Top picks for Santorini Sailing

Discover 164 Sailing in Santorini on Trip.com, updated October 26, 2026, with experiences lasting from 1 to 10 hours. Find the perfect adventure for your day!

From €29.07 per person, with an average total of €121.71. Choose the option that suits your plan.

With 4.628k verified reviews, Sailing Santorini boast an average rating of 4.9.

This week's most popular Sailing: "Santorini: Top Sights Day Trip, Wine Tasting, & Oia Sunset", with 1.151k reviews and a 4.8 rating.

Now on Trip.com: "From Fira: Santorini Highlights Minibus Tour with Oia Sunset", a 10-hour adventure in Santorini!

The next available day tour departs on October 27, 2026. Book now to secure your spot!

Santorini Sailing usually take about 10 hours — perfect for a relaxed, immersive experience!

69% of Santorini Sailing now offer English-speaking guides

October is the perfect time to visit Santorini! Choose from 164 available day tours, including seasonal favorites like Santorini: Top Sights Day Trip, Wine Tasting, & Oia Sunset.

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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164 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: Santorini: Half-Day Must-Sees in a Small Group Tour
Guest User2026-09-16
Johanna (Not sure if spelt correct) was amazing!! if you think you need 45 min to get up the cable car, give yourself over an hour. We did not give ourselves enough time to get to the start point but she met up with us along the way. very knowledgeable. beautiful sites, the little town she took us too was so peaceful. Thank you so much for everything!!!
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Reviews: Santorini in 5 Hours: Oia, Traditional Villages, Black Beach
Guest User2026-10-17
The tour was fabulous. We cannot say enough about our driver. Yanis and our guide Katarina. We felt very well taken care of as she stayed with us every step of the way. She had wonderful explanations and provided us with a lot of fascinating information.
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Reviews: Luxury catamaran Aegean cruise in Santorini, Greece | Yacht BBQ | Hotel transfer
Guest User2026-06-22
The experience was excellent! It was definitely worth it!
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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: Santorini luxury catamaran sunset cruise with yacht BBQ and drinks | Hotel transfers included
Guest User2026-08-08
The itinerary was very comprehensive, including three swimming spots in the sea, a freshly grilled dinner with drinks and beer, and a sunset.