Top Santorini Activities and Things to Do
Discover 126 Sailing in Santorini on Trip.com, updated November 1, 2026, with experiences lasting from 1 to 10 hours. Find the perfect adventure for your day!
From $31.82 per person, with an average total of $168.50. Choose the option that suits your plan.
With 4.127k 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: "Santorini: Top Sights Day Trip, Wine Tasting, & Oia Sunset", a 9-hour adventure in Santorini!
The next available day tour departs on November 2, 2026. Book now to secure your spot!
Santorini Sailing usually take about 9 hours — perfect for a relaxed, immersive experience!
68% of Santorini Sailing now offer English-speaking guides
November is the perfect time to visit Santorini! Choose from 126 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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126 results for Santorini Sailing
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4.7/5· 15 reviewsFree cancellationBook now for today5% offLimited-time saleFrom$121.97$128.39
4.8/5· 1.2k reviewsFree cancellationBook now for tomorrow96.3% of travelers recommend5% offLimited-time saleFrom$73.17$77.03
4.4/5· 996 reviewsFree cancellationBook now for tomorrow26 consecutive positive reviews5% offLimited-time saleFrom$47.72$50.24
4.9/5· 15 reviews· 222 bookedFree cancellation110 travelers savedFrom$121.35
4.7/5· 11 reviews· 164 bookedFree cancellation124 travelers savedFrom$124.04
4.9/5· 71 reviewsFree cancellation71 consecutive positive reviewsFrom$261.78
5% offLimited-time saleFrom$68.40$72.01
4.7/5· 199 reviewsFree cancellationBook now for tomorrow94% of travelers recommend5% offLimited-time saleFrom$31.82$33.5- 5.0/5· 1 reviewFree cancellationBook now for tomorrow5% offLimited-time saleFrom$45.07$47.45
5.0/5· 5 reviewsFree cancellationBook now for tomorrow5% offLimited-time saleFrom$106.05$111.64
5.0/5· 2 reviewsFree cancellationBook now for tomorrow5% offLimited-time saleFrom$636.32$669.82
4.9/5· 55 reviewsFree cancellationBook now for tomorrow23 consecutive positive reviewsFrom$204.88
5.0/5· 1 reviewBook now for tomorrowFrom$120.16
4.4/5· 787 reviews· 56 bookedFree cancellationBook now for tomorrowFrom$39.84
5% offLimited-time saleFrom$122.07$128.5
4.6/5· 5 reviews· 85 bookedFree cancellation203 travelers savedFrom$124.04
5.0/5· 67 reviewsFree cancellationBook now for tomorrow67 consecutive positive reviewsFrom$910.54
5.0/5· 4 reviews· 49 bookedBook now for tomorrow57 travelers savedFrom$163.55
5% offLimited-time saleFrom$118.58$124.83
From$213.61
Free cancellationBook now for tomorrow5% offLimited-time saleFrom$143.17$150.71
5.0/5· 6 reviews· 25 bookedFree cancellation78 travelers savedFrom$117.84
4.9/5· 692 reviewsFree cancellationBook now for tomorrow99.6% of travelers recommendFrom$199.18
Free cancellationBook now for todayFrom$133.48
Free cancellationBook now for tomorrowFrom$195.56
From$117.84
![Luxury catamaran sailing boat cruise in Santorini, Greece [year-round operation/includes onboard BBQ + drinks/hotel transfers/optional sunset view in Oia/volcanic hot springs]](https://ak-d.tripcdn.com/images/0353j12000dgekl375481_C_568_320.jpg?_fr=wc)
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Reviews/Trip Moments
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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: 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: 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: 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: Private Wine Tour in 3 Wineries with 12 Wine Tastings and Tapas
Guest User2025-09-25
Sakis was an amazing tour guide for our private wine tour! He was extremely knowledgeable, not only about wine, but also about Santorini as well, providing us a brief history of Santorini wine before we made to any of the three wineries. He was very professional and welcoming from the second we met him until he dropped us back off at our hotel. We ended up finishing our wine tour a little early (we are fast wine drinkers) so he took us to the blue dome and the 3 bells for us to take some pictures at sunset. We couldn’t recommend him enough if you are thinking about doing a Santorini wine tour! Thank you Sakis for the amazing time !
Trip.com picks
Top Tours in Santorini
Best Experiences in Santorini
Popular Destinations
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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