Top picks for Santorini Sailing

Discover 122 Sailing in Santorini on Trip.com, updated 3 November 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From US$27.91 per person, with an average total of US$134.72. Choose the option that suits your plan.

With 11.548k verified reviews, Sailing Santorini boast an average rating of 4.7.

This week's most popular Sailing: "Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers", with 2.205k 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 4 November 2026. Book now to secure your spot!

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

31% of Santorini Sailing now offer English-speaking guides

November is the perfect time to visit Santorini! Choose from 122 available day tours, including seasonal favorites like Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers.

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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122 results for Santorini Sailing

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Trip.comSantorini
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See what other travellers love, based on ratings and bookings

RecommendedAttractions (12275)Boat tours (78)Culture & history (11)Food & drink (35)Outdoor & sports (44)Spa & wellness (18)Day tours (138)City sightseeing (8)Water activities (20)Nature & wildlife (4)Travel photography (20)SIM card (21)Eurail pass (1)

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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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Guest User2025-10-26
The catamaran was a change in plan. And we’re not notified that the wooden boat was not available. However due the winds and roughness of the sea! It was a good change. The mate was attentive to our needs and tried to explain without hesitation to area , the rock’s formation. The food was a lite fare of chicken, sausage, salad, beans. Dips. It was delicious. The swimming stops were amazing and we took full advantage of the opportunity even though it was refreshing temperatures. The sunset was perfect. So beautiful. It was a great afternoon.
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Reviews: Luxury catamaran Aegean cruise in Santorini, Greece | Yacht BBQ | Hotel transfer
Guest User2026-10-30
Unfortunately, we encountered a windy day, but the crew was dedicated and responsible, the barbecue was delicious, and the whole trip was quite enjoyable.
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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!!!

Trip.com picks

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