Top Santorini Sailing Tours
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Evelyn_R, Jun 2026
Great time!
Great time, cruising around on the boat, loved the music, the food was very good. There were three short swimming stops, but not a lot of space to lounge on the deck and tan. Mostly sitting space, the group was small, the drinks provided were given in very small amounts.
Simon_B, Jun 2026
Excellent cruise around the islands of Thira with a winderful sunset to finish.
The tour included a visit to the volcano island with a guided hike to the calderas if you wanted to participate, followed by a visit to the hot springs/mud baths on the island of Palea Kameni and then a stop for relaxing/food/drinks on the island of Thirasia before sailing slowly along the coast of Santorini between Oia and Fira finishing with a wonderful view of the sunset from the water.
Be aware that the tour goes from the old port of Fira (as most of these types of tours do) which means you either have to hike down and up nearly 600 steps or pay €10 pp each way for either a donkey or cable car ride to get to/from the port area - this can considerably increase the total cost unless you opt for the walk.
The only slight issue we found was locating the tour departure point/office once we reached the old port - we had allowed ourselves a good amount of time so this did not cause a problem but better detail on where to go within the old port would have been helpful.
Nina_D, Jun 2026
Our yacht was amazing!...
Our yacht was amazing! The crew were so hospitable. We loved the small group. Our captain even interacted with our 2 young kids- 3 year old and 6 months. It was such an enjoyable experience for us to experience Santorini in the seas. It was so beautiful! We would book this again!
Peter_M, Jun 2026
Amazing private cruise
Awesome experience. Transport to and from hotel to dock. Boats are very well maintained and crew was great. Scenery was beautiful and swimming was very pleasant. Lunch was delicious. Would book with them again. Was the teen kids' favorite part of the whole vacation.
Jennifer_B, Jun 2026
Such a great time!
We had a wonderful experience on this catamaran. The crew was great. There was lots of information we learned about the island.The food was fantastic. We really enjoyed it. After this one, we went to Mykonos and did a catamaran there. This one was by far so much better kind of wish we didn’t do the one in Mykonos.
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.
Deborah_H, May 2026
A highlight of our trip
What a wonderful experience. Truly a highlight of our two weeks in Greece. Wonderful captain and first mate who made us feel welcomed and shared amazing knowledge of the island and the Caldera history. The weather had been questionable throughout the day but cleared in time for us to get this in and so glad we were able to. The food prepared onboard was fresh and very tasty. We really enjoyed the boat which was beautiful especially with the sails up. The transfers from Oia to port were both friendly and processional. We would highly recommend this excursion and this team.
Vanessa_H, May 2026
Sunset boat dinner
The entire team was amazing! We had such a great day- the hike, some history, hot springs swim and dinner. There are multiple levels, some fully inside with large windows to continue to view the sunset but stay warm. The entire boat is GORGEOUS and well maintained. They provided blankets. Dinner was so delicious!
Marie_W, May 2026
Our boat captain Janus...
Our boat captain Janus (local Santorini) and first mate/chef Kareem took us on a lovely catamaran tour. They were very professional, knowledgeable about the island and provided great service. The boat was very comfortable and clean (had a bathroom). We saw the red beach, black beach and anchored near the white beach and cruised through the middle of the caldera and then positioned the boat for great views of the sunset. I did not get in the water at the white beach, but my husband enjoyed snorkeling with the equipment provided. We had a delicious dinner with authentic food and watched the sunset. A dream day in Santorini, highly recommend.
june_w, May 2026
Very enjoyable!
Hotel drop off and pick up, well organized, friendly staff, good food, relaxing sail. Plenty of room on clean boat to chill. Even if weather is not the greatest, still a nice way to see the island. Towels and blankets provided as the afternoon cooled.
Andrew_B, Apr 2026
Very pleasant catamaran cruise.
Very pleasant. Pick up was on time, boat departure was prompt and well organised. Cruise was very pleasant. We met and chatted to a dozen very pleasant people from around the world. BBQ lunch was tasty and varied. Ample drinks of all types. Maybe could have offered tea and coffee as well. Disembarkation was also efficient and mini bus transfer was also efficient. 3 swim sports offered. I Had a swim at red beach where we were out of the wind. A little coolish to start with for a 74 year old Aussie at the end of April but fun anyway. Nice sunny day with about 20km wind from the north west. Good day out and recommended.
Caleb_K, Apr 2026
Amazing experience!
I can’t recommend this enough - Captain Makis and his helper Elias hosted a great tour. We went for a sunset tour in the early season, so we didn’t do any snorkeling or swimming, which was good for us because we were there for the fishing and tour! Captain Makis took us trolling around the caldera, and Elias told us all about the history of the various islands, the eruptions that formed them, the people, and so much more! Toward the end, they cooked up the fresh fish and made a fantastic dinner. After dinner, we trolled a bit more and learned even more about the captain. We stopped outside Ammoudi to watch the sunset from the bay, then headed in. Overall, we loved the experience and would recommend it to anyone!
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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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