Top picks for Santorini Sailing

Discover 163 Sailing in Santorini on Trip.com, updated 28 October 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 €123.18. Choose the option that suits your plan.

With 4.656k 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 1.156k 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 29 October 2026. Book now to secure your spot!

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

67% of Santorini Sailing now offer English-speaking guides

October is the perfect time to visit Santorini! Choose from 163 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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163 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: Comfortable catamaran tour in Santorini, Greece: Oia sunset/BBQ dinner included/50-person group
Guest User2023-04-11
The experience was great, and the service was excellent.
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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 dynamic red catamaran tour in Greece with swimming at white beach/red beach and optional sunset
Guest User2025-10-08
A very good travel experience; the booking and coordination services were excellent.