Top Santorini Cruises, Sailing & Water Tours

Q: Got any more Santorini trip ideas?

We sure do. Check out our curated lists of hand-picked Santorini Tours. Top 10 Santorini 2026 Senior-friendly tours Santorini The best tours and activities for culture lovers in Santorini Top Day Trips from Santorini Things to do in Santorini this summer View all Santorini Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Santorini?

Based on our sales data over the past year, the most popular styles of tours and activities in Santorini are: Santorini Luxury & Special Occasions Santorini Luxury Tours Santorini Tours & Sightseeing Santorini Half-day Tours Santorini Boat Tours View all tour styles in Santorini →

Santorini Caldera Panorama Winter Cruise All Inclusive

Join us for a once-in-a-lifetime sailing experience with the award-winning Caldera Panorama cruise. Visit the hot spots of the island in a luxury catamaran. Admire …More

4.8 (62)

Santorini Caldera Panorama Winter Cruise All Inclusive

Join us for a once-in-a-lifetime sailing experience with the award-winning Caldera Panorama cruise. Visit the hot spots of the island in a luxury catamaran. Admire...

5 hours Hotel pickup offered Free Cancellation

4.8 (62)

from
$137

Santorini Volcanic Islands Cruise: Volcano,Hot Springs,Thirassia and Oia Sunset

Morning visit to Volcano and its sulfur waters on a Traditional Greek Caique Boat. The first stop of your adventure is the volcano of Santorini, …More

4.1 (94)

Santorini Volcanic Islands Cruise: Volcano,Hot Springs,Thirassia and Oia Sunset

Morning visit to Volcano and its sulfur waters on a Traditional Greek Caique Boat. The first stop of your adventure is the volcano of Santorini,...

11 hours Hotel pickup offered Free Cancellation

4.1 (94)

from
$65

Santorini: Private Catamaran Cruise with Fresh Fish BBQ & Drinks

The Private Sailing Cruise by Renieris Santorini Sailing Center starting from Vlychada marina is a great opportunity to customize your own cruise and enjoy the …More

5.0 (19)

Santorini: Private Catamaran Cruise with Fresh Fish BBQ & Drinks

The Private Sailing Cruise by Renieris Santorini Sailing Center starting from Vlychada marina is a great opportunity to customize your own cruise and enjoy the...

5 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$177

Morning or Afternoon 3hour Private boat cruise tour in Santorini

Our team of experienced professionals have carefully selected and optimized each of our trips to ensure that you get the best out of this once …More

5.0 (47)

Morning or Afternoon 3hour Private boat cruise tour in Santorini

Our team of experienced professionals have carefully selected and optimized each of our trips to ensure that you get the best out of this once...

3 hours Hotel pickup offered Free Cancellation

5.0 (47)

from
$677

Explore Santorini and its volcanic wonders with Alex Private Boat

Join us on this breathtaking trip to Nea and Palea Kammeni,the lava islands in the middle of the crater. First up, we will see the …More

5.0 (48)

Explore Santorini and its volcanic wonders with Alex Private Boat

Join us on this breathtaking trip to Nea and Palea Kammeni,the lava islands in the middle of the crater. First up, we will see the...

3 hours Free Cancellation

5.0 (48)

from
$574

Private Luxury Santorini Catamaran Cruise with Port Pickup

Cruise around Santorini in style on this private, 5-hour cruise by a luxury catamaran. Choose from a daytime or sunset cruise, then laze on deck …More

4.9 (52)

Private Luxury Santorini Catamaran Cruise with Port Pickup

Cruise around Santorini in style on this private, 5-hour cruise by a luxury catamaran. Choose from a daytime or sunset cruise, then laze on deck...

5 hours Hotel pickup offered

4.9 (52)

from
$261

Experience a calm and romantic trip to the amazing sites of Santorini on a charming wooden sailing boat! The peaceful atmosphere and gentle rocking of …More

4.9 (45)

Santorini Sunset Cruise in Caldera

Experience a calm and romantic trip to the amazing sites of Santorini on a charming wooden sailing boat! The peaceful atmosphere and gentle rocking of...

5 hours Free Cancellation

4.9 (45)

from
$51

Private Sunset Cruise with Full Greek Dinner

• We will set sail from the Marina of Vlihada, to red beach of the island which is situated in the historic village of Akrotiri …More

5.0 (49)

Private Sunset Cruise with Full Greek Dinner

• We will set sail from the Marina of Vlihada, to red beach of the island which is situated in the historic village of Akrotiri...

5 hours Hotel pickup offered Free Cancellation

5.0 (49)

from
$187

Diamond 36 Private Motor Yacht Caldera Cruise

The Diamond 36 Motor Yacht is a mix of comfort, safety and fine design with high tech innovation and a passion for the sea. Create …More

5.0 (47)

Diamond 36 Private Motor Yacht Caldera Cruise

The Diamond 36 Motor Yacht is a mix of comfort, safety and fine design with high tech innovation and a passion for the sea. Create...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (47)

from
$122

Santorini Caldera Private Sailing Boat Cruise

Dare to be different! Get ready for the ultimate sailing experience in the most beautiful place on Earth! Get on board and your Caldera private …More

4.9 (53)

Santorini Caldera Private Sailing Boat Cruise

Dare to be different! Get ready for the ultimate sailing experience in the most beautiful place on Earth! Get on board and your Caldera private...

