Top Santorini Activities and Things to Do

Discover 123 Sailing in Santorini on Trip.com, updated November 5, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From $39.92 per person, with an average total of $123.45. Choose the option that suits your plan.

With 2.746k 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: "Luxury catamaran Aegean cruise in Santorini, Greece | Yacht BBQ | Hotel transfer", a 4-hour adventure in Santorini!

The next available day tour departs on November 6, 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 travelers love, based on ratings and bookings

RecommendedAttractions (12282)Boat tours (78)Culture & history (12)Food & drink (34)Spa & wellness (18)Day tours (139)Outdoor & sports (43)Water activities (18)City sightseeing (8)Nature & wildlife (4)Travel photography (20)SIM card (21)

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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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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: Santorini: Top Sights Day Trip, Wine Tasting, & Oia Sunset
Guest User2026-11-02
Excellent day with Yannis, the tour was very well organized and the tasting very interesting
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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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Best Experiences in Santorini

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Santorini: Experiencia de Buceo en la Caldera para PrincipiantesSantorini: Catamaran Caldera Cruise with Meal and DrinksSantorini Must-See Highlights Private TourSantorini ATV Highlights - por toda la isla: Oya, el pico más alto y las playasExperiencia de conexión acuática en Oya: Crucero de ida y vuelta en coche a FiraSantorini Sunset Wine Abundance: 4 Wineries & Local MezeSantorini Day Tour: Akrotiri, Villages, Wine and Sunset in OiaExcursión en catamarán por el mar Egeo en Santorini, Grecia, con barbacoa incluida y grupo de 16 personasSantorini Port: Cruise to Volcano, Hot Springs & ThirassiaPueblos icónicos de Santorini: Oya, Imerovigli y FirostefaniCruise-Friendly Santorini: Pyrgos or Black Beach, Oia & FiraSantorini: Sailing Catamaran Cruise with BBQ and DrinksShared Catamaran Half Day Cruise in SantoriniSantorini: Sightseeing tour to Oia, Firostefani, ImerovigliSantorini: Tour de Medio Día en Grupo Pequeño por los Pueblos, Oya y las Vistas de la Caldera
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