Top picks for Santorini Sailing

Discover 123 Sailing in Santorini on Trip.com, updated 3 November 2026, with experiences lasting from 1 to 6 hours. Find the perfect adventure for your day!

From PLN 176.70 per person, with an average total of PLN 695.07. Choose the option that suits your plan.

With 885 verified reviews, Sailing Santorini boast an average rating of 4.9.

This week's most popular Sailing: "Santorini Wine Adventure with 12 Wine Tastings, Tapas and Sunset", with 692 reviews and a 4.9 rating.

Now on Trip.com: "Luxury catamaran Aegean cruise in Santorini, Greece | Yacht BBQ | Hotel transfer", a 4-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 4 hours — perfect for a relaxed, immersive experience!

95% of Santorini Sailing now offer English-speaking guides

November is the perfect time to visit Santorini! Choose from 123 available day tours, including seasonal favorites like Santorini Wine Adventure with 12 Wine Tastings, Tapas and 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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123 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 (12225)Boat tours (77)Day tours (139)Culture & history (11)Outdoor & sports (43)Water activities (19)Spa & wellness (18)City sightseeing (8)Food & drink (34)Nature & wildlife (4)Travel photography (20)SIM card (27)

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Reviews/Trip Moments

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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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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.
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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 Wine Adventure with 12 Wine Tastings, Tapas and Sunset
Guest User2024-10-03
The tour guide was super engaging and had our group laughing the entire time. We learned a lot about the regional wines & how they are produced. It was a fun activity.
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Reviews: Private Santorini Sunset Picnic Experience
Guest User2025-09-28
From booking via ***, this was a truly special way for me and my wife to celebrate our 10th wedding anniversary. Jackie and her team could not have been more helpful in arranging collection from our hotel and ensuring that anything we required was available. The picnic itself was handmade fresh, supplemented with sumptuous local wines - with nature in the form of Santorini and its sunsets doing the rest. Worth every penny, not to be missed!
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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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