Top Santorini Activities and Things to Do

Discover 122 Sailing in Santorini on Trip.com, updated November 2, 2026, with experiences lasting from 1 to 10 hours. Find the perfect adventure for your day!

From €28.50 per person, with an average total of €132.71. Choose the option that suits your plan.

With 5.589k 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 1.159k reviews and a 4.8 rating.

Now on Trip.com: "Uncrowded Santorini Sunset Picnic", a 2-hour adventure in Santorini!

The next available day tour departs on November 3, 2026. Book now to secure your spot!

Santorini Sailing usually take about 2 hours — perfect for a relaxed, immersive experience!

53% 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: 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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122 results for Santorini Sailing

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Trip.comSantorini
Sailing

Explore top experiences

See what other travelers love, based on ratings and bookings

RecommendedAttractions (12275)Boat tours (78)Culture & history (11)Food & drink (35)Spa & wellness (18)Day tours (138)Outdoor & sports (44)Water activities (20)City sightseeing (8)Nature & wildlife (4)Travel photography (20)SIM card (27)

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Reviews/Trip Moments

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Reviews: Uncrowded Santorini Sunset Picnic
Guest User2026-09-12
The whole experience was great! The way it was set up and planned by the organiser was amazing. She did a great job and was in contact with me through out the surprise proposal and helped organise the photographer who did an excellent job with making us feel comfortable and helped me with the surprise proposal. The views and food were amazing. The best sunset we saw in santorini and it was the best picnic I have ever had!
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Reviews: Santorini Private Photoshoot with Blue Domes & Hidden Spots
Guest User2026-10-01
We had a fantastic experience with our photographer during our photoshoot around Oia. He was friendly, professional, and very open to our ideas and suggestions. We felt completely comfortable throughout the shoot, and the photos turned out beautifully. We would highly recommend this wonderful photographer and would definitely encourage anyone visiting Oia to book a photoshoot with him. Thank you for such a lovely experience :) Alan & Sarah Uk
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Reviews: Santorini: Volcanic Islands Cruise with Hot Springs Visit
Guest User2026-10-15
This was a fun cruise. The climb up the volcano was challenging at times but the amazing view at the top was worth it. Important to wear close toed walking shoes! Lots of sand and gravel with areas that were harder to navigate. The guide was knowledgeable and spoke several languages. The “hot springs “ is an area in the ocean where there is warming from the volcano. It was not warm during our trip in October - very cold.
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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: 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

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Shared Catamaran Half Day Cruise in SantoriniSantorini e-bike guided toursSantorini Port: Cruise to Volcano, Hot Springs & ThirassiaSantorini Sunset Wine Abundance: 4 Wineries & Local MezeSantorini: Experiencia de Buceo en la Caldera para PrincipiantesSantorini: Catamaran Caldera Cruise with Meal and DrinksExcursión en catamarán por el mar Egeo en Santorini, Grecia, con barbacoa incluida y grupo de 16 personasSantorini Day Tour: Akrotiri, Villages, Wine and Sunset in OiaSantorini: Tour de Medio Día en Grupo Pequeño por los Pueblos, Oya y las Vistas de la CalderaSantorini: Sailing Catamaran Cruise with BBQ and DrinksSantorini: Island tour to Oia, Firostefani, ImerovigliCruise-Friendly Santorini: Pyrgos, Beach, Oia & Fira Gems1-day tour to Nea Kameni in Santorini with sunset dinner at sea | Sailing boat cruiseSantorini: Tour en Grupo Pequeño de los Imprescindibles con Opción de Cata de VinosSantorini Must-See Highlights Private Tour
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