Top picks for Santorini Sailing

Discover 183 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 MYR 182.94 per person, with an average total of MYR 597.68. Choose the option that suits your plan.

With 4.992k 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 1.101k 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 the perfect time to visit Santorini! Choose from 183 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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183 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: 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: 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.