Sailing Trips in Cyclades Islands
Top 10 Best Cyclades Islands Sailing Trips
Found 171 Sailing Trips activities in Cyclades Islands. Sort by Popularity. - Page 5Sea Sunset Tour on sailing boat in Parikia Bay - Paros
That semi private sailing tour is a family friendly sunset tour, due its small number of maximum participants and allows you to enjoy The idyllic Parikia Sunset under relaxing music , while swimming as you passing through some of ... More

Sea Sunset Tour on sailing boat in Parikia Bay - Paros
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Cyclades Islands
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Exellent4 reviews4.5
That semi private sailing tour is a family friendly sunset tour, due its small number of maximum par....
Mykonos Catamaran Sunset Cruise with Dinner on Board
Our semi-private Mykonos sunset cruise offers the perfect blend of luxury, relaxation, and breathtaking scenery. Sail along the island’s famous southern coast, passing iconic beaches like Psarou and Super Paradise, while enjoyin... More
Free Cancellation
(Saving 23% )

Mykonos Catamaran Sunset Cruise with Dinner on Board
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Cyclades Islands
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Exellent4 reviews4.5
Our semi-private Mykonos sunset cruise offers the perfect blend of luxury, relaxation, and breathtak....
Free Cancellation
(Saving 23% )
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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Superb10 reviews4.7
We sail from Pisso Livadi either towards Naxos or South Paros by 18:00, hoisting our sails and adjus....
Private Tour

Sunset South Coast Sail Cruise with lunch,drinks, optional transf....
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Cyclades Islands
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Superb67 reviews4.6
Evening sail cruise to the south coast of Mykonos. Get trhilled by mykonian sunset with the unique b....
Private Tour
Sea Tour Blue Lagoon , Southern Paros or Half 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
Private Tour

Sea Tour Blue Lagoon , Southern Paros or Half 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....
Private Tour
Full Day Boat Tour to Caldera Islands & Sunset in Oia by bus
Your journey begins with pickup from Athinios Port for a full-day adventure in Santorini’s iconic caldera. The first stop is the volcano, where you’ll have 1.5 hours to hike its rugged trails and explore its unique landscape.... More
Private Tour

Full Day Boat Tour to Caldera Islands & Sunset in Oia by bus
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Cyclades Islands
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Very Good18 reviews3.8
Your journey begins with pickup from Athinios Port for a full-day adventure in Santorini’s iconic ....
Private Tour
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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Superb14 reviews5
Our cruise starts with a delicious breakfast enjoyed on board while heading towards our first destin....
Private Tour
Rent a boat in Milos
Kleftiko and Polyaigos are two important points of interest in Milos Island. By the use of my small Hippie Fleet you have the chance to go and discover the hidden beauties of these two magnificent places.... More
Private Tour

Rent a boat in Milos
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Cyclades Islands
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Superb39 reviews4.6
Kleftiko and Polyaigos are two important points of interest in Milos Island. By the use of my small ....
Private Tour

Sailing Boat Small Group Kleftiko and Sikia Cave West of Milos
Due to the volcanic origin of its ground, Milos presents an impressive coastal morphology and diversity. With more than 75 small and big beaches of crystal, deep blue waters, multi-coloured carved rocks and white-yellow coasts, it... More
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Private Tour
(Saving 14% )

Sailing Boat Small Group Kleftiko and Sikia Cave West of Milos
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Cyclades Islands
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Superb112 reviews4.9
Due to the volcanic origin of its ground, Milos presents an impressive coastal morphology and divers....
Free Cancellation
Private Tour
(Saving 14% )
Milos Sailing Tour with snorkeling and lunch
We start from Pollonia or Adamas and we explore beautiful Milos and magnificent Kleftiko • Comfort and luxury: Our boat features 4 double cabins and 4 bathrooms with separate toilets (men’s-women’s), which remain at your di... More
Private Tour

