Top picks for Santorini Sailing

Discover 182 Sailing in Santorini on Trip.com, updated October 24, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From NZD 70.40 per person, with an average total of NZD 198.84. Choose the option that suits your plan.

With 3.438k 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 1.101k 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 October 25, 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

October is the perfect time to visit Santorini! Choose from 182 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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182 results for Santorini Sailing

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Explore top experiences

See what other travelers love, based on ratings and bookings

RecommendedAttractions (11945)Shows & events (1)Day tours (198)Boat experiences (109)Cultural experiences (3)Food & drink (53)Outdoor experiences (79)Spa & wellness (23)Water activities (30)Travel photography (24)Nature & wildlife (3)City sightseeing (12)SIM card (26)

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Reviews/Trip Moments

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Reviews: Luxury catamaran Aegean cruise in Santorini, Greece | Yacht BBQ | Hotel transfer
Guest User2026-06-22
The experience was excellent! It was definitely worth it!
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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: 1-day tour to Santorini Volcano Island, Greece|King Hylas wooden sailing boat at sea|multi-zone transfer
Guest User2026-10-16
It might be a bit short, but it's a good choice with good content.
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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 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: Luxury Catamaran Cruise with swim stops, lunch, BBQ,transfers and transfers
Guest User2026-07-24
The trip was fantastic, at every stop we had plenty of time to swim, the food was fresh and delicious, the crew was friendly and they explained to us the place we were visiting.

Trip.com picks

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Customize Your Perfect Day in Santorini with Private Driver-GuideSantorini: Catamaran Caldera Cruise with Meal and DrinksLuxury Santorini catamaran sailing boat cruise in the Aegean Sea|BBQ + drinks|Optional Oia sunsetBlue Dome Photo Stop & Oia Village Tour Athinios Port:Volcanic Islands Boat Trip & Springs Visit1-day tour to Santorini volcano island cruise + Therasia + Oia sunset cruise from GreeceSantorini Small-Group Catamaran Sailing TripElegant catamaran cruise in Santorini, Greece: Aegean Sea with BBQ dinner/16-person groupImerovigli: Premium Wine Tasting with Caldera and Sea ViewsShared Catamaran Half Day Cruise in SantoriniSantorini Instagram and TikTok Photo Spots Private TourOne Day in Santorini from Cruise Ship: Ultimate Island TourComfortable catamaran tour in Santorini, Greece: Oia sunset/BBQ dinner included/50-person group1-day tour to Santorini's top attractions - Akrotiri ruins/Fira/Oia sunsetSantorini Small-Group Sightseeing Tour with a Guide
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