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Top 10 Best Cyclades Islands Sailing Trips

Found 160 Sailing Trips activities in Cyclades Islands. Sort by Popularity.
 

Santorini Classic Catamaran Cruise with Meal Drinks and Transfers

(4.8 of 3,364 reviews)

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 Beaches, the Indian Rocks, and the Venetian Lighthouse of Akrotiri. Stop f... More

Free Cancellation
Start From $101.69
 
Santorini Classic Catamaran Cruise with Meal Drinks and Transfers Likely to Sell Out

Santorini Classic Catamaran Cruise with Meal Drinks and Transfers

  • Cyclades Islands
  • Superb3,364 reviews4.8

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Vlychada Marina. Sai....

    Free Cancellation
    Start From $101.69
 
 

Semi-Private Brand-New Catamaran Cruise in Mykonos with Meal, Drinks & Transport

(4.8 of 465 reviews)

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 subject to weather conditions and might be adjusted to ensure safe... More

Free Cancellation
Start From $159.49
 
Semi-Private Brand-New Catamaran Cruise in Mykonos with Meal, Drinks & Transport Likely to Sell Out

Semi-Private Brand-New Catamaran Cruise in Mykonos with Meal, Dri....

  • Cyclades Islands
  • Superb465 reviews4.8

Cruise with Nostos Mykonos Yachts in sophisticated chic style and discover the gorgeous nearby islan....

    Free Cancellation
    Start From $159.49
 
 

Catamaran Day & Sunset Cruises with meals Drinks and transportation

(4.8 of 429 reviews)

• Cruise Duration: 5.00 Hours • Choice of a Morning or Sunset Cruise • Swim and snorkeling stops (Snorkeling Equipment Included) • Snap photos of the archaeological site of Delos & Rhenia • Fresh Main Meal served on ... More

Free Cancellation
Start From $149.86
 
Catamaran Day & Sunset Cruises with meals Drinks and transportation Likely to Sell Out

Catamaran Day & Sunset Cruises with meals Drinks and transportati....

  • Cyclades Islands
  • Superb429 reviews4.8

• Cruise Duration: 5.00 Hours • Choice of a Morning or Sunset Cruise • Swim and snorkeling s....

    Free Cancellation
    Start From $149.86
 
 

Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

(4.8 of 919 reviews)

Perfect Luxury Sailing experience in the magnificent island of Santorini with an amazing catamaran. Sailing in luxury and style on the biggest Lagoon Catamaran on the island, you will visit most amazing sights of Santorini like th... More

Free Cancellation
Start From $117.75
 
Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer Likely to Sell Out

Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks....

  • Cyclades Islands
  • Superb919 reviews4.8

Perfect Luxury Sailing experience in the magnificent island of Santorini with an amazing catamaran. ....

    Free Cancellation
    Start From $117.75
 
 

Semi Private Premium | Catamaran Cruise with BBQ on board & Drinks

(4.9 of 2,843 reviews)

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 Beaches, the Indian Rocks, and the Venetian Lighthouse of Akrotiri. Stop f... More

Free Cancellation
Start From $133.80
 
Semi Private Premium | Catamaran Cruise with BBQ on board & Drinks Likely to Sell Out

Semi Private Premium | Catamaran Cruise with BBQ on board & Drink....

  • Cyclades Islands
  • Superb2,843 reviews4.9

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Vlychada Marina. Sai....

    Free Cancellation
    Start From $133.80
 
 

Mykonos:Sail Cruise to Delos&Rhenia islands with BBQ&Drinks

(4.8 of 578 reviews)

Hop on board and live a unique cruise experience in Mykonos island. Sail to the ancient Delos, explore this UNESCO World Heritage site, swim in dazzling waters of Rhenia island and indulge in a freshly prepared meat and veggie BBQ... More

Free Cancellation
Start From $144.51
 
Mykonos:Sail Cruise to Delos&Rhenia islands with BBQ&Drinks Likely to Sell Out

Mykonos:Sail Cruise to Delos&Rhenia islands with BBQ&Drinks

  • Cyclades Islands
  • Superb578 reviews4.8

Hop on board and live a unique cruise experience in Mykonos island. Sail to the ancient Delos, explo....

