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Top 10 Best Cyclades Islands Sailing Trips

Found 185 Sailing Trips activities in Cyclades Islands. Sort by Popularity. - Page 5
 

Milos Full-Day Premium Catamaran Cruise Kleftiko and Polyegos

(5 of 4 reviews)

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

Free Cancellation
Start From $260.29
 
Milos Full-Day Premium Catamaran Cruise Kleftiko and Polyegos

Milos Full-Day Premium Catamaran Cruise Kleftiko and Polyegos

  • Cyclades Islands
  • Superb4 reviews5

Step aboard our premium sailing catamaran for a full-day semi-private cruise departing from Adamanta....

    Free Cancellation
    Start From $260.29
 
 

Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

(4.8 of 242 reviews)

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

Free Cancellation
Start From $173.87
 
Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

  • Cyclades Islands
  • Superb242 reviews4.8

Experience the beauty of Santorini and its volcanic caldera on this small-group sailing tour. Cruise....

    Free Cancellation
    Start From $173.87
 
 

Half Day Sea Tour on Pirate Wooden Party Boat- Alyki port

(4.8 of 242 reviews)

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

Free Cancellation
Start From $84.00
 
Half Day Sea Tour on Pirate Wooden Party Boat- Alyki port

Half Day Sea Tour on Pirate Wooden Party Boat- Alyki port

  • Cyclades Islands
  • Superb242 reviews4.8

Departure from the port of Aliki every other day at 10:00 and return at 14 : 00. The excursions star....

    Free Cancellation
    Start From $84.00
 
 

All inclusive Sunset Cruise Delos & Rhenia - free transpotation

(4.2 of 5 reviews)

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

Free Cancellation
Start From $147.89
 
All inclusive Sunset Cruise Delos & Rhenia - free transpotation

All inclusive Sunset Cruise Delos & Rhenia - free transpotation

  • Cyclades Islands
  • Exellent5 reviews4.2

Enjoy Sailing on the yacht in a friendly small group atmosphere. Swim and snorkel in crystal clear w....

    Free Cancellation
    Start From $147.89
 
 

Sea Tour Blue Lagoon , Southern Paros Full day -port Alyki

(5 of 3 reviews)

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

Free Cancellation
Start From $99.38
 
Sea Tour Blue Lagoon , Southern Paros Full day -port Alyki

Sea Tour Blue Lagoon , Southern Paros Full day -port Alyki

  • Cyclades Islands
  • Superb3 reviews5

Captain Morgan wooden kaiki, makes at least three sea stops for swimming and sunbathing : Pantheron....

    Free Cancellation
    Start From $99.38
 
 

Santorini Volcanic Sunset Cruise

(3.8 of 8 reviews)

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

Free Cancellation
Start From $65.07
 
Santorini Volcanic Sunset Cruise

Santorini Volcanic Sunset Cruise

  • Cyclades Islands
  • Very Good8 reviews3.8

Take an exciting sunset cruise on a traditional caique, a boat traditionally made by Greek woodworki....

    Free Cancellation
    Start From $65.07
 
 

Glaraki Private Day Cruise

(5 of 16 reviews)

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

Free Cancellation
Private Tour
Start From $2,070.48
 
Glaraki Private Day Cruise

Glaraki Private Day Cruise

  • Cyclades Islands
  • Superb16 reviews5

Our cruise starts with a delicious breakfast enjoyed on board while heading towards our first destin....

    Free Cancellation
    Private Tour
    Start From $2,070.48
 
 

Semi-Private Half Day/Sunset cruise

(4.9 of 22 reviews)

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

Free Cancellation
Private Tour
Start From $106.48
 
Semi-Private Half Day/Sunset cruise

Semi-Private Half Day/Sunset cruise

  • Cyclades Islands
  • Superb22 reviews4.9

We will set sail at 18:00, embarking on a scenic journey to the breathtaking Blue Lagoon, located in....

    Free Cancellation
    Private Tour
    Start From $106.48
 
 

Mykonos Catamaran Sunset Semi private Cruise with transfer

(5 of 4 reviews)

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

Free Cancellation
Private Tour
Start From $165.64
 
Mykonos Catamaran Sunset Semi private Cruise with transfer Likely to Sell Out

Mykonos Catamaran Sunset Semi private Cruise with transfer

  • Cyclades Islands
  • Superb4 reviews5

Although not a day trip, this experience provides the perfect ending to a day in beautiful Mykonos. ....

    Free Cancellation
    Private Tour
    Start From $165.64
 
 

Sunset Cruise-Mykonos Coast Windmills LittleVenice 3hours

(4.7 of 3 reviews)

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

Free Cancellation
Private Tour
Start From $76.90
 
Sunset Cruise-Mykonos Coast Windmills LittleVenice 3hours Likely to Sell Out

Sunset Cruise-Mykonos Coast Windmills LittleVenice 3hours

  • Cyclades Islands
  • Superb3 reviews4.7

Enjoy a sunset sailing experience on a yacht in a friendly, small-group atmosphere. Swim and snorkel....

