Top Cyclades Islands Cruises, Sailing & Water Tours

Santorini Catamaran Cruise: with Lunch, BBQ, Open Bar, Transfers

Step aboard our catamaran with Santorini Yachting Cruises, and join us for an incredible sailing adventure! Our day cruise sets sail from the port of …More

Santorini, Greece

Step aboard our catamaran with Santorini Yachting Cruises, and join us for an incredible sailing adventure! Our day cruise sets sail from the port of...

5 hours Hotel pickup offered Free Cancellation
5.0 (309)
from
$98
All inclusive Delos & Rhenia Islands tour (free transportation)

What makes our product unique is the contact with sea & sun. Sailing away with Nadia K, you will have the opportunity to experience new …More

Mykonos, Greece

What makes our product unique is the contact with sea & sun. Sailing away with Nadia K, you will have the opportunity to experience new...

6 hours Hotel pickup offered Free Cancellation
4.9 (239)
from
$157
Santorini Caldera Sunset Traditional Cruise with Meal and Drinks

Live the experience in the most traditional way! Get on boart the typical Greek wooden boat and enjoy a cruise around the Caldera of Santorini. …More

Santorini, Greece

Live the experience in the most traditional way! Get on boart the typical Greek wooden boat and enjoy a cruise around the Caldera of Santorini....

5 hours Hotel pickup offered Free Cancellation
4.9 (241)
from
$98
Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Vlychada Marina. Sail past the island's highlights, such as the Red & White …More

Santorini, Greece

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Vlychada Marina. Sail past the island's highlights, such as the Red & White...

5 hours Hotel pickup offered Free Cancellation
5.0 (452)
from
$146
Catamaran Full-Day of Milos and Poliegos With Lunch & BBQ

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

Milos, Greece

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

10 hours Free Cancellation
4.9 (225)
from
$241
Deluxe Santorini Sailing with BBQ and Drinks Shared Tour

Experience the beauty of Santorini and its volcanic caldera on this small-group sailing tour. Cruise by some of the island’s best-known landmarks before venturing into …More

Santorini, Greece

Experience the beauty of Santorini and its volcanic caldera on this small-group sailing tour. Cruise by some of the island’s best-known landmarks before venturing into...

5 hours Hotel pickup offered Free Cancellation
4.9 (286)
from
$184
Explore Santorini’s volcano with Alex Private Boat Rental

Whether you want to explore the rock formations of the Caldera from the water, enjoy a relaxing day of swimming and sunbathing or just enjoy …More

Santorini, Greece

Whether you want to explore the rock formations of the Caldera from the water, enjoy a relaxing day of swimming and sunbathing or just enjoy...

5 hours Free Cancellation
5.0 (285)
from
$918
Santorini Sunset Sailing Cruise: Dinner, BBQ, Open Bar, Transfers

Experience the enchantment of a Sunset Catamaran Sailing Cruise, surrounded by the breath-taking views of Santorini! Departing from the charming port of Vlychada, we'll set …More

Santorini, Greece

Experience the enchantment of a Sunset Catamaran Sailing Cruise, surrounded by the breath-taking views of Santorini! Departing from the charming port of Vlychada, we'll set...

5 hours Hotel pickup offered Free Cancellation
5.0 (352)
from
$126
Santorini All-inclusive Catamaran Cruise with Thirassia Stop

The famous Sunset Cruise begins from Oia and the picturesque Ammoudi bay. Our first stop is in Thirassia island for a refreshing swim and snorkeling …More

Santorini, Greece

The famous Sunset Cruise begins from Oia and the picturesque Ammoudi bay. Our first stop is in Thirassia island for a refreshing swim and snorkeling...

5 hours Hotel pickup offered Free Cancellation
4.9 (316)
from
$195
Three Greek Islands Full-Day Private Luxury Boat Tour

Experience a bespoke sea adventure through the Cyclades. Enjoy top-tier vessels, exceptional service, and a vibrant atmosphere. Every journey is crafted to be luxurious and …More

Likely to Sell Out
Likely to Sell Out
Milos, Greece

Experience a bespoke sea adventure through the Cyclades. Enjoy top-tier vessels, exceptional service, and a vibrant atmosphere. Every journey is crafted to be luxurious and...

8 hours Free Cancellation
5.0 (50)
from
$2,611
The Authentic Rhenia-Delos Cruise

Sparkling seas and secluded beaches? Join our Rhenia – Delos cruise and live a day like no other! The Cycladic Sisters, Mykonos, Delos and Rhenia, …More

Mykonos, Greece

Sparkling seas and secluded beaches? Join our Rhenia – Delos cruise and live a day like no other! The Cycladic Sisters, Mykonos, Delos and Rhenia,...

