Skip to main content
Easy cancellation
16,000 activities in 25 countries
2 million+ happy customers
DestinationsGift vouchersBlog
Take a sailing tour and let the wind take you to unique locations
Compare offersBest pricesEasy booking
GRGreeceCycladesSantorini

Sailing Tours Oía

8 Offers with the Best Prices 2026
Sort by:
Popular Options
Categories
Included services
Ideal for
Languages
Duration
Popular Options
Categories
Included services
Ideal for
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 €
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 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 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
7 Reviews
Eric · CoupleFRFrance

Superb cruise around Santorini. Refreshing swimming breaks. And above all a cruise in a small group. And the sunset off the coast of Oia. .unique

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.

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
112 Reviews
Rafael · CoupleFRFrance

We had an amazing experience. It was nice visiting the volcano and to have some explanations about how today Santorini was created. Even if it was short the swimming in hot springs was a nice and adventurous experience.

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
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...

Oía: Similar activities

Photo of the catamaran used on the Premium Sailing Catamaran Tour to the Hot Springs with BBQ with Spiridakos Sailing Cruises Santorini.
Boat Trips Oía

38 offers

Santorini visited during the Day Trip from Rethymno to Santorini with Guided Tour and Pick up from Platanos Tours Crete.
Catamaran Trips Oía

17 offers

Private Yacht Trip in Santorini with Lunch & Snorkeling from Santorini Golden Yacht.
Private Boat Tours Oía

17 offers

Photo of the catamaran at sunset used for the Premium Catamaran Tour to the Hot Springs with BBQ at sunset with Spiridakos Sailing Cruises Santorini.
Sunset Boat Trips Oía

15 offers

Private Sunset Yacht Trip in Santorini with Greek Apéritif & Snorkeling from Santorini Golden Yacht.
Boat Trips with Snorkeling Oía

11 offers

You want to book one of our activities? We are here to help you!
Laura_checkyeti_Contact
PauliTalk to our Boat Tour Expert
We'll only use the provided contact information to follow up, in line with our privacy policy.

Discover checkyeti

An elegant sailboat sailing on the Tagus river with participants looking out at the panoramic view of Lisbon during an afternoon boat trip with Taguscruises Lisbon.
Sailing Tours Belém

19 offers

Half-Day Boat Trip along Cefalù Coastline with Apéritif & Snorkeling from Mare Aperto Cefalù.
Boat Trips with Snorkeling Cefalù

16 offers

Boat Trip between the 3 Islands and Porto Venere from La Spezia from HopHop Boat La Spezia.
Boat Trips with Stops to Swim Palmaria

14 offers

Sunset catamaran cruise at the Sanguinaires Islands from Catabeach Ajaccio.
Boat Trips from Corsica to Iles Sanguinaires

13 offers

Private Boat Trip to the Blue Cave and Pakleni Islands from Hvar Boats.
Boat Rental with Skipper Palmižana

6 offers

Primero's boat navigating during the boat trip to the Riserva dello Zingaro and the Faraglioni of Scopello with Apéritif & Snorkeling with Primero.
Half-Day Trips Cala dell'Uzzo

4 offers

The elegant and modern eco sailing catamaran sailing down the Alboran Sea during a full day boat trip from Malaga along the Costa del Sol with Mundo Marino Costa del Sol.
BEST Boat Trips in Málaga City

4 offers

Wonderful sunset during the Sunset Catamaran Trip to Kallithea Springs with Snorkeling with Catamaran Cruises.
Sunset Boat Trips Mandraki Port

4 offers

The boat used for Boat Rental in Keri (up to 7 people) with Fun@Sea Zakynthos.
Boat Trips with DJ / Live Music West Zakynthos

3 offers

Family Enjoying a Sailing Boat Trip aboard of the Traditional Llaut with On Board Mallorca
Boat Trips with Aperitif Malgrats Islands

3 offers

More on checkyeti

Boat Trips Villa OleandraWreck Diving KornićBoat Trips with Aperitif Isola BellaBoat Trips with Lunch Îlet FajouQuads, ATV & Buggies AmmoudaraBoat Rental with Dogs and Pets RovinjBoat Trips with Snorkeling BolRafting for Beginners Ecrins National ParkHistory Boat Trips Fort BoyardPrivate Catamaran Trips Sassari - North SardiniaPrivate Full Day Trips Maddalena ArchipelagoPrivate Sunset Boat Trips Vilanova i la Geltrú
Customer reviews
checkyeti.com
4.5
3123 Reviews on
4.3 Excellent | 1578 reviews
As seen on:ForbesThe TelegraphemerceFazSport ActivFit for FunBlick CH
Company
About
New look
PressTermsPrivacyAccessibility
Providers
Provider loginWork with us
Support
Help Center
lauraainaravictor
Secure payment
Carte Bleue logoBancontact logo
© checkyeti 2026 · ImprintMade in Austria, Switzerland & France
Official partnerAtomic
Connect with us
instagramfacebooklinkedinyoutube