Top Cyclades Islands Cruises, Sailing & Water Tours

Private 5-Hour Cruise on Brand-New Luxury Catamaran in Mykonos

Cruise with Nostos Mykonos Yachts in sophisticated chic style and discover the gorgeous nearby island of Rhenia or the famous Mykonian southern coast. Our luxurious, …More

Mykonos, Greece

Cruise with Nostos Mykonos Yachts in sophisticated chic style and discover the gorgeous nearby island of Rhenia or the famous Mykonian southern coast. Our luxurious,...

5 hours Hotel pickup offered
5.0 (12)
from
$2,927
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

Santorini, Greece

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
6 Hours Tour to Delos and Rhenia Islands with Sailing Yacht

Leave the crowds on Mykonos behind and catch the wind with this sailing cruise to two nearby Aegean islands. Set sail from Tourlos Bay with …More

Mykonos, Greece

Leave the crowds on Mykonos behind and catch the wind with this sailing cruise to two nearby Aegean islands. Set sail from Tourlos Bay with...

6 hours Hotel pickup offered Free Cancellation
5.0 (14)
from
$137
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

Santorini, Greece

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
Mykonos: Luxury Catamaran Cruise with Meal, Drinks & Transport

Cruise with Nostos Mykonos Yachts in sophisticated chic style and discover the gorgeous nearby island of Rhenia or the famous Mykonian southern coast (itinerary is …More

Mykonos, Greece

Cruise with Nostos Mykonos Yachts in sophisticated chic style and discover the gorgeous nearby island of Rhenia or the famous Mykonian southern coast (itinerary is...

5 hours Hotel pickup offered Free Cancellation
4.9 (10)
from
$171
Private Blue Lagoon Cruise Tour in Antiparos

Embark on a mesmerizing daily cruise from the port of Aliki Village to the enchanting Blue Lagoon and the idyllic shores of Antiparos. As the …More

Paros, Greece

Embark on a mesmerizing daily cruise from the port of Aliki Village to the enchanting Blue Lagoon and the idyllic shores of Antiparos. As the...

4 to 6 hours Hotel pickup offered
5.0 (3)
from
$3,139
Full Day Mykonos South Coast Cruise with Lunch

Relax, enjoy the sun, watch the crystal clear seawater, see quiet beaches. Meeting point is the beach of Ornos, at the Bus Stop at 09.30. …More

Mykonos, Greece

Relax, enjoy the sun, watch the crystal clear seawater, see quiet beaches. Meeting point is the beach of Ornos, at the Bus Stop at 09.30....

8 hours Free Cancellation
4.2 (9)
from
$104
Fun swimming cruise on a Pirate Boat from Paros

At this ultimate experience you will have the chance to explore some of the hidden gems of Cyclades. Starting from Alyki port in Paros island …More

Likely to Sell Out
Likely to Sell Out
Paros, Greece

At this ultimate experience you will have the chance to explore some of the hidden gems of Cyclades. Starting from Alyki port in Paros island...

7 hours Free Cancellation
4.0 (1)
from
$102
6 Hours Kimolos and Poliegos islands Private tour

We know the whole island like the palm of our hand. We can take you to dramatic sea caves and beaches so secluded even the …More

Milos, Greece

We know the whole island like the palm of our hand. We can take you to dramatic sea caves and beaches so secluded even the...

6 hours Free Cancellation
5.0 (17)
from
$1,779
2-Day Private Sailing Tour around Milos, Kimolos and Polyaigos

This cruise is unique and a must when visiting Milos. It gives visitors the opportunity to experience a night on-board a 13m sailing boat and …More

Milos, Greece

This cruise is unique and a must when visiting Milos. It gives visitors the opportunity to experience a night on-board a 13m sailing boat and...

2 days Free Cancellation
5.0 (10)
from
$2,775
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

Santorini, Greece

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
$172
Milos Private Full Day Catamaran Cruise with Lunch and Drinks

Set sail on a private full-day cruise aboard a luxurious sailing catamaran from Adamantas Port, Milos, for an unforgettable journey to Kleftiko Bay and Polyegos …More

Milos, Greece

Set sail on a private full-day cruise aboard a luxurious sailing catamaran from Adamantas Port, Milos, for an unforgettable journey to Kleftiko Bay and Polyegos...

9 hours Free Cancellation
5.0 (10)
from
$3,292
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

Santorini, Greece

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
Ancient Delos and Rhenia Island Cruise from Tourlos

Take a memorable cruise to the so-called "Cycladic Sisters", Delos, Rhenia, and Mykonos. Visit Ancient Delos, a beautiful UNESCO world heritage landmark. Sail straight to …More

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

Take a memorable cruise to the so-called "Cycladic Sisters", Delos, Rhenia, and Mykonos. Visit Ancient Delos, a beautiful UNESCO world heritage landmark. Sail straight to...

7 hours 15 minutes Free Cancellation
4.0 (1)
from
$115
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 …More

Santorini, Greece

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
mykonos 8 hours Private tour mykonos delos renia

The boarding time on boat is at 12:00 at Kalafatis beach, the crew will offer you a welcome drink and show you the route, the …More

Mykonos, Greece

The boarding time on boat is at 12:00 at Kalafatis beach, the crew will offer you a welcome drink and show you the route, the...

8 hours Hotel pickup offered Free Cancellation
4.9 (15)
from
$2,870
4.5 hours boat tour with skipper

"Escape to the turquoise waters of Paros! Rent a boat with us and enjoy a unique experience on the Greek island's stunning coastline. we offer …More

Paros, Greece

"Escape to the turquoise waters of Paros! Rent a boat with us and enjoy a unique experience on the Greek island's stunning coastline. we offer...

4 to 5 hours Free Cancellation
5.0 (10)
from
$542
Mykonos Catamaran Cruise Private Tour with Meals and Drinks

Enjoy a memorable cruise featuring a delicious meal prepared on board with fresh, local ingredients. Take a refreshing swim in crystal-clear waters, then relax with …More

Mykonos, Greece

Enjoy a memorable cruise featuring a delicious meal prepared on board with fresh, local ingredients. Take a refreshing swim in crystal-clear waters, then relax with...

5 to 8 hours Free Cancellation
5.0 (15)
from
$1,091
5 Hours Sunset Tour to Delos and Rhenia Island with Dinner

After an enjoyable day at Mykonos island, Sail Away Sunset cruise is the perfect way to end a memorable evening on the island. Firstly, we …More

Mykonos, Greece

After an enjoyable day at Mykonos island, Sail Away Sunset cruise is the perfect way to end a memorable evening on the island. Firstly, we...

5 hours Hotel pickup offered Free Cancellation
5.0 (9)
from
$121
Mykonos South Coast Cruise

Cruise the crystal clear waters of the aegean sea and discover the most beautiful beaches of the protected south coast of Mykonos. We start at …More

Mykonos, Greece

Cruise the crystal clear waters of the aegean sea and discover the most beautiful beaches of the protected south coast of Mykonos. We start at...

8 hours Free Cancellation
4.0 (2)
from
$107

Frequently Asked Questions

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

Recent tour reviews
Activity name

Discover Cyclades Islands