Top picks for Santorini Sailing

Discover 123 Sailing in Santorini on Trip.com, updated November 4, 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From €34.92 per person, with an average total of €117.12. Choose the option that suits your plan.

With 4.361k verified reviews, Sailing Santorini boast an average rating of 4.8.

This week's most popular Sailing: "Santorini: Top Sights Day Trip, Wine Tasting, & Oia Sunset", with 1.16k 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 November 5, 2026. Book now to secure your spot!

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

63% of Santorini Sailing now offer English-speaking guides

November is the perfect time to visit Santorini! Choose from 123 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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123 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 User2026-10-24
Great daytour with lots of stops with the highlights of the island. Enough time to see and spend at every stop. George, the driver and also the tourguide, told great stories and jokes during the trip. The minibus was also very comfortable and with airco and is suitable for a group of 16 people. We would highly recommend this trip with George .
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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 User2026-10-28
The tour was fantastic! Our guide Was a local and very knowledgeable about the island and the geological history. She was witty and charming and we enjoyed our day.
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Reviews: Sea Kayak Adventure in Poros
Guest User2024-08-22
I truly recommend this activity! It was really nice and relaxing! Spyros and his wife were so nice and recommended a lot of great places. Spyros gave us explanations of the origins of Poros and we had the chance to snorkel! Book this activity you will not regret it!
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Reviews: Santorini Wine Adventure with 12 Wine Tastings, Tapas and Sunset
Guest User2024-10-03
The tour guide was super engaging and had our group laughing the entire time. We learned a lot about the regional wines & how they are produced. It was a fun activity.