Top picks for Santorini Sailing

Discover 123 Sailing in Santorini on Trip.com, updated 2 November 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From JPY 7,031 per person, with an average total of JPY 28,820. Choose the option that suits your plan.

With 2.025k 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 1.159k reviews and a 4.8 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 3 November 2026. Book now to secure your spot!

Santorini Sailing usually take about 4 hours — perfect for a relaxed, immersive experience!

90% 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: 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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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 (12275)Day tours (139)Water activities (19)Outdoor & sports (43)Boat tours (77)City sightseeing (8)Nature & wildlife (4)Food & drink (34)Culture & history (11)Spa & wellness (18)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: Top Sights Day Trip, Wine Tasting, & Oia Sunset
Guest User2026-10-29
Excellent tour to see the sights Santorini had to offer. Our guide Yannis was very good and able to tell us the background and some extra information on everywhere we visited. He gave us a good recommendation for lunch, which we enjoyed. The pace was good and had enough free time to explore both the Black beach & Oia. Can’t believe how crazy busy Oia gets at sunset and the queues to get a decent photo of it. Made it slightly under whelming for me, especially having grown up on the north west coast of Scotland and being blessed to see many absolutely stunning sunsets in my time. But enjoyed our trip and the wine tasting and felt it was good for value for money.
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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!

Trip.com picks

Popular Santorini Tours

Best Santorini Experiences

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1-day tour to Santorini volcano island cruise + Therasia + Oia sunset cruise from GreeceSantorini: Catamaran Caldera Cruise with Meal and DrinksComfortable catamaran tour in Santorini, Greece: Oia sunset/BBQ dinner included/50-person groupSantorini Sunset Wine Tour with Santo Winery ViewsSantorini luxury catamaran sailing boat sunset cruise with BBQ dinner + drinks + transfersOne Day in Santorini from Cruise Ship: Ultimate Island TourShared Catamaran Half Day Cruise in SantoriniSantorini Small-Group Sightseeing Tour with a GuideImerovigli: Premium Wine Tasting with Caldera and Sea ViewsLuxury Santorini catamaran sailing boat cruise in the Aegean Sea|BBQ + drinks|Optional Oia sunset1-day tour to Santorini's top attractions - Akrotiri ruins/Fira/Oia sunsetCustomize Your Perfect Day in Santorini with Private Driver-GuideSantorini Small-Group Catamaran Sailing TripSantorini Instagram and TikTok Photo Spots Private TourSantorini: Traditional Fishing Trip and Fresh Fish Lunch
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