Sailing Trips in Cyclades Islands
Top 10 Best Cyclades Islands Sailing Trips
Found 185 Sailing Trips activities in Cyclades Islands. Sort by Popularity. - Page 5Milos Full-Day Premium Catamaran Cruise Kleftiko and Polyegos
Step aboard our premium sailing catamaran for a full-day semi-private cruise departing from Adamantas Port, Milos. Enjoy top-notch amenities, including snorkeling and fishing gear, SUP boards, and inflatables, as well as meals and... More

Milos Full-Day Premium Catamaran Cruise Kleftiko and Polyegos
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Cyclades Islands
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Superb4 reviews5
Step aboard our premium sailing catamaran for a full-day semi-private cruise departing from Adamanta....
Santorini Caldera Sailing Tour with BBQ Lunch and Drinks
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 the turquoise waters of the caldera. Enjoy a soothing dip i... More

Santorini Caldera Sailing Tour with BBQ Lunch and Drinks
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Cyclades Islands
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Superb242 reviews4.8
Experience the beauty of Santorini and its volcanic caldera on this small-group sailing tour. Cruise....
Half Day Sea Tour on Pirate Wooden Party Boat- Alyki port
Departure from the port of Aliki every other day at 10:00 and return at 14 : 00. The excursions start from 29 April to 24 September. The minimum number of participants for the cruise is 20 persons. Passengers are young and ready ... More

Half Day Sea Tour on Pirate Wooden Party Boat- Alyki port
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Cyclades Islands
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Superb242 reviews4.8
Departure from the port of Aliki every other day at 10:00 and return at 14 : 00. The excursions star....
All inclusive Sunset Cruise Delos & Rhenia - free transpotation
Enjoy Sailing on the yacht in a friendly small group atmosphere. Swim and snorkel in crystal clear waters and indulge on the pristine beaches of the uninhabited island of Rhenia. Explore the magnificent ancient site of Delos isla... More

All inclusive Sunset Cruise Delos & Rhenia - free transpotation
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Cyclades Islands
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Exellent5 reviews4.2
Enjoy Sailing on the yacht in a friendly small group atmosphere. Swim and snorkel in crystal clear w....
Sea Tour Blue Lagoon , Southern Paros Full day -port Alyki
Captain Morgan wooden kaiki, makes at least three sea stops for swimming and sunbathing : Pantheronissia ( blue Lagοοn) - the southern coasts of Antiparos – Despotiko and Agios Sostis. Also might seen locations as we passing ... More

Sea Tour Blue Lagoon , Southern Paros Full day -port Alyki
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Cyclades Islands
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Superb3 reviews5
Captain Morgan wooden kaiki, makes at least three sea stops for swimming and sunbathing : Pantheron....
Santorini Volcanic Sunset Cruise
Take an exciting sunset cruise on a traditional caique, a boat traditionally made by Greek woodworking master craftsmen, either on an afternoon or an evening departure. Sail at 2 PM and stop at the volcano, hike to top and walk ar... More

Santorini Volcanic Sunset Cruise
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Cyclades Islands
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Very Good8 reviews3.8
Take an exciting sunset cruise on a traditional caique, a boat traditionally made by Greek woodworki....
Glaraki Private Day Cruise
Our cruise starts with a delicious breakfast enjoyed on board while heading towards our first destination, Panteronisia / Blue Lagoon. Once there, we will be surrounded by shallow azure waters, impossible to come by at any acce... More
Private Tour

Glaraki Private Day Cruise
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Cyclades Islands
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Superb16 reviews5
Our cruise starts with a delicious breakfast enjoyed on board while heading towards our first destin....
Private Tour
Semi-Private Half Day/Sunset cruise
We will set sail at 18:00, embarking on a scenic journey to the breathtaking Blue Lagoon, located in the Panteronisia islands, for our first swimming stop. You'll have the chance to dive into crystal-clear waters and take in the s... More
Private Tour

Semi-Private Half Day/Sunset cruise
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Cyclades Islands
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Superb22 reviews4.9
We will set sail at 18:00, embarking on a scenic journey to the breathtaking Blue Lagoon, located in....
Private Tour
Mykonos Catamaran Sunset Semi private Cruise with transfer
Although not a day trip, this experience provides the perfect ending to a day in beautiful Mykonos. Set sail towards the horizon, with a glass of wine in hand, and watch as the sun is dipping into the water, as the blue sky transf... More
Private Tour

Mykonos Catamaran Sunset Semi private Cruise with transfer
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Cyclades Islands
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Superb4 reviews5
Although not a day trip, this experience provides the perfect ending to a day in beautiful Mykonos. ....
Private Tour
Sunset Cruise-Mykonos Coast Windmills LittleVenice 3hours
Enjoy a sunset sailing experience on a yacht in a friendly, small-group atmosphere. Swim and snorkel in the crystal-clear waters of Mykonos. Admire the breathtaking island sunset from Little Venice, take in a different view of the... More
Private Tour

