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Sailing Tours Oía

8 Offers with the Best Prices 2026
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Categories
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Languages
Duration
Boat Trip in Santorini to the Volcano & Thirasia Island from Caldera's Boats Santorini.Caldera's Boats Santorini
Boat Trip in Santorini to the Volcano & Thirasia Island
Caldera's Boats Santorini
4.8(112)
Starting from: Santorini, Fira
6 hours
Free cancellation
Hotel pickup available
4.8(112)
Hotel pickup available
From
18 €
Check availability
Boat Trip to Thirasia Island & Volcano with Sunset in Oia from Caldera's Boats Santorini.Caldera's Boats Santorini
Boat Trip to Thirasia Island & Volcano with Sunset in Oia
Caldera's Boats Santorini
4.7(18)
Starting from: Santorini
9 hours
Free cancellation
Hotel pickup available
4.7(18)
Hotel pickup available
From
29 €
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Sailing Cruise around Santorini Caldera with Swimming in Thirasia from Angel Sailing Santorini.Angel Sailing Santorini
Sailing Cruise around Santorini Caldera with Swimming in Thirasia
Angel Sailing Santorini
Starting from: Vlychada
5 hours
Free cancellation
Hotel pickup available
Hotel pickup available
From
80 €
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Sunset Sailing Trip from Santorini to the Volcano from Caldera's Boats Santorini.Caldera's Boats Santorini
Sunset Sailing Trip from Santorini to the Volcano
Caldera's Boats Santorini
4.7(6)
Starting from: Santorini, Fira
6 hours
Free cancellation
Hotel pickup available
4.7(6)
Hotel pickup available
From
40 €
Check availability
Sunset Sailing Cruise with views of the Caldera, Firá & Oia from Angel Sailing Santorini.Angel Sailing Santorini
Sunset Sailing Cruise with views of the Caldera, Firá & Oia
Angel Sailing Santorini
5.0(7)
Starting from: Vlychada
5 hours
Free cancellation
Hotel pickup available
5.0(7)
Hotel pickup available
From
80 €
Check availability
Private Sailing with an exclusive half-day cruise to enjoy the surroundings of Santorini and share this unforgettable adventure.Angel Sailing Santorini
Private Sailing Cruise around Santorini Caldera with Swimming in Thirasia
Angel Sailing Santorini
5.0(1)
Starting from: Vlychada
5 hours
Free cancellation
Hotel pickup available
5.0(1)
Hotel pickup available
From
800 €
Check availability
Private Sunset Sailing Cruise with a View of Caldera and Oia from Angel Sailing Santorini.Angel Sailing Santorini
Private Sunset Sailing Cruise with a View of Caldera and Oia
Angel Sailing Santorini
5.0(3)
Starting from: Vlychada
5 hours
Free cancellation
Hotel pickup available
5.0(3)
Hotel pickup available
From
800 €
Check availability
Full Day Private Sailing Cruise to Discover Santorini from Angel Sailing Santorini.Angel Sailing Santorini
Full Day Private Sailing Cruise to Discover Santorini
Angel Sailing Santorini
Starting from: Vlychada
10 hours
Free cancellation
Hotel pickup available
Hotel pickup available
From
1300 €
Check availability

Offers available nearby

What customers love about boat trips in Oía

4.8
147 reviews
Sunset Sailing Cruise with views of the Caldera, Firá & Oia from Angel Sailing Santorini.Angel Sailing SantoriniSunset Sailing Cruise with views of the Caldera, Firá & Oia
7 Reviews
Joshua · FamilyUSUnited States

Captain George & Elias made it a unforgettable experience! The boat is huge with locks of comfortable decks to sit & admire the views. Would highly recommend booking with them!

Sunset Sailing Trip from Santorini to the Volcano from Caldera's Boats Santorini.Caldera's Boats SantoriniSunset Sailing Trip from Santorini to the Volcano
6 Reviews
Virginie · FamilyPTPortugal

Excellent outing in a traditional sailboat. No complaints. Top. My son and I enjoyed ourselves. Volcano stop / boat jump to access the hot springs / another stop for swimming and the most beautiful sunset in Oia with meals on board. Drinks are offered as a widely accessible supplement. Very friendly staff. Crazy atmosphere at the end of the day....in any case, the people on board that day were super nice.

Spiridakos Sailing Cruises' Catamaran is floating on the crystal clear waters during the sailing catamaran cruise around the hotspots of Santorini.Spiridakos Sailing Cruises SantoriniStandard Sailing Catamaran Day Cruise, with BBQ, Drinks & Transfers
7 Reviews
Virginie · Group of friendsFRFrance

We spent the day on the boat with a barbecue and it was perfect. The crew was super friendly, the barbecue was excellent, the boat was very clean and the music was great. We had an amazing time ! 🙂🙏

Popular Boat Tour Providers in Oía

Caldera's Boats SantoriniCaldera's Boats Santorini
188 Reviews
4 Offers
View of the Caldera's boats on the sea from Santorini.
Free cancellation for all offers
Instant booking confirmation for all offers
Davide · Group of friendsITItaly

Wonderful trip, with an Italian-speaking guide who explained all the island's hidden details. The trip was supposed to last 9 hours (as stated in the description), but we ended up leaving at 8:45 and returning at 9:45, so it was worth it. Fantastic experience.

Angel Sailing SantoriniAngel Sailing Santorini
11 Reviews
5 Offers
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Free cancellation for all offers
Paul · CoupleIEIreland

This was an absolute dream of a trip. George was so knowledgeable and also so accommodating, he explained the trip before we sailed so there was so surprises. Sailing the yacht without the motor as the sun was setting was magical. The food was top class, as good as many restaurants. Anyone thinking of doing a yacht cruise should definitely use these. You will have a fabulous experience

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Two people are standing on a yacht during the Private Sunset Boat Trip to Red Beach, Santorini Old Harbor & Therasia Island with Dinner organized by Vista Yachting.
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