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Sailing Tours Oía

8 Offers with the Best Prices 2026
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Boat Trip in Santorini to the Volcano & Thirasia Island from Caldera's Boats Santorini.
Just booked
Caldera's Boats Santorini
Boat Trip in Santorini to the Volcano & Thirasia Island
Caldera's Boats Santorini
4.8(114)
Starting from: Santorini, Fira
6 hours
Free cancellation
Pickup available
4.8(114)
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
Pickup available
4.7(18)
Pickup available
From
29 €
Check availability
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
Pickup available
Pickup available
From
80 €
Check availability
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
Pickup available
4.7(6)
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
Pickup available
5.0(7)
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
Pickup available
5.0(1)
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
Pickup available
5.0(3)
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
Pickup available
Pickup available
From
1300 €
Check availability

Offers available nearby

What customers love about boat trips in Oía

4.8
149 reviews
Spiridakos Sailing Cruises' Catamaran is floating on the crystal clear waters during the sailing catamaran cruise around the hotspots of Santorini.Spiridakos Sailing Cruises SantoriniClassic Sailing Catamaran Day Cruise, with BBQ, Drinks & Transfers
11 Reviews
Istvan · CoupleHUHungary

The crew is amazing. They are really kindful, and professional. Thank you again for Tanja and for the whole crew.

Boat Trip in Santorini to the Volcano & Thirasia Island from Caldera's Boats Santorini.Caldera's Boats SantoriniBoat Trip in Santorini to the Volcano & Thirasia Island
114 Reviews
Luca · CoupleGRGreece

Very well-organized trip. The swim in the sulfur waters was fantastic. Recommended!

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!

Popular Boat Tour Providers in Oía

Caldera's Boats SantoriniCaldera's Boats Santorini
193 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
Luca · CoupleGRGreece

Very well-organized trip. The swim in the sulfur waters was fantastic. Recommended!

Angel Sailing SantoriniAngel Sailing Santorini
11 Reviews
5 Offers
null-null-hero
Free cancellation for all offers
Torsten · CoupleDEGermany

Nice small international group (9 persons + the entertaining Captain George and his female assistant). You also really sail under sails and without engine. Women are allowed to navigate, if they like. Good food (fish, seafood pasta, salad...) with white wine, soft drinks and water. One long stop for swimming, fish observing and dinner in front of the Island of Therasia. Stunning Sunset with the red sun going down into the ocean at the horizon...

Trending boat trips in Oía

Sunset Catamaran Trip in Santorini with Swimming at the Hot Springs from Sunset Oia Santorini.Sunset Oia SantoriniSunset Catamaran Trip in Santorini with Swimming at the Hot Springs
Bestseller
Free cancellation
From55 €
Catamaran on water during Catamaran Trip in Santorini to the Hot Springs & Red Beach from Sunset Oia Santorini.Sunset Oia SantoriniCatamaran Trip in Santorini to the Hot Springs & Red Beach
Recently booked
Free cancellation
From45 €
A woman enjoys the Private Sunset Boat Trip with Volcano Hike with Spiridakos Sailing Cruises Santorini.Spiridakos Sailing Cruises SantoriniSantorini Private Volcanic Sunset Cruise at Caldera & Volcano Hike
Recently booked
From550 €

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Photo of the catamaran used on the Premium Sailing Catamaran Tour to the Hot Springs with BBQ with Spiridakos Sailing Cruises Santorini.
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A catamaran on the blue sea of the Aegean Sea during the Private Morning Catamaran Trip along the Caldera with BBQ & Open Bar from Volcano Yachting Santorini.
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