the Freedom. Crew awesome and made one of the best meals we had on the trip. They were kind, full of good insights and anticipated all our needs. All around phenomenal experience and I’d do it again in a heartbeat.
Review provided by Tripadvisor
C9645qjvincentk
Jul 1, 2025
S/Y ORAMA Sunset cruise - Staff were great, explained everything to us.
Beautiful views, breathtaking
Food was yummy.
Highly recommend it
Value you for money
Review provided by Tripadvisor
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