Skip to main content
Easy cancellation
16,000 activities in 25 countries
2 million+ happy customers
DestinationsGift vouchersBlog
A family having a great time admiring the sunset during a sailing boat trip at sunset.
Compare offersBest pricesEasy booking
GRGreeceCyclades

Sunset Sailing Boat Trips Santorini

8 Offers with the Best Prices 2026
Sort by:
Popular Options
Locations
Categories
Included services
Ideal for
Languages
Duration
Popular Options
Locations
Categories
Included services
Ideal for
Languages
Duration
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
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
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
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
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
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

Offers available nearby

What customers love about boat trips in Santorini

4.8
35 reviews
Boat Trip to Paxos (Gaios), Antipaxos & Caves from Corfu from Corfu Cruises.Corfu CruisesBoat Trip to Paxos (Gaios), Antipaxos & Caves from Corfu
172 Reviews
BRIAN+XAVIER · Solo travelerESSpain

I would recommend it for the beautiful landscapes and places you can visit, the atmosphere, the service, everything was perfect.

Boat Trip to Thirasia Island & Volcano with Sunset in Oia from Caldera's Boats Santorini.Caldera's Boats SantoriniBoat Trip to Thirasia Island & Volcano with Sunset in Oia
18 Reviews
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.

Boat Trip to the Blue Lagoon from Benitses from Corfu Cruises.Corfu CruisesBoat Trip to the Blue Lagoon from Benitses
28 Reviews
Ilia · CoupleGRGreece

must do

Popular Boat Tour Providers in Santorini

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
cesar PEPeru

Great experience, very entertaining guide, with adequate explanation.

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...

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

Trending boat trips in Santorini

View of the boat during the boat trip from Santorini to the volcano with Caldera's Boats.Caldera's Boats SantoriniBoat Trip in Santorini to the Volcano & Hot Springs
Bestseller
Free cancellation
From15 €
Sunset Sailing Trip from Santorini to the Volcano from Caldera's Boats Santorini.Caldera's Boats SantoriniSunset Sailing Trip from Santorini to the Volcano
Bestseller
Free cancellation
From40 €
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
Bestseller
Free cancellation
From18 €

Santorini: All locations

Sunset Sailing Cruise with views of the Caldera, Firá & Oia from Angel Sailing Santorini.
Vlychada

6 offers

Boat Trip to Thirasia Island & Volcano with Sunset in Oia from Caldera's Boats Santorini.
Fira

6 offers

Sunset Sailing Trip from Santorini to the Volcano from Caldera's Boats Santorini.
Akrotiri

6 offers

Boat Trip to Thirasia Island & Volcano with Sunset in Oia from Caldera's Boats Santorini.
Oía

4 offers

Private Sunset Sailing Cruise with a View of Caldera and Oia from Angel Sailing Santorini.
Aspronisi

4 offers

Boat Trip to Thirasia Island & Volcano with Sunset in Oia from Caldera's Boats Santorini.
Therasia

4 offers

Boat Trip to Thirasia Island & Volcano with Sunset in Oia from Caldera's Boats Santorini.
Perissa

4 offers

Sunset Sailing Trip from Santorini to the Volcano from Caldera's Boats Santorini.
Kamari

4 offers

Sunset Sailing Trip from Santorini to the Volcano from Caldera's Boats Santorini.
Nea Kameni

4 offers

Sunset Sailing Trip from Santorini to the Volcano from Caldera's Boats Santorini.
Palea Kameni

3 offers

Santorini: Similar activities

A catamaran with the colorful backdrop of the sunset during the Private Sunset Catamaran Trip along the Caldera with BBQ & Open Bar from Volcano Yachting Santorini.
Catamaran Trips Santorini

32 offers

A catamaran with the colorful backdrop of the sunset during the Private Sunset Catamaran Trip along the Caldera with BBQ & Open Bar from Volcano Yachting Santorini.
Boat Trips with Snorkeling Santorini

32 offers

Sunset Catamaran Trip around Santorini with BBQ, Open Bar & Snorkeling from Volcano Yachting Santorini.
Sunset Boat Trips Santorini

27 offers

Couple on a Semi Private Catamaran Trip around Santorini with Lunch from Nomikos Yachting Santorini.
Boat Trips with Lunch Santorini

26 offers

Catamaran on water during Catamaran Trip in Santorini to the Hot Springs & Red Beach from Sunset Oia Santorini.
Half-Day Trips Santorini

25 offers

Boat Trip to Thirasia Island & Volcano with Sunset in Oia from Caldera's Boats Santorini.
Day Trips Santorini

24 offers

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

19 offers

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.
Boat Trips with Dinner Santorini

16 offers

Catamaran Trip along the Coast of Santorini with Swimming & Lunch.
Boat Trips with Aperitif Santorini

8 offers

Luxury Catamaran Cruise around Santorini Caldera w/ BBQ & Cocktails from Spiridakos Sailing Cruises Santorini.
Yacht Trips Santorini

7 offers

Boat Trip to the Blue Lagoon from Benitses from Corfu Cruises.
Lagoon Trips Santorini

5 offers

Boat Trip to Paxos (Gaios), Antipaxos & Caves from Corfu from Corfu Cruises.
Caves Boat Trips Santorini

4 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

PADI Open Water Course in Addaia in Menorca for Beginners from Blue Dive Menorca.
Scuba Diving Balearic Islands

37 offers

Boat Trip to Belle-Île-en-Mer (Le Palais) with stopover from Vannes & Arzon from Navix Morbihan.
Boat Trips suited for Wheelchairs Arzon

21 offers

RIB Boat Trip to the Gulf of Orosei.
RIB Boat Hire and Trips Arbatax

17 offers

A group of friends enjoy a catamaran trip from Calpe with swimming with Mundo Marino.
Beach Boat Trips Provincia de Alicante

11 offers

People doing a 32km Kayak & Canoe Hire in Ardèche - 2 days with bivouac with Aigue-Vive.
Half Day Kayaking Gorges de l'Ardèche

9 offers

The Canelli 30 on a Private customizable Boat Trip from Calvi with Snorkeling from Giru Mare Calvi.
Half-Day Trips L'Île-Rousse

4 offers

Round Trip Ferry from Saint-Florent to Saleccia Beach from Spassighj'agriate Saint-Florent.
Boat Trips with Dogs and other Pets Saint-Florent

4 offers

A snowboarder is listening to the instructions of their snowboard instructor from the ski school Evolution 2 Tignes during their Private Snowboarding Lessons.
Snowboard Lessons for Beginners Tignes - Val Claret

4 offers

A couple enjoying a ride during a Jet Ski Safari to Cala En Basset & S'Argilau Cave with GoJet Jet Ski Mallorca.
Water Sports & Jet ski Port d'Andratx

3 offers

Sailing Trip from Catania along the Coast of Ulysses with Apéritif, SUP & Snorkeling from Papa Sail Catania.
Boat Trips with SUP included Aci Trezza

3 offers

More on checkyeti

BEST Boat Trips in IschiaScuba Diving RovinjDragonera Island, Andratx, Mallorca (Majorca), Balearic Islands, SpainHalf-Day Trips Tino IslandSnowboarding Lessons VaudBoat Trips with Snorkeling L'Île-RousseBoat Trips to Coves PortugalBoat Trips KomizaKaraburun Peninsula, Vlorë, AlbaniaBeach Boat Trips Navarone BayCastellane, Verdon, Alpes-de-Haute-Provence, Provence-Alpes-Côte d'Azur, FranceSightseeing & Bus Tours Croatia
Customer reviews
checkyeti.com
4.5
2917 Reviews on
4.4 Excellent | 1466 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