Top Cyclades Islands Cruises, Sailing & Water Tours

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

Santorini, Greece

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
$135
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

Likely to Sell Out
Likely to Sell Out
Santorini, Greece

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

Santorini, Greece

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
$179
Private Speedboat Cruise from Delos to Rhenia and Mykonos

Mykonos along with Delos, Rhenia and some other rocky islets form a single island complex. Visiting these islets is a "must" for someone discovering Mykonos. …More

Mykonos, Greece

Mykonos along with Delos, Rhenia and some other rocky islets form a single island complex. Visiting these islets is a "must" for someone discovering Mykonos....

8 hours Free Cancellation
5.0 (50)
from
$1,887
Milos & Poliegos Catamaran Cruise Homemade Full menu BBQ & Drinks

Experience a luxury full-day cruise aboard the new catamaran Lagoon 46 “Naya II”, where elegance meets comfort and have a special day by exploring the …More

Milos, Greece

Experience a luxury full-day cruise aboard the new catamaran Lagoon 46 “Naya II”, where elegance meets comfort and have a special day by exploring the...

9 to 10 hours Free Cancellation
5.0 (53)
from
$241
Private Full Day Boat Tour: Discover Hidden Gems around Paros

Embark on an unforgettable adventure exploring the hidden gems of Paros and Antiparos with our private boat tour departing from Paros. Our first stop takes …More

Antiparos, Greece

Embark on an unforgettable adventure exploring the hidden gems of Paros and Antiparos with our private boat tour departing from Paros. Our first stop takes...

6 to 8 hours Free Cancellation
4.9 (53)
from
$1,311
Sailboat Full Day Tour in Kleftiko and Blue Lagoon with Lunch

Make this day unique, forget about any distraction while onboard. Enjoy a genuine adventure that will remain unforgettable. Take some stunning photos and videos that …More

Milos, Greece

Make this day unique, forget about any distraction while onboard. Enjoy a genuine adventure that will remain unforgettable. Take some stunning photos and videos that...

9 hours Free Cancellation
5.0 (55)
from
$189
Half day Catamaran Morning Cruise in Kleftiko

We welcome you to the island of colors with its natural beauty and incredible rock formations, a unique destination for each of you.

 Polychronis Mavros …More

Milos, Greece

We welcome you to the island of colors with its natural beauty and incredible rock formations, a unique destination for each of you.

 Polychronis Mavros...

6 hours Free Cancellation
5.0 (47)
from
$165
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

Santorini, Greece

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

Santorini, Greece

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
Mykonos Catamaran Private Sunset Cruise, Full Meal & Open-Bar

Mykonos Catamaran is the original and most renowned catamaran company in Mykonos! Sail on a safe and seaworthy catamaran carefully chosen by Captain Michael to …More

Mykonos, Greece

Mykonos Catamaran is the original and most renowned catamaran company in Mykonos! Sail on a safe and seaworthy catamaran carefully chosen by Captain Michael to...

5 hours Free Cancellation
5.0 (42)
from
$192
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

Likely to Sell Out
Likely to Sell Out
Santorini, Greece

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
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 …More

Santorini, Greece

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

Santorini, Greece

• 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
Private Full Day Catamaran Cruise from Paros with Lunch

Enjoy an unforgettable day aboard our luxury Catamaran. Our professional crew offers a fully personalised service that caters to your every need. Rest your head …More

Paros, Greece

Enjoy an unforgettable day aboard our luxury Catamaran. Our professional crew offers a fully personalised service that caters to your every need. Rest your head...

9 hours Hotel pickup offered Free Cancellation
5.0 (54)
from
$294
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

Santorini, Greece

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

Santorini, Greece

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
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 …More

Santorini, Greece

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
$183
Mykonos: Private Catamaran Cruise—Lunch & Unlimited Drinks

Set sail on a private catamaran cruise from Mykonos with hotel pickup and drop-off included, so your day starts and ends effortlessly. Visit Delos and …More

Mykonos, Greece

Set sail on a private catamaran cruise from Mykonos with hotel pickup and drop-off included, so your day starts and ends effortlessly. Visit Delos and...

5 to 8 hours Hotel pickup offered Free Cancellation
5.0 (54)
from
$1,364
3 Hour Private Cruise – South Coastline Of Mykonos

The beaches of Mykonos are totally intertwined with the island's global reputation, as both quality and number are something you do not encounter on any …More

Mykonos, Greece

The beaches of Mykonos are totally intertwined with the island's global reputation, as both quality and number are something you do not encounter on any...

3 hours Free Cancellation
5.0 (59)
from
$851

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

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