Top picks for Santorini Sailing

Discover 112 Sailing in Santorini on Trip.com, updated November 11, 2026, with experiences lasting from 1 to 10 hours. Find the perfect adventure for your day!

From US$55.77 per person, with an average total of US$185.90. Choose the option that suits your plan.

With 2.516k verified reviews, Sailing Santorini boast an average rating of 4.8.

This week's most popular Sailing: "Santorini Wine Adventure with 12 Wine Tastings, Tapas and Sunset", with 692 reviews and a 4.9 rating.

Now on Trip.com: "Santorini Half-Day Tour to Oia/Fira Blue Dome/18-Person Group/Hotel Pickup", a 3-hour adventure in Santorini!

The next available day tour departs on November 12, 2026. Book now to secure your spot!

Santorini Sailing usually take about 3 hours — perfect for a relaxed, immersive experience!

50% of Santorini Sailing now offer English-speaking guides

November is perfect for visiting Santorini! Choose from 112 available day tours, including seasonal hits like Santorini Wine Adventure with 12 Wine Tastings, Tapas and Sunset.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

Search attractions or local attractions & tours
Book now for today
Book now for tomorrow

112 results for Santorini Sailing

1
2
3
4
5
6

Frequently asked questions about Santorini Sailing

How many Sailing are available in Santorini on Trip.com?

What are the best Sailing in Santorini?

What are the top-rated Sailing in Santorini?

What are the recommended itineraries in Santorini?

How can I contact Trip.com customer support?

Can I change or cancel my booking?

How can I get discounted prices?

Reviews/Trip Moments

★
★
★
★
★
Reviews: From Fira: Santorini Highlights Minibus Tour with Oia Sunset
Guest User2026-11-04
Our guide and driver was very helpful and knowledgeable. He even offer to dropped us off to the airport.
★
★
★
★
★
Reviews:
Guest User2025-10-14
Oia was a really busy village,it is also a cruise ship port,pretty little shops and of course the famous blue and white domes
★
★
★
★
★
Reviews: Santorini: Half-Day Must-Sees in a Small Group Tour
Guest User2026-09-16
Johanna (Not sure if spelt correct) was amazing!! if you think you need 45 min to get up the cable car, give yourself over an hour. We did not give ourselves enough time to get to the start point but she met up with us along the way. very knowledgeable. beautiful sites, the little town she took us too was so peaceful. Thank you so much for everything!!!
★
★
★
★
★
Reviews:
Guest User2024-07-14
We had a wonderful time on our half day sight seeing tour with Constantina and Terry! Constantina took us to some amazing spots to see different parts of the island and take pictures while also providing a lot of information on the local culture and history of the island. She was very attentive to our needs and provided an unforgettable experience. Terry drove us around the island very quickly and safely! I would highly recommend these two as tour guide and driver!
★
★
★
★
★
Reviews: Santorini: Traditional Sightseeing Bus Tour with Oia Sunset
Guest User2026-10-29
KIM IS AN EXCELLENT GUIDE! POINTED OUT BREATHTAKING SIGHTS AND EMBELLISHED THEM WITH STORIES AND INTERESTING FACTS - THANK YOU KIM!