Milos Sailing Tour with snorkeling and lunch
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Cyclades Islands
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Superb268 reviews4.8
We start from Pollonia or Adamas and we explore beautiful Milos and magnificent Kleftiko • Comfor....
Private Tour
Santorini Luxury Catamaran Day Cruise with BBQ,drinks,transfer
A sailing trip is 'a must do' experience in Santorini. Why you not do it with style? The Brand New Ipanema 58' is the most luxurious vessel and one of its kind yachts in Santorini. Enjoy the ultimate comfort deck of the yacht ... More
Private Tour

Santorini Luxury Catamaran Day Cruise with BBQ,drinks,transfer
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Cyclades Islands
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Superb149 reviews4.8
A sailing trip is 'a must do' experience in Santorini. Why you not do it with style? The Brand New....
Private Tour
Sunset Sail Cruise to Rhenia, Mykonos Beach Safari, Dinner&Drinks
Set the sails to the wind and explore the exclusive natural beauties of Mykonos on afternoon sailing yacht cruise with on-board buffet of Greek flavours and complimentary wine, beers and soft drinks. Enjoy a beach safari to some o... More
Private Tour

Sunset Sail Cruise to Rhenia, Mykonos Beach Safari, Dinner&Drinks
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Cyclades Islands
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Superb107 reviews4.7
Set the sails to the wind and explore the exclusive natural beauties of Mykonos on afternoon sailing....
Private Tour
All incl. Rhenia & sunset from Little Venice (12 pax) free trans
Join us for an unforgettable day of relaxation and fun as we set sail to Rhenia Island and enjoy a magical sunset at Little Venice, with the iconic windmills of Mykonos in the background. Begin your adventure with a peaceful stop... More
Private Tour

All incl. Rhenia & sunset from Little Venice (12 pax) free trans
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Cyclades Islands
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Superb27 reviews4.6
Join us for an unforgettable day of relaxation and fun as we set sail to Rhenia Island and enjoy a m....
Private Tour
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 the old port, and admire Santorini’s cliffs and as you crui... More
Private Tour

Santorini Volcano Sunset Cruise with Dinner
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Cyclades Islands
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Exellent20 reviews4.1
Sail across Santorini’s beautiful ‘caldera’ (flooded crater) and visit the islands of Nea Kame....
Private Tour
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
Private Tour

Santorini Caldera Sailing Tour with BBQ Lunch and Drinks
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Cyclades Islands
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Superb227 reviews4.8
Experience the beauty of Santorini and its volcanic caldera on this small-group sailing tour. Cruise....
Private Tour

Sunset Caldera Sailing Cruise
Captain Yiannis and his crew -all experienced sailors- can assure you that all claims about greek hospitality are true and that this cruise will be the most memorable part of your vacation in Santorini. So, step aboard for a rela... More
Free Cancellation
Private Tour
(Saving 30% )

Sunset Caldera Sailing Cruise
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Cyclades Islands
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Superb92 reviews4.8
Captain Yiannis and his crew -all experienced sailors- can assure you that all claims about greek ho....
Free Cancellation
Private Tour
(Saving 30% )
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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Superb46 reviews4.9
Get ready for an incredible Santorini Sunset Catamaran Cruise! Our adventure kicks off from the char....
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
Free Cancellation
Private Tour
(Saving 30% )

Morning Caldera Sailing Cruise
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Cyclades Islands
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Superb35 reviews5
Step aboard this 5 hour morning cruise for a relaxed sail and enjoy your time swimming, sunbathing, ....
Free Cancellation
Private Tour
(Saving 30% )
All inclusive cruise Sailing Cruise to Delos&Rhenia beaches
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
Private Tour

All inclusive cruise Sailing Cruise to Delos&Rhenia beaches
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Cyclades Islands
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Exellent15 reviews4.4
Enjoy Sailing on the yacht in a friendly small group atmosphere. Swim and snorkel in crystal clear w....
Private Tour
Full Day Boat Tour Around Milos and Poliegos
Every side of the island has complete different things to offer you! There are caves and stories about pirates . There are huge piles of lava that have been standing there for thousands of years , longing to be admired and little ... More
Private Tour

Full Day Boat Tour Around Milos and Poliegos
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Cyclades Islands
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Exellent4 reviews4.5
Every side of the island has complete different things to offer you! There are caves and stories abo....
Private Tour