    Free Cancellation
    Private Tour
    Start From $76.90
 
 

Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

(4.8 of 453 reviews)

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

Free Cancellation
Private Tour
Start From $141.98
 
Santorini Sailing Dream Catcher with BBQ Lunch and Drinks Likely to Sell Out

Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

  • Cyclades Islands
  • Superb453 reviews4.8

Santorini's notorious Dream Catcher tour lets you experience with a small group, the beauty of Sant....

    Free Cancellation
    Private Tour
    Start From $141.98
 
 

Morning Caldera Sailing Cruise

(5 of 37 reviews)

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
Start From $159.72
 
Morning Caldera Sailing Cruise Likely to Sell Out

Morning Caldera Sailing Cruise

  • Cyclades Islands
  • Superb37 reviews5

Step aboard this 5 hour morning cruise for a relaxed sail and enjoy your time swimming, sunbathing, ....

    Free Cancellation
    Private Tour
    Start From $159.72
 
 

Private Half Day Evening Tour in Paros or Naxos

(4.7 of 11 reviews)

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

Free Cancellation
Private Tour
Start From $828.19
 
Private Half Day Evening Tour in Paros or Naxos Likely to Sell Out

Private Half Day Evening Tour in Paros or Naxos

  • Cyclades Islands
  • Superb11 reviews4.7

We sail from Pisso Livadi either towards Naxos or South Paros by 18:00, hoisting our sails and adjus....

    Free Cancellation
    Private Tour
    Start From $828.19
 
 

Mykonos Half-Day swimming to Delos and Rhenia- Starts at 13:30

(5 of 1 review)

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

Special Offer
Free Cancellation
Private Tour
Start From $85.48
(Saving 15% ) $100.57
 
-15% Mykonos Half-Day swimming to Delos and Rhenia- Starts at 13:30 Likely to Sell Out

Mykonos Half-Day swimming to Delos and Rhenia- Starts at 13:30

  • Cyclades Islands
  • Superb1 review5

Experience the joy and power of sail in the open sea Enjoy a refreshing dip in stunning, light blue ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $85.48
    (Saving 15% ) $100.57
 
 

Full Day KLeftiko Cruises-Freedom

(5 of 2 reviews)

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

Free Cancellation
Private Tour
Start From $177.47
 
 Full Day KLeftiko Cruises-Freedom Likely to Sell Out

Full Day KLeftiko Cruises-Freedom

  • Cyclades Islands
  • Superb2 reviews5

Freedom Boat Tours team welcomes you aboard, promising a unique and unforgettable experience amidst ....

    Free Cancellation
    Private Tour
    Start From $177.47
 
 

Santorini Sailsational: The Ultimate Caldera Sunset Cruise

(4.8 of 14 reviews)

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

Free Cancellation
Private Tour
Start From $224.79
 
Santorini Sailsational: The Ultimate Caldera Sunset Cruise Likely to Sell Out

Santorini Sailsational: The Ultimate Caldera Sunset Cruise

  • Cyclades Islands
  • Superb14 reviews4.8

The limited number of participants makes this catamaran sailing experience unique and different. At ....

    Free Cancellation
    Private Tour
    Start From $224.79
 
 

Luxury Santorini Sunset Cruise: Dinner, BBQ, Open Bar, Transfers

(4.9 of 96 reviews)

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

Free Cancellation
Private Tour
Start From $153.81
 
Luxury Santorini Sunset Cruise: Dinner, BBQ, Open Bar, Transfers Likely to Sell Out

Luxury Santorini Sunset Cruise: Dinner, BBQ, Open Bar, Transfers

  • Cyclades Islands
  • Superb96 reviews4.9

Get ready for an incredible Santorini Sunset Catamaran Cruise! Our adventure kicks off from the char....

    Free Cancellation
    Private Tour
    Start From $153.81
 
 

Shared Day Cruise to Little Venice & Agios Stefanos

(3 of 2 reviews)

Enjoy a most memorable cruise of the most popular highlights of Mykonos, Little Venice and Agios Stefanos. ... More

Free Cancellation
Private Tour
Start From $82.82
 
Shared Day Cruise to Little Venice & Agios Stefanos Likely to Sell Out

Shared Day Cruise to Little Venice & Agios Stefanos

  • Cyclades Islands

Enjoy a most memorable cruise of the most popular highlights of Mykonos, Little Venice and Agios Ste....

    Free Cancellation
    Private Tour
    Start From $82.82
 
 

Santorini Volcano Half Day Tour

(3.8 of 22 reviews)

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

Free Cancellation
Private Tour
Start From $59.16
 
Santorini Volcano Half Day Tour Likely to Sell Out

Santorini Volcano Half Day Tour

  • Cyclades Islands
  • Very Good22 reviews3.8

Sail across Santorini’s beautiful ‘caldera’ (flooded crater) and visit the islands of Nea Kame....

    Free Cancellation
    Private Tour
    Start From $59.16
 
 

Sea Dreamer Greek Traditional Wooden Boat

(5 of 5 reviews)

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

Free Cancellation
Private Tour
Start From $117.13
 
Sea Dreamer Greek Traditional Wooden Boat Likely to Sell Out

Sea Dreamer Greek Traditional Wooden Boat

  • Cyclades Islands
  • Superb5 reviews5

Pricing Information for Our Cruises Join us for an unforgettable day aboard our wooden day-cruise b....

    Free Cancellation
    Private Tour
    Start From $117.13
 
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