Top Santorini Sailing
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William_S, Aug 2026
The Perfect Santorini Catamaran Experience for the Whole Family
We couldn’t have asked for a better catamaran experience! The boat was beautiful, and the crew was incredibly friendly and accommodating—especially with our two kids, ages 10 and 12. The cruise offered all the classic, spectacular views of the Caldera, but the highlight was stopping to snorkel in crystal-clear shallows filled with beautiful fish. It was the perfect touch and made the trip especially memorable for the kids. The food was also delicious and served with such care. A wonderful experience from start to finish—highly recommend!
Joel_O, Aug 2026
Great boat tour of the...
Great boat tour of the caldera, the volcano is a good walk but not too long. Wear proper shoes! Swimming in the hot springs is nice and relaxing and a welcome break after the volcano walk. Nice little stop in Thirassia, followed by a beautiful sunset. We were pleasantly surprised by our awesome tour guide, Konstantinos playing guitar for us as the sunset. Amazing!
Petter_L, Aug 2026
Great boat trip, recommend the small group.
Absolutely perfect! Small group is definitively worth the extra cost, we had access to both sunbeds and lounges for the whole trip. Nice staff, no rush on any of the stops, good food and drinks available whenever you wanted them.
We did the morning trip, it was great. Sunny for the entire trip, calm seas, and great swimming conditions.
Brian_P, Jul 2026
The Absolute Highlight of Santorini
If you are debating booking this catamaran trip, do not hesitate—it was unquestionably the highlight of our time in Santorini.
From the moment we stepped on board, the experience was top-tier. The catamaran itself was immaculate, exceptionally well-maintained, and offered a thoroughly premium feel with plenty of space to relax.
What truly set this excursion apart, however, was the crew. They struck the perfect balance of being incredibly hospitable and genuinely fun, making sure we were completely taken care of while creating a fantastic, welcoming atmosphere.
As someone who holds high standards for a great culinary experience, I was completely blown away by the food. It was excellent, incredibly fresh, and far exceeded any expectations I had for a meal prepared and served at sea.
Cruising through the caldera with this team was an unforgettable experience. I highly recommend it to anyone looking for a flawless, high-end day on the water.
Svetlana_V, Jul 2026
Catamaran with hardships
Jumping from one boat to another to board wasn’t fun with my ankle that had 10 screws in it. That wasn’t expected. They did not pick us up from the hotel as promised, we had a short walk. They did not have a normal small bridge to board, we had to use help of two people to get on it. Unacceptable!
Sara_B, Jul 2026
5 star day with the ‘Caldera’ crew!
We had the most amazing morning with the crew on the Caldera! From our driver who picked us up to start our day, to our host Julia, and the chef, captain, and crew-we were treated with top notch, white glove service from start to finish. We booked a private tour for just my husband and I, craving exactly that-privacy. The boat is big, even with a crew of 4, we felt like we were given our space.. but our glasses were never left empty or anything we needed not tended to immediately. Julia was a wonderful guide and gave us so many nice tips and info about the island, she was so lovely and sweet! We even talked about how much we both missed our dogs back home, her kindness always felt authentic. And the food? OMG- easily the best we've had in Greece (no but seriously, my husband said the shrimp was the best he's had yet on this trip.. and we've traveled Greece for the last 2 weeks). They were super accommodating to my dietary needs (vegan), and there was so much food... we left stuffed! The dolmas and grilled eggplant,
10/10! All the stops we made were lovely, with plenty of swimming and photo ops! The boat was beautiful, new, modern, and comfortable-we couldn't have asked for more. 5 hours of sailing felt like the perfect amount of time. Thank you crew of Caldera, we can't wait to recommend you to friends, family, and our travel advisors! We hope to see you again soon!
-Sara and Don Cowan
Eva_A, Jul 2026
Fabulous experience!!
This Catamaran was very welcoming, fun and amazing. The opportunity to go to the highest point of the volcano, swimming on the hot springs, dancing in the boat and ending with a tasteful dinner on boat was wonderful. The staff were fantastic, specially Evelyn and Tito. We didn’t want the day to finish. Highly recommend this experience. We will do it again!
Philippa_C, Jul 2026
Highly recommend!!! Best day ever :)
From start to finish, this sunset catamaran cruise was absolutely incredible and easily the highlight of our Santorini trip!
Hotel pick up was perfectly on time, and the transport to the port was air con, comfortable, and hassle free. The staff were friendly from the moment they collected us.
The catamaran itself was spacious with plenty of seating, so it never felt crowded. It had everything you needed for swimming and snorkelling, and the swim stops were fantastic. We had plenty of time at each location and never felt rushed.
The lunch was unreal! Honestly the best meal we had during our time in Santorini! The food was fresh, delicious, and there were unlimited drinks throughout the cruise, including beer and wine, which was a huge bonus.
What really made the experience special was the crew. They were so much fun, incredibly engaging, and created such a great atmosphere. They even let us play our own music, which got everyone singing and dancing together.
To top it all off, watching the beautiful Santorini sunset on the cruise back to the port was the perfect ending to an unforgettable day.
I couldn’t recommend this experience more. If you’re visiting Santorini, this cruise is an absolute must do!
Thanks crew!! Will & Pip
Jacqueline_S, Jun 2026
Catamaran Cruise
Great way to see the different island formations. The crew was fabulous — knowledgeable and funny, but always put safety first. Delicious meal on board also. They provide blankets for the latter part of the cruise as watching the sunset can get chilly on the water. Definitely recommend.
Bea_S, Jun 2026
Santorini Day Cruise
The crew took so much pride and care of the boat and it showed. Very clean. Towels were fresh, dry & clean. Gave detailed instructions for how to get around, where things were, how to use sunning decks, safety protocols for the passengers so everyone can have fun but not get hurt. Service excellent - crew very attentive. Food fresh & delicious
Jacqueline_H, Jun 2026
Amazing day!!
Went on the Amorgas today. Alex always our captain and the crew was Silia, Kostas, and Konstantinos. Of the week I spent solo in Greece, this was my favorite.
The tour is extremely organized…taking you from your hotel directly to the boat. Safety is a top priority and a close second is an enjoyable and informative experience.
The music was great…the lunch was absolutely delicious, and the stops were all just the right amount of time. I met amazing people and had the best day.
I can’t recommend the tour enough.
Fernando_V, May 2026
Family hike Fira to Oia
Arsenios our guide was great. With a family of 6, from young to middle aged he kept a good pace engaged in interesting conversations for all of us and was knowledgeable of the ins and outs of history, landscape and picture taking. Definitely recommend.
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An ancient eruption blew apart the island of Thira, creating Santorini. Today, towering cliffs mark the edge of a volcanic crater, while islets host a new volcano, hot springs, and more. Boat trips are the only way to reach these islands and Santorini’s famed white beach. Choose to cruise on a catamaran or a traditional wooden ship, snorkel from a private sailboat with an onboard barbecue, or savor an epic island sunset with sparkling wine on deck. The top Santorini sailing trips will put the magic into your Greek vacation—every single time.
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