Santorini Caldera Private Sailing Boat Cruise
Recommended by 96% of travelers
Badge of Excellence
Santorini, Greece
- 5 hours (approx.)
- Pickup offered
- Mobile ticket
- Offered in: English
Explore our promoted experiences
Overview
Explore Santorini in style with this private sailing charter. You'll start with a visit to Red Beach for swimming and snorkeling before heading to the picturesque White Beach. Sail past the 19th-century Akrotiri Lighthouse, then swim and snorkel at the Nea Kameni Hot Springs in the caldera. The trip concludes with more snorkeling and swimming off Thirassia island. Hotel pickup and drop-off are included for your convenience.
- Round-trip hotel transportation in Santorini included
- Lunch or dinner with barbecue, seafood, or vegetarian options provided
- Choose from morning or sunset departures
- Private tour for your group of up to four passengers
What's Included
- Transportation from/to your residence in Santorini with an a/c van
- Tour escort/host
- Lunch/ dinner with BBQ & seafood (vegetarian menu upon request)
- Open bar with local white wine, beer, soft beverages
- Use of Snorkeling equipment/ Towels/ Swimming aids
- Info about Santorini during the cruise
- Special arrangements upon request (flowers, cake, champagne, etc.)
- Gratitudes
Meeting and Pickup
Pickup points
Select a pickup point
Pickup details
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
Itinerary
Vlychada Beach (Pass By)
1
Red Beach
20 minutes • Admission Ticket Free
2
White Beach
20 minutes • Admission Ticket Free
Lighthouse (Pass By)
3
Mesa Pigadia Beach
20 minutes • Admission Ticket Free
4
Nea Kameni
30 minutes • Admission Ticket Free
5
Palea Kameni
20 minutes • Admission Ticket Free
6
Santorini Volcano
20 minutes • Admission Ticket Free
7
Therasia
20 minutes • Admission Ticket Free
Additional Info
- Confirmation will be received at time of booking
- Not wheelchair accessible
- Service animals allowed
- Near public transportation
- Infant seats available
- Most travelers can participate
- This is a private tour/activity. Only your group will participate
Supplied by
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos





Featured review
Molly_F
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!
Reviews
4.8
based on 48 reviews
Danna_S, Sep 2025
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.
isabel_l, Sep 2025
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.
louisa25, Aug 2025
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!!
JuanJose_C, Jul 2025
Constantino and Nikolai are amazing.
They made a magic moment.
Very profesional guys.
Whoever is reading this. Do it! It’s awesome.
Response from Host, Jul 2025
We really appreciateyour kind words as well as the time you dedicated to review your experience on board!
Molly_F, Jul 2025
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!
Response from Host, Jul 2025
Dear Molly,
We really appreciate the time you dedicated to review your experience from start to finish with our team! We are mor than happy that we managed to offer you an enjoyable time on board!
paola_b, Aug 2024
Beautiful boat, the crew Dina, Forest and Yianni are absolutely amazing people, the food was fantastic. No negatives, worth every penny.
Valerie_M, Jul 2023
This was absolutely the highlight of our trip! From start to finish was amazing! Boat, food, drinks, service and information about Santorini was spectacular! Highly recommend!
Response from Host, Aug 2023
We are so glad for your memorable experience and we really appreciate your 5 star comments.
javier_n, Jul 2023
The trip is very well planned… the crew was very attentive and kind in all details. Overall experience is great and worth
Response from Host, Jul 2023
Thank you so much for this excellent 5 star review.
Stephen_W, Sep 2022
From start to finish the whole private experience was amazing, we couldn’t rate it highly enough.
The boat was beautiful and Thakis and Nasia were a brilliant team, both friendly and very knowledgeable about the area… they also played an excellent selection of music for the duration of the cruise!
The absolute highlight was watching the stunning sunset with my wife, listening to “A Whiter Shade of Pale”, which is one of our favourite songs.
Would definitely recommend, it really made our holiday, 5 stars probably isn’t enough!
Josh_B, Sep 2022
Amazing! Must do when traveling to santorini.
Our captain looked like jack sparrow, it was just absolutely gorgeous
Sonia_O, May 2022
Un super moment en intimité, nous ne regrettons pas d’avoir pris un voilier pour profiter du paysage et du calme de la mer. L’équipage du bateau était à notre écoute. C’est un moment chaleureux et convivial. Le repas était très bon, les paysages sublimes et on eu le droit à une chanson traditionnelle Grec réalisée par l’équipe du bateau. C’est un moment magique et inoubliable qui se clôture par un magnifique coucher de soleil lors du retour au port.
Merci pour cette super expérience!
Response from Host, May 2022
Cher Sonia, au nom de l'équipe de Caldera Yachting, merci beaucoup pour votre merveilleuse critique et nous sommes heureux que vous ayez de beaux souvenirs de votre expérience.
From $957.00
per group (up to 4)up to 24 hours before the experience starts (local time)
Compare Similar Experiences
Current

Santorini Caldera Private Sailing Boat Cruise
48
5 hours
Free Cancellation
From
$957.00
Customers Who Bought This Tour Also Bought
Explore Similar Things to Do
Attractions in Santorini, Greece
- Pyrgos Tours & Tickets
- Santorini Volcano Tours & Tickets
- Fira–Oia Hike Tours & Tickets
- Fira Tours & Tickets
- Ancient Thera Tours & Tickets
- Nea Kameni Tours & Tickets
- Red Beach Tours & Tickets
- Skaros Rock Tours & Tickets
- Perivolos Beach Tours & Tickets
- Kamari Beach Tours & Tickets
- White Beach Tours & Tickets
- Thirasia (Therasia) Tours & Tickets
- Santorini Hot Springs Tours & Tickets
- Oia Tours & Tickets
- Akrotiri Tours & Tickets
- Amoudi Bay Tours & Tickets
- Port of Santorini (Athinios Port) Tours & Tickets
- Perissa Beach Tours & Tickets

























