Top Santorini Activities and Things to Do

Discover 123 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 SGD 40.66 per person, with an average total of SGD 229.32. Choose the option that suits your plan.

With 4.432k verified reviews, Sailing Santorini boast an average rating of 4.7.

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: Volcanic Islands Cruise with Hot Springs Visit", a 10-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 10 hours — perfect for a relaxed, immersive experience!

61% 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
Sailing

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See what other travelers love, based on ratings and bookings

RecommendedAttractions (12225)Boat tours (77)Culture & history (11)Food & drink (34)Spa & wellness (18)Day tours (139)Outdoor & sports (43)Water activities (19)City sightseeing (8)Nature & wildlife (4)Travel photography (20)SIM card (27)

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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: 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: Santorini: 40-minute Photoshoot in Oia
Guest User2026-10-17
More Than Beautiful Photos — He Captured Who I Truly Am! This was one of the most meaningful photoshoots I've ever experienced! Mike is an incredibly talented photographer and such a kind, sincere person. His warmth and gentle guidance made me feel completely at ease. In past professional photos, I often looked stiff. Mike captured me looking natural, poised, and confident—truly myself. I especially love the photos among the flowers, along with those by Santorini's blue domes and windmills. What makes him special is his gift for bringing out not only someone's outer beauty, but also their personality and inner beauty. I felt genuinely seen and cared for. He even treated me to a lovely drink! The photos arrived on my birthday, making them an unforgettable gift. I'm so grateful to have met Mike and wholeheartedly recommend him to anyone visiting Santorini, especially travelers from Japan. Thank you from the bottom of my heart!
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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: Santorini Wine Adventure with 12 Wine Tastings, Tapas and Sunset
Guest User2024-10-03
The tour guide was super engaging and had our group laughing the entire time. We learned a lot about the regional wines & how they are produced. It was a fun activity.

Trip.com picks

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