Sunset Cruise-Mykonos Coast Windmills LittleVenice 3hours
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Cyclades Islands
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Superb3 reviews4.7
Enjoy a sunset sailing experience on a yacht in a friendly, small-group atmosphere. Swim and snorkel....
Private Tour
Santorini Sailing Dream Catcher with BBQ Lunch and Drinks
Santorini's notorious Dream Catcher tour lets you experience with a small group, the beauty of Santorini and the magic of sailing in the Caldera with the most magnificent views. Swim and snorkel in a quiet bay, visit the sulphuri... More
Private Tour

Santorini Sailing Dream Catcher with BBQ Lunch and Drinks
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Cyclades Islands
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Superb453 reviews4.8
Santorini's notorious Dream Catcher tour lets you experience with a small group, the beauty of Sant....
Private Tour
Morning Caldera Sailing Cruise
Step aboard this 5 hour morning cruise for a relaxed sail and enjoy your time swimming, sunbathing, snorkeling, taking photos, tasting delicious BBQ meals, Greek wines and much much more. Your crew are all experienced sailors but ... More
Private Tour

Morning Caldera Sailing Cruise
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Cyclades Islands
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Superb37 reviews5
Step aboard this 5 hour morning cruise for a relaxed sail and enjoy your time swimming, sunbathing, ....
Private Tour
Private Half Day Evening Tour in Paros or Naxos
We sail from Pisso Livadi either towards Naxos or South Paros by 18:00, hoisting our sails and adjusting our course according to the prevailing winds. We enjoy a scenic cruise with a welcome drink in hand. We will anchor in shelte... More
Private Tour

Private Half Day Evening Tour in Paros or Naxos
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Cyclades Islands
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Superb11 reviews4.7
We sail from Pisso Livadi either towards Naxos or South Paros by 18:00, hoisting our sails and adjus....
Private Tour

Mykonos Half-Day swimming to Delos and Rhenia- Starts at 13:30
Experience the joy and power of sail in the open sea Enjoy a refreshing dip in stunning, light blue waters. Savor authentic Greek flavors while onboard. Relax with a selection of refreshing beverages. Breathtaking island views Per... More
Free Cancellation
Private Tour
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Mykonos Half-Day swimming to Delos and Rhenia- Starts at 13:30
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Cyclades Islands
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Superb1 review5
Experience the joy and power of sail in the open sea Enjoy a refreshing dip in stunning, light blue ....
Free Cancellation
Private Tour
(Saving 15% )
Full Day KLeftiko Cruises-Freedom
Freedom Boat Tours team welcomes you aboard, promising a unique and unforgettable experience amidst volcanic rocks, natural caves, and the iconic rock formations of the pirate bay Kleftiko ! We are proud to offer unforgettable sai... More
Private Tour

Full Day KLeftiko Cruises-Freedom
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Cyclades Islands
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Superb2 reviews5
Freedom Boat Tours team welcomes you aboard, promising a unique and unforgettable experience amidst ....
Private Tour
Santorini Sailsational: The Ultimate Caldera Sunset Cruise
The limited number of participants makes this catamaran sailing experience unique and different. At most, 12-18 guests take place on this catamaran sailing tour. It is a less crowded experience, more personalized. The feeling come... More
Private Tour

Santorini Sailsational: The Ultimate Caldera Sunset Cruise
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Cyclades Islands
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Superb14 reviews4.8
The limited number of participants makes this catamaran sailing experience unique and different. At ....
Private Tour
Luxury Santorini Sunset Cruise: Dinner, BBQ, Open Bar, Transfers
Get ready for an incredible Santorini Sunset Catamaran Cruise! Our adventure kicks off from the charming port of Vlychada , where we'll sail through the Aegean Sea. Along the way, we'll feast our eyes on famous spots like the Red ... More
Private Tour

Luxury Santorini Sunset Cruise: Dinner, BBQ, Open Bar, Transfers
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Cyclades Islands
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Superb96 reviews4.9
Get ready for an incredible Santorini Sunset Catamaran Cruise! Our adventure kicks off from the char....
Private Tour

Shared Day Cruise to Little Venice & Agios Stefanos
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Cyclades Islands
Enjoy a most memorable cruise of the most popular highlights of Mykonos, Little Venice and Agios Ste....
Private Tour
Santorini Volcano Half Day Tour
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 the old port, and admire Santorini’s cliffs and as you crui... More
Private Tour

Santorini Volcano Half Day Tour
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Cyclades Islands
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Very Good22 reviews3.8
Sail across Santorini’s beautiful ‘caldera’ (flooded crater) and visit the islands of Nea Kame....
Private Tour
Sea Dreamer Greek Traditional Wooden Boat
Pricing Information for Our Cruises Join us for an unforgettable day aboard our wooden day-cruise boat with unlimited free drinks and the Blue Lagoon experience Full-Day Shared Cruise: €100 per person (includes unlimited food,... More
Private Tour

Sea Dreamer Greek Traditional Wooden Boat
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Cyclades Islands
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Superb5 reviews5
Pricing Information for Our Cruises Join us for an unforgettable day aboard our wooden day-cruise b....
Private Tour