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Santorini Caldera Private Sailing Boat Cruise

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Overview

Available languages

English

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 for soaking up the brilliant colours 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

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

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

Use of Snorkeling equipment/ Towels/ Swimming aids

Lunch/ dinner with BBQ & seafood (vegetarian menu upon request)

Info about Santorini during the cruise

Special arrangements upon request (flowers, cake, champagne, etc.)

Gratitudes

Meeting and Pickup

Pickup points

Select a pickup point

What To Expect

1

Vlychada Beach

The cruise starts and ends at the port of Vlychada, in the southern part of Santorini

Admission Not Applicable
2

Red Beach

Swim and snorkel close to the red beach

20 minutes • Admission Not Applicable

Options

Morning Cruise

Pickup included

Sunset Cruise

Pickup included

Reviews

4.83

47 reviews

Total reviews and rating from Viator & Tripadvisor

45
0
0
0
2
  • Sailing and lunch with a side of snorkeling and swimming

    Danna S,

    Sep 11, 2025

    - Viator

    5.00

    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.

  • Trip of a lifetime!

    isabel l,

    Sep 11, 2025

    - Viator

    5.00

    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.

  • Highly recommend!!! Worth every penny.

    louisa25,

    Aug 20, 2025

    - Viator

    5.00

    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!!

  • Great experience

    JuanJose C,

    Jul 26, 2025

    - Viator

    5.00

    Constantino and Nikolai are amazing. They made a magic moment. Very profesional guys. Whoever is reading this. Do it! It’s awesome.

  • Best Santorini Experience

    Molly F,

    Jul 19, 2025

    - Viator

    5.00

    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!

From €1,000.00

4.83
47 reviews
Check availability

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Operated by Caldera Yachting Santorini

A product of Trip Social Group

Australia: Pavel Australia Pty Ltd

Việt Nam: Công ty TNHH Trip Social

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