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What are people saying about Santorini

Allison_H, Jul 2026
A perfect day!
What a perfect day. The boat was spectacular, all of the stops were wonderful and well organized. Our host, Sara was so charming and we fell in love with her. We made some new friends. Ate some magnificent food that was prepared for us by the crew, swam, drank, listen to music and had just a perfect day.
Cindy_H, Jul 2026
Wow!
What an incredible experience on the Anna catamaran! Roomy and comfortable, The crew was top notch, appearing before we had to ask to refill our cups of wine and anticipated our requests! The food was delicious and plentiful! And the views were too die for! Swimming in the Aegean was a cold but awesome experience! And the fellow passengers were friendly and fun to be with! The crew was personable and knowledgeable. A great time was had by all!
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
Brian_T, Jul 2026
Great Experience. Highly recommend
Had a great experience with my girlfriend and would highly recommend. My only recommendation would be cautioned that the sulfur during the first swim will stain and ruin your cloths and the music was uncomfortably loud on the return but was only for a brief time. Other than that the whole experience was amazing and we absolutely enjoyed the experience from pickup to drop off and would highly recommend it to any one traveling to Santorini.
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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.