Top picks for Santorini Sailing

Discover 114 Sailing in Santorini on Trip.com, updated 14 November 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From BRL 218.03 per person, with an average total of BRL 1,038.02. Choose the option that suits your plan.

With 2.87k verified reviews, Sailing Santorini boast an average rating of 4.8.

This week's most popular Sailing: "Santorini: Catamaran Caldera Cruise with Meal and Drinks", with 1.128k 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 15 November 2026. Book now to secure your spot!

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

55% of Santorini Sailing now offer English-speaking guides

November is the perfect time to visit Santorini! Choose from 114 available day tours, including seasonal favorites like Santorini: Catamaran Caldera Cruise with Meal and Drinks.

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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114 results for Santorini Sailing

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Reviews/Trip Moments

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Reviews: Private tour experience in Santorini island
Guest User2026-06-02
The tour was perfect, it met my expectations completely, and everything went smoothly from the moment I booked! I highly recommend it.
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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: 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: Catamaran Caldera Cruise with Meal and Drinks
Guest User2026-10-30
We had an excellent time aboard the catamaran for a truly refreshing day trip. The pace was perfect, alternating between sightseeing and swimming. There weren't too many people on board.