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 →

Experience Santorini aboard a traditional wooden caique and discover the island's volcanic beauty through two unique cruise itineraries. Monday, Wednesday & Friday – Volcano & …More

4.7 (6)

Santorini Volcanic Sunset Cruise

Experience Santorini aboard a traditional wooden caique and discover the island's volcanic beauty through two unique cruise itineraries. Monday, Wednesday & Friday – Volcano &...

4 to 6 hours Free Cancellation

4.7 (6)

from
$40

Premium Santorini Private Day Tour Elba 45, BBQ, drinks, transfer

Explore the most attractive sights and beaches in Santorini on board the Luxurious Lagoon 450, exclusively for your party. Captain and crew will make this …More

4.9 (45)

Premium Santorini Private Day Tour Elba 45, BBQ, drinks, transfer

Explore the most attractive sights and beaches in Santorini on board the Luxurious Lagoon 450, exclusively for your party. Captain and crew will make this...

5 hours Hotel pickup offered Free Cancellation

4.9 (45)

from
$210

Santorini: Special Occasions Catamaran Cruise, All Inclusive

Swim, snorkel, relax & enjoy a fresh meal with drinks. Mark your special occasion with a private catamaran cruise in Santorini, customized for anniversaries, honeymoons, …More

4.0 (4)

Santorini: Special Occasions Catamaran Cruise, All Inclusive

Swim, snorkel, relax & enjoy a fresh meal with drinks. Mark your special occasion with a private catamaran cruise in Santorini, customized for anniversaries, honeymoons,...

4 to 6 hours Hotel pickup offered Free Cancellation

4.0 (4)

from
$157

Santorini Stand-Up Paddle and Snorkel Adventure

With years of experience on the water, our stand-up tour is led by a certified instructor, ensuring your experience is fun, safe, and professional. Perfect …More

5.0 (22)

Santorini Stand-Up Paddle and Snorkel Adventure

With years of experience on the water, our stand-up tour is led by a certified instructor, ensuring your experience is fun, safe, and professional. Perfect...

2 to 3 hours Free Cancellation

5.0 (22)

from
$138

Santorini Private Cruise Sightseeing Tour with BBQ and Drinks

Enjoy swimming & snorkeling in the clear blue waters of the Aegean Sea. You can go snorkeling near the shore and experience the amazing underwater …More

5.0 (13)

Santorini Private Cruise Sightseeing Tour with BBQ and Drinks

Enjoy swimming & snorkeling in the clear blue waters of the Aegean Sea. You can go snorkeling near the shore and experience the amazing underwater...

5 hours Free Cancellation

5.0 (13)

from
$170

Private Luxury Caldera Cruise with a rich BBQ meal and Open Bar!

Set out on a morning sailing adventure. Depart from the picturesque settlement of Oia at the postcard-like Ammoudi port. The morning cruise takes you to …More

5.0 (11)

Private Luxury Caldera Cruise with a rich BBQ meal and Open Bar!

Set out on a morning sailing adventure. Depart from the picturesque settlement of Oia at the postcard-like Ammoudi port. The morning cruise takes you to...

5 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$136

Santorini Volcano Sunset Cruise with Dinner

Sail across Santorini’s beautiful ‘caldera’ (flooded crater) and visit the islands of Nea Kameni and Thirasia on this 6-hour cruise. Board a sightseeing boat from …More

4.4 (27)

Santorini Volcano Sunset Cruise with Dinner

Sail across Santorini’s beautiful ‘caldera’ (flooded crater) and visit the islands of Nea Kameni and Thirasia on this 6-hour cruise. Board a sightseeing boat from...

6 hours 5 minutes Hotel pickup offered Free Cancellation

4.4 (27)

from
$129

Full Day Santorini Catamaran Private Cruise with meal and transfer

Booking a Private Catamaran Tour in Santorini is a dream come true! We offer daily cruises to Santorini’s beautiful sights. The best way to spend …More

5.0 (16)

Full Day Santorini Catamaran Private Cruise with meal and transfer

Booking a Private Catamaran Tour in Santorini is a dream come true! We offer daily cruises to Santorini’s beautiful sights. The best way to spend...

7 hours Hotel pickup offered

5.0 (16)

from
$2,526

Set sail on a luxurious inflatable boat cruise with an expert captain and explore the breathtaking sights of Santorini. Your adventure begins at the peaceful …More

5.0 (13)

Private Boat Tour of Santorini

Set sail on a luxurious inflatable boat cruise with an expert captain and explore the breathtaking sights of Santorini. Your adventure begins at the peaceful...

3 hours Free Cancellation

5.0 (13)

from
$100

Half day Private Sailing cruise in Santorini island up to 6 pax

Enjoy the cruise like a real sailor and experience moving with the force of the wind! Maria our captain will stand our, together with our …More

5.0 (6)

Half day Private Sailing cruise in Santorini island up to 6 pax

Enjoy the cruise like a real sailor and experience moving with the force of the wind! Maria our captain will stand our, together with our...

