Top picks for Santorini Sailing

Discover 191 Sailing in Santorini on Trip.com, updated October 21, 2026, with experiences lasting from 1 to 10 hours. Find the perfect adventure for your day!

From PHP 2,526.67 per person, with an average total of PHP 9,772.91. Choose the option that suits your plan.

With 2.922k verified reviews, Sailing Santorini boast an average rating of 4.8.

This week's most popular Sailing: "Santorini Caldera Cruise Tour (Volcano, Hot Springs, Thirassia)", with 787 reviews and a 4.4 rating.

Now on Trip.com: "1-day tour around Santorini: Oia sunset + Pyrgos + Red beach + Fira", a 6-hour adventure in Santorini!

The next available day tour departs on October 22, 2026. Book now to secure your spot!

Santorini Sailing usually take about 6 hours — perfect for a relaxed, immersive experience!

67% of Santorini Sailing now offer English-speaking guides

October is perfect for visiting Santorini! Choose from 191 available day tours, including seasonal hits like Santorini Caldera Cruise Tour (Volcano, Hot Springs, Thirassia).

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

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191 results for Santorini Sailing

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Reviews/Trip Moments

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Reviews: 1-day tour around Santorini: Oia sunset + Pyrgos + Red beach + Fira
Guest User2024-09-21
This tour is definitely worth going to. Tour guide Maria will explain the location and story and make the whole tour interesting. The places visited are really nice pictures taking scenery and you will need stamina as a lot of walking requires.
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Guest User2025-10-14
Oia was a really busy village,it is also a cruise ship port,pretty little shops and of course the famous blue and white domes
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Guest User2024-07-08
We were lucky to have Raphael showing us around Santorini. He picked us from our hotel in the morning and then took us to Oia before the crowds came. We were able to see the Blue Domes and got some great pictures without too much waiting. We continued the tour to Fira and those amazing viewing points in Firostefani. We also visited the highest place of the island at Mt. Prophet llias which we could see everything up there. One of the highlights was the Megalochori - the traditional village which had less tourists and felt more relaxing. The views from the Akrotiri lighthouse was amazing as well. We ended up having lunch at Forty One at Perissa Black Beach. It was a great spot for having a drink and snacks. Raphael treated us like a friend. He was very knowledgeable and we had lots of great conversation. We could see his passion for the wine and tours.