Top picks for Santorini Sailing

Discover 111 Sailing in Santorini on Trip.com, updated 11 November 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From AU$56.91 per person, with an average total of AU$192.84. Choose the option that suits your plan.

With 4.674k 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 1.163k 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 12 November 2026. Book now to secure your spot!

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

47% of Santorini Sailing now offer English-speaking guides

November is the perfect time to visit Santorini! Choose from 111 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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111 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 User2026-11-04
Our guide and driver was very helpful and knowledgeable. He even offer to dropped us off to the airport.
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Guest User2025-10-14
Oia was a really busy village,it is also a cruise ship port,pretty little shops and of course the famous blue and white domes
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Reviews: Greece Santorini luxury catamaran sailing boat 1-day tour|Includes BBQ + drinks + pick-up & drop-off|Optional sunset
Guest User2025-05-05
A wonderful sea excursion experience. Santorini is a tranquil island, where transportation mainly involves renting motorbikes (a driver's license is required). I chose a yacht tour arranged by Ctrip, circling the island to experience the azure of the Aegean Sea and admire the island's colorful treasures. The yacht carried six passengers and four service staff who introduced the island's scenic spots and provided a simple yet flavorful lunch. Various drinks were offered throughout the meal, making guests feel warmly welcomed. If guests wished to experience the hot springs, amenities were provided on board. A truly attentive island getaway.
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Guest User2025-10-10
We spent a relaxed afternoon into evening cruise on boat Blue Pearl. The crew made this cruise run smoothly and nothing was too much for them. They made the journey enjoyable, calm and interesting. The food provided was prepared on board and was enough for a late lunch to keep you satisfied. This was complemented by inclusive drinks which was available throughout. If you are visiting Santorini this is a must experience and was worth the money. Thank you to Captain Gianni’s, sailor Peter and hostess Konstantinos!!!
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Reviews: Santorini: 4-Hour Sightseeing Tour with Oia & Caldera Views
Guest User2026-11-02
This was one of the best tours we had on this trip. Aphrodite was so knowledgeable and helped take great pictures for us as well.