5 hours Free Cancellation

5.0 (6)

from
$1,033

Santorini Private Tour Half-Day Sailing Platinum Catamaran Cruise

This tour provides a complete experience of Santorini! You can swim in unique and otherwise impassable locations, enjoying the most wonderful of vistas while sailing …More

4.9 (9)

Santorini Private Tour Half-Day Sailing Platinum Catamaran Cruise

This tour provides a complete experience of Santorini! You can swim in unique and otherwise impassable locations, enjoying the most wonderful of vistas while sailing...

5 hours Hotel pickup offered Free Cancellation

4.9 (9)

from
$236

Luxury Private Power Catamaran Tour in Santorini

This is not a cookie-cutter approach to cruise sailing! Make your own schedule with us and choose the places you wish to see! Lucky 8 …More

5.0 (7)

Luxury Private Power Catamaran Tour in Santorini

This is not a cookie-cutter approach to cruise sailing! Make your own schedule with us and choose the places you wish to see! Lucky 8...

3 hours

5.0 (7)

from
$1,837

Do not miss out! When in Santorini, the sunset and a sailing cruise around the Caldera, are the things one should not miss out. Have …More

5.0 (5)

Caldera Private Cruise with Fjord 52

Do not miss out! When in Santorini, the sunset and a sailing cruise around the Caldera, are the things one should not miss out. Have...

5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$254

5hours Private boat cruise tour in Santorini with lunch or dinner

Sail across the breathtaking Santorini Caldera on a private cruise designed for unforgettable moments. Discover hidden coves, swim in crystal-clear waters, and soak in the …More

5.0 (8)

5hours Private boat cruise tour in Santorini with lunch or dinner

Sail across the breathtaking Santorini Caldera on a private cruise designed for unforgettable moments. Discover hidden coves, swim in crystal-clear waters, and soak in the...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$907

Santorini, Ios Full-Day Small-Group Catamaran Tour with Lunch

Set sail from Vlychada on a modern catamaran for a scenic tour, sailing along Red Beach, White Beach, the Volcano, Thirassia Island, and Ios. Anchoring …More

5.0 (7)

Santorini, Ios Full-Day Small-Group Catamaran Tour with Lunch

Set sail from Vlychada on a modern catamaran for a scenic tour, sailing along Red Beach, White Beach, the Volcano, Thirassia Island, and Ios. Anchoring...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$293

Santorini 3 Islands Trip by Sailing boat

Enjoy the classic tour trusted by thousands of visitors to Santorini for decades. Ideal for cruise travelers, as the boat tour begins at the port …More

4.5 (8)

Santorini 3 Islands Trip by Sailing boat

Enjoy the classic tour trusted by thousands of visitors to Santorini for decades. Ideal for cruise travelers, as the boat tour begins at the port...

5 hours 30 minutes Free Cancellation

4.5 (8)

from
$40

5 Hours Santorini Private Luxury Cruise with BBQ and Drinks

We start our tours from the marina of Vlychada. We provide 2 Private options: Private Day Cruise start 10:00 - 15:00 and Private Sunset Cruise …More

5.0 (4)

5 Hours Santorini Private Luxury Cruise with BBQ and Drinks

We start our tours from the marina of Vlychada. We provide 2 Private options: Private Day Cruise start 10:00 - 15:00 and Private Sunset Cruise...

5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$1,148

Antiparos-Paros: Private Cruise with Speed Boat

“THE CLASSIC GETAWAY” Quaint beaches, ancient Greek artifacts…what more is there to ask for? We start the cruise to the cosmopolitan complex of Paros and …More

5.0 (2)

Antiparos-Paros: Private Cruise with Speed Boat

“THE CLASSIC GETAWAY” Quaint beaches, ancient Greek artifacts…what more is there to ask for? We start the cruise to the cosmopolitan complex of Paros and...

10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$464

The alternative shared Sunset Trip from Santorini to the Gems of the island

ROUTE The cruise starts from Vlychada port at 15:15. First stop: Red Beach for swimming and snorkeling Second stop: White Beach for swimming and for …More

5.0 (1)

The alternative shared Sunset Trip from Santorini to the Gems of the island

ROUTE The cruise starts from Vlychada port at 15:15. First stop: Red Beach for swimming and snorkeling Second stop: White Beach for swimming and for...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$244

Full-Day Private Tour in Santorini by Luxury Catamaran

This tour provides a complete experience of Santorini! You can swim in unique and otherwise impassable locations, enjoying the most wonderful of vistas while sailing …More

5.0 (2)

Full-Day Private Tour in Santorini by Luxury Catamaran

This tour provides a complete experience of Santorini! You can swim in unique and otherwise impassable locations, enjoying the most wonderful of vistas while sailing...

9 to 11 hours Hotel pickup offered

5.0 (2)

from
$393

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?

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?