6 hours 30 minutes Free Cancellation
4.8 (432)
from
$102
Private Luxury Boat Tour to Kleftiko Milos

Embark on a private sea tour to uncover the hidden gems of the Cyclades. Enjoy exceptional service, a friendly crew, top-tier vessels, and luxurious amenities. …More

Likely to Sell Out
Likely to Sell Out
Milos, Greece

Embark on a private sea tour to uncover the hidden gems of the Cyclades. Enjoy exceptional service, a friendly crew, top-tier vessels, and luxurious amenities....

4 to 8 hours Free Cancellation
5.0 (58)
from
$2,009
Three Hour Private Cruise to the South Coast of Mykonos

Cruise along the captivating south coast. Accompanied by a dedicated skipper, indulge in complimentary refreshments as you marvel at breathtaking views. Our private cruises cater …More

Mykonos, Greece

Cruise along the captivating south coast. Accompanied by a dedicated skipper, indulge in complimentary refreshments as you marvel at breathtaking views. Our private cruises cater...

3 hours Free Cancellation
5.0 (1)
from
$457
Catamaran Half Day Shared Kleftiko Trip

Choose Morning 9:00-14:00 or Afternoon 14:30-19:30 Boarding time is 30' minutes before departure. Be on time. Itinerary of the cruise Welcome on board! We sail …More

Milos, Greece

Choose Morning 9:00-14:00 or Afternoon 14:30-19:30 Boarding time is 30' minutes before departure. Be on time. Itinerary of the cruise Welcome on board! We sail...

5 hours Free Cancellation
5.0 (243)
from
$204
Mykonos Delos Rhenia Daily Cruise with BBQ, Drinks & Transfer

Your sailing journey begins with our meeting at the embarkation point. Upon arrival, our crew welcomes you with a brief itinerary introduction. Meet our crew, …More

Mykonos, Greece

Your sailing journey begins with our meeting at the embarkation point. Upon arrival, our crew welcomes you with a brief itinerary introduction. Meet our crew,...

6 hours Hotel pickup offered Free Cancellation
4.9 (256)
from
$165
Half Day Sailing to Kleftiko with Lunch, Open Bar & Snorkeling

Kleftiko Boat Tour an unforgettable journey to Milos’ hidden gems, where adventure meets tranquility on the crystal clear waters of the Aegean. Embark on an …More

Milos, Greece

Kleftiko Boat Tour an unforgettable journey to Milos’ hidden gems, where adventure meets tranquility on the crystal clear waters of the Aegean. Embark on an...

7 hours Free Cancellation
5.0 (306)
from
$154
Milos oneiro-kleftiko sailing experience with local guide

Tour with a sailing boat like a semi private trip with a small group of people. Our local skipper offers a slow close-up approach of …More

Milos, Greece

Tour with a sailing boat like a semi private trip with a small group of people. Our local skipper offers a slow close-up approach of...

7 hours Free Cancellation
5.0 (441)
from
$159
Santorini Caldera Gold Day Cruise with BBQ on board and Open Bar

The Day Cruise begins from the port of Vlychada at the Southern part of Santorini. We sail close to the Red and the White beach, …More

Santorini, Greece

The Day Cruise begins from the port of Vlychada at the Southern part of Santorini. We sail close to the Red and the White beach,...

5 hours Hotel pickup offered Free Cancellation
4.8 (174)
from
$195
Santorini Catamaran Cruise with Fresh Meal and Open Bar

Catamaran Classic Cruise offers a unique chance to admire the beauty of the island, visiting all of Santorini’s “hotspots” within just 5 hours. An Authentic …More

Santorini, Greece

Catamaran Classic Cruise offers a unique chance to admire the beauty of the island, visiting all of Santorini’s “hotspots” within just 5 hours. An Authentic...

5 hours Hotel pickup offered Free Cancellation
4.8 (184)
from
$156
Santorini Adventurous Catamaran Experience with Snorkeling

The Caldera Blue Cruise offers a unique chance to admire the beauty of the island, visiting all of Santorini’s “hotspots” within just 5 hours. An …More

Santorini, Greece

The Caldera Blue Cruise offers a unique chance to admire the beauty of the island, visiting all of Santorini’s “hotspots” within just 5 hours. An...

5 hours Hotel pickup offered Free Cancellation
4.9 (163)
from
$117

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