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Sailing Tours Santorini

16 Offers with the Best Prices 2025/2026
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Popular Options
Locations
Categories
Included services
Ideal for
Languages
Duration
Boat Trip in Santorini to the Volcano & Thirasia Island from Caldera's Boats Santorini.
Bestseller
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
View of the boat during the boat trip from Santorini to the volcano with Caldera's Boats.
Bestseller
Caldera's Boats Santorini
Boat Trip in Santorini to the Volcano & Hot Springs
Caldera's Boats Santorini
4.8(50)
Starting from: Fira
3 hours
Free cancellation
4.8(50)
From
15
Check availability
Boat Trip to Thirasia Island & Volcano with Sunset in Oia from Caldera's Boats Santorini.
Bestseller
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
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
Hotel pickup available
4.7(6)
Hotel pickup available
From
40
Check availability
Boat Trip from Vlychada along Santorini's coastline with BBQ Lunch & Swimming from Barca Sailing Santorini.Barca Sailing Santorini
Boat Trip from Vlychada along Santorini's coastline with BBQ Lunch & Swimming
Barca Sailing Santorini
Starting from: Vlychada
5 hours 30 minutes
Free cancellation
Hotel pickup available
Hotel pickup available
From
58
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
Hotel pickup available
Hotel pickup available
From
80
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 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
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 Trip to the Fira Channel with Swimming & Open Bar from Glaraki Cruises Antiparos.NewGlaraki Cruises Antiparos
Private Sunset Sailing Trip to the Fira Channel with Swimming & Open Bar
Glaraki Cruises Antiparos
Starting from: Antiparos, Pounta
3 hours
Free cancellation
Drinks available
Drinks available
From
900
Check availability
The sail boat with a beautiful orange backdrop from the sunset over the ocean during the Sunset Boat Trip from Vlychada along Santorini's coastline with BBQ Lunch & Swimming from Barca Sailing Santorini.Barca Sailing Santorini
Sunset Boat Trip from Vlychada along Santorini's coastline with BBQ & Swimming
Barca Sailing Santorini
Starting from: Vlychada
5 hours
Free cancellation
Hotel pickup available
Hotel pickup available
From
58
Check availability
The boat on the water, with people on it and swimming in the water during the Private Boat Trip from Vlychada along Santorini's coastline with BBQ & Swimming from Barca Sailing Santorini.Barca Sailing Santorini
Private Boat Trip from Vlychada along Santorini's coastline with BBQ & Swimming
Barca Sailing Santorini
Starting from: Vlychada
5 hours
Hotel pickup available
Hotel pickup available
From
780
Check availability
The sailing boat sailing on the ocean with the beautiful orange sunset in the background during the Private Sunset Boat Trip from Vlychada along Santorini's coastline with BBQ & Swimming from Barca Sailing Santorini.Barca Sailing Santorini
Private Sunset Boat Trip from Vlychada along Santorini's coastline with BBQ & Swimming
Barca Sailing Santorini
5.0(1)
Starting from: Vlychada
5 hours
Hotel pickup available
5.0(1)
Hotel pickup available
From
780
Check availability
Sunset Sailboat Trip to the Fira Channel with Apéritif & Swimming Stops from Paros Boat Trips.NewParos Boat Trips
Sunset Sailboat Trip to the Fira Channel with Apéritif & Swimming Stops
Paros Boat Trips
Starting from: Paros
2 hours 30 minutes
Drinks available
Drinks available
From
65
Check availability
Sunset Traditional Wooden Boat Trip to the Fira Channel with Swimming & Snorkeling from Glaraki Cruises Antiparos.NewGlaraki Cruises Antiparos
Sunset Traditional Wooden Boat Trip to the Fira Channel with Swimming
Glaraki Cruises Antiparos
Starting from: Antiparos, Pounta
3 hours
Free cancellation
Drinks available
Drinks available
From
45
Check availability

Popular Boat Tour Providers in Santorini

Caldera's Boats SantoriniCaldera's Boats Santorini
187 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
Martin · CoupleSISlovenia

"The trip was exactly as described – and even better! The guide was very knowledgeable and kind. He answered all our questions and remained polite throughout the tour. Everything ran like Swiss clockwork and followed the timeline precisely. Although three hours might seem a bit short at first, it's actually the perfect amount of time to see the active volcano and enjoy a swim in the thermal springs. It was an amazing experience and well worth the price. The hot springs could be a little warmer, but of course, you can’t argue with nature. All in all, a perfect and well-organized trip. Thank you, Caldera Boats and CheckYeti!"

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"

Paros Boat TripsParos Boat Trips
9 Reviews
5 Offers
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Instant booking confirmation for all offers
Layal · Group of friendsGBUnited Kingdom

"It’s chill, relaxed with good music and fun activities. The snorkelling was very enjoyable"

Barca Sailing SantoriniBarca Sailing Santorini
1 Review
4 Offers
The sailing boat of Barca Sailing Santorini with people on it, enjoying the sun and the blue water on the coast of Santorini.
Free cancellation for all group offers
Valentin · CoupleATAustria

"It was so unbelievably great! There were only two of us + 2 skippers who were really nice and funny. The food was extremely plentiful and delicious! The sunset on the “high seas” was fantastic."

Glaraki Cruises AntiparosGlaraki Cruises Antiparos
6 Offers
The boat of Glaraki Cruises Antiparos in the Blue Lagoon.
Free cancellation for all offers
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