5 hours Hotel pickup offered Free Cancellation

4.9 (53)

from
$976

A Lagoon catamaran for your group only: up to 20 guests, 5 hours by day or at sunset from Vlychada Marina. Sail past Red Beach …More

5.0 (40)

Santorini Private Catamaran Cruise

A Lagoon catamaran for your group only: up to 20 guests, 5 hours by day or at sunset from Vlychada Marina. Sail past Red Beach...

5 hours Hotel pickup offered Free Cancellation

5.0 (40)

from
$184

Caldera Cruise with Swim Stops, BBQ on board and drinks!

Set out on a unique sailing adventure. The cruise takes you to the emblematic Caldera coastline, by the Black Rock of the Indian and the …More

5.0 (27)

Caldera Cruise with Swim Stops, BBQ on board and drinks!

Set out on a unique sailing adventure. The cruise takes you to the emblematic Caldera coastline, by the Black Rock of the Indian and the...

5 hours Hotel pickup offered Free Cancellation

5.0 (27)

from
$148

Private all included yacht Tour in Santorini

"Step aboard and join the captivating journey led by the esteemed Captain George, a true son of the enchanting Santorinian Sea. Raised amidst the seafaring …More

4.9 (38)

Private all included yacht Tour in Santorini

"Step aboard and join the captivating journey led by the esteemed Captain George, a true son of the enchanting Santorinian Sea. Raised amidst the seafaring...

3 to 5 hours Hotel pickup offered Free Cancellation

4.9 (38)

from
$292

Santorini Oia: Private Day Cruise with Fresh Fish BBQ & Drinks

The Private Day Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay is a great opportunity to enjoy a sailing cruise at the …More

5.0 (38)

Santorini Oia: Private Day Cruise with Fresh Fish BBQ & Drinks

The Private Day Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay is a great opportunity to enjoy a sailing cruise at the...

4 hours Hotel pickup offered Free Cancellation

5.0 (38)

from
$164

"The best value-for-money excursion cruise in Santorini" Set sail from Ammoudi Port cruising along the coastline and visit the two most iconic sights of the …More

4.9 (35)

Caldera Private Cruise & Volcano Hike

"The best value-for-money excursion cruise in Santorini" Set sail from Ammoudi Port cruising along the coastline and visit the two most iconic sights of the...

3 hours Free Cancellation

4.9 (35)

from
$131

Santorini: Private Catamaran Cruise to Volcano with BBQ & Drinks

Experience Santorini like never before on your exclusive private catamaran cruise, fully tailored to your preferences. Swim in warm volcanic waters, snorkel in crystal-clear seas, …More

5.0 (29)

Santorini: Private Catamaran Cruise to Volcano with BBQ & Drinks

Experience Santorini like never before on your exclusive private catamaran cruise, fully tailored to your preferences. Swim in warm volcanic waters, snorkel in crystal-clear seas,...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (29)

from
$162

Shared Catamaran Half Day Cruise in Santorini

The unique moments to be shared only with your friends or family, see the south part of Santorini (Red & White beach, Mesa Pigadia, Black …More

4.9 (32)

Shared Catamaran Half Day Cruise in Santorini

The unique moments to be shared only with your friends or family, see the south part of Santorini (Red & White beach, Mesa Pigadia, Black...

5 hours Hotel pickup offered Free Cancellation

4.9 (32)

from
$148

Santorini Oia: Small Group Day Cruise w BBQ Fresh Fish & Drinks

The Day Luxury Semi- Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay, is a great opportunity to enjoy a sailing cruise …More

5.0 (33)

Santorini Oia: Small Group Day Cruise w BBQ Fresh Fish & Drinks

The Day Luxury Semi- Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay, is a great opportunity to enjoy a sailing cruise...

4 hours Hotel pickup offered Free Cancellation

5.0 (33)

from
$120

Τhis trip is mainly aimed at visitors who don't have much time to spare, ideal for cruise travelers, as the boat tour begins at the …More

4.3 (36)

Santorini - Volcano and Hot springs

Τhis trip is mainly aimed at visitors who don't have much time to spare, ideal for cruise travelers, as the boat tour begins at the...

3 hours Free Cancellation

4.3 (36)

from
$34

Majestic Catamaran Caldera Cruise with Snacks, Meal & Drinks

The Majestic Day or Sunset Cruise is operated by our newest catamarans which offering luxury setup with plenty of space. You'll set off from Ammoudi …More

4.8 (23)

Majestic Catamaran Caldera Cruise with Snacks, Meal & Drinks

The Majestic Day or Sunset Cruise is operated by our newest catamarans which offering luxury setup with plenty of space. You'll set off from Ammoudi...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (23)

from
$153

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Santorini Cruises, Sailing & Water Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Santorini Cruises, Sailing & Water Tours are:

What are the best kid-friendly options for Santorini Cruises, Sailing & Water Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Santorini Cruises, Sailing & Water Tours are:

View all kid-friendly Tours →

Which Santorini Cruises, Sailing & Water Tours have Instant Confirmation?

Santorini Cruises, Sailing & Water Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Santorini Cruises, Sailing & Water Tours have Free Cancellation?

Santorini Cruises, Sailing & Water Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Santorini Cruises, Sailing & Water Tours have Hotel Pickup?

No problem. These Santorini Cruises, Sailing & Water Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Santorini trip ideas?

What are the most popular styles of Tours and Activities in Santorini?