Top picks for Santorini Sailing

Discover 179 Sailing in Santorini on Trip.com, updated October 24, 2026, with experiences lasting from 1 to 10 hours. Find the perfect adventure for your day!

From €40.00 per person, with an average total of €137.63. Choose the option that suits your plan.

With 6.345k verified reviews, Sailing Santorini boast an average rating of 4.9.

This week's most popular Sailing: "Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers", with 2.205k reviews and a 4.8 rating.

Now on Trip.com: "Santorini Half-Day Tour to Oia/Fira Blue Dome/18-Person Group/Hotel Pickup", a 3-hour adventure in Santorini!

The next available day tour departs on October 25, 2026. Book now to secure your spot!

Santorini Sailing usually take about 3 hours — perfect for a relaxed, immersive experience!

70% of Santorini Sailing now offer English-speaking guides

October is perfect for visiting Santorini! Choose from 179 available day tours, including seasonal hits like Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers.

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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179 results for Santorini Sailing

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Reviews/Trip Moments

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Reviews: From Fira: Santorini Highlights Minibus Tour with Oia Sunset
Guest User2026-10-14
This tour hit the highlights of Santorini. Our driver and guide, was very knowlegeable, funny, helpful and a great driver. This was an all day affair and the Mercedes van was quite comfortable. I highly recommend this guide and this tour
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Reviews: Luxury Santorini catamaran sailing boat cruise in the Aegean Sea|BBQ + drinks|Optional Oia sunset
Guest User2026-08-29
Excellent. I also thank the Trip team for their assistance with the bookings.
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Reviews: 1-day tour to Santorini Volcano Island, Greece|King Hylas wooden sailing boat at sea|multi-zone transfer
Guest User2026-10-16
It might be a bit short, but it's a good choice with good content.
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Reviews: Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers
Guest User2026-08-12
Overall, we had a nice time on the catamaran. The boat was comfortable, the crew were friendly, and the cruise offered beautiful views of Santorini from the water. The food was decent - spaghetti, grilled chicken, Greek salad, tzatziki, bread and dolmades. The only downside was the pickup transfer, which was very late and made the start of the experience a bit frustrating. Once we got on the catamaran, though, everything was enjoyable and relaxing. Overall, a good experience and a nice way to see Santorini from the sea.