    Free Cancellation
    Start From $144.51
 
 

Private Sailing Catamaran in Santorini with BBQ Meal and Drinks

(4.9 of 448 reviews)

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 Beaches, the Indian Rocks, and the Venetian Lighthouse of Akrotiri. Stop f... More

Free Cancellation
Private Tour
Start From $481.69
 
Private Sailing Catamaran in Santorini with BBQ Meal and Drinks Likely to Sell Out

Private Sailing Catamaran in Santorini with BBQ Meal and Drinks

  • Cyclades Islands
  • Superb448 reviews4.9

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Vlychada Marina. Sai....

    Free Cancellation
    Private Tour
    Start From $481.69
 
 

Milos Small-Group Full-Day Cruise with Snorkelling and Lunch

(5 of 925 reviews)

The cruise is done at a relaxed pace, trying to avoid crowds with only 10 persons aboard the sailing boat. Boats are equipped with large shaded areas, hammocks and managed by a crew of two experienced/multilingual sailors who wi... More

Free Cancellation
Private Tour
Start From $171.27
 
Milos Small-Group Full-Day Cruise with Snorkelling and Lunch Likely to Sell Out

Milos Small-Group Full-Day Cruise with Snorkelling and Lunch

  • Cyclades Islands
  • Superb925 reviews5

The cruise is done at a relaxed pace, trying to avoid crowds with only 10 persons aboard the sailing....

    Free Cancellation
    Private Tour
    Start From $171.27
 
 

The Authentic Rhenia-Delos Cruise

(4.6 of 435 reviews)

Sparkling seas and secluded beaches? Join our Rhenia – Delos cruise and live a day like no other! The Cycladic Sisters, Mykonos, Delos and Rhenia, each with her own personality, are among Greece’s most precious treasures. Tak... More

Free Cancellation
Private Tour
Start From $94.20
 
The Authentic Rhenia-Delos Cruise Likely to Sell Out

The Authentic Rhenia-Delos Cruise

  • Cyclades Islands
  • Superb435 reviews4.6

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

    Free Cancellation
    Private Tour
    Start From $94.20
 
 

Mykonos Catamaran Daytime or Sunset Tour, 8-flavor Meal & Drinks

(4.8 of 446 reviews)

Mykonos Catamaran is the original and the most renowned catamaran company in Mykonos. We limit the number of guests on board to ensure a comfortable cruise to everyone: up to 16 guests on our large and majestic 51 foot catamaran... More

Free Cancellation
Private Tour
Start From $191.61
 
Mykonos Catamaran Daytime or Sunset Tour, 8-flavor Meal & Drinks Likely to Sell Out

Mykonos Catamaran Daytime or Sunset Tour, 8-flavor Meal & Drinks

  • Cyclades Islands
  • Superb446 reviews4.8

Mykonos Catamaran is the original and the most renowned catamaran company in Mykonos. We limit the....

    Free Cancellation
    Private Tour
    Start From $191.61
 
 

Half-Day Private Romantic Sailing Getaway to Kleftiko

(5 of 69 reviews)

The best custom sailing experience in Milos for the best price! Come on board Veronica classic yacht and sail the south coast of the island with our crew and enjoy the most picturesque trip! A constantly changing scenery between c... More

Free Cancellation
Private Tour
Start From $690.43
 
Half-Day Private Romantic Sailing Getaway to Kleftiko Likely to Sell Out

Half-Day Private Romantic Sailing Getaway to Kleftiko

  • Cyclades Islands
  • Superb69 reviews5

The best custom sailing experience in Milos for the best price! Come on board Veronica classic yacht....

    Free Cancellation
    Private Tour
    Start From $690.43
 
 

Mykonos Catamaran Cruise with Meal Drinks and Sup

(5 of 10 reviews)

Go on a half-day cruise in the Aegean Sea. Select your preferred departure time morning or afternoon and sail to the mythical Delos and Rhenia islands. Escape the crowds on land and admire Mykonos from the water, Relax at the beac... More

Free Cancellation
Private Tour
Start From $962.32
 
Mykonos Catamaran Cruise with Meal Drinks and Sup Likely to Sell Out

Mykonos Catamaran Cruise with Meal Drinks and Sup

  • Cyclades Islands
  • Superb10 reviews5

Go on a half-day cruise in the Aegean Sea. Select your preferred departure time morning or afternoon....

    Free Cancellation
    Private Tour
    Start From $962.32
 
 

Santorini Gold Catamaran Cruise with BBQ, Drinks and Hotel Pickup

(4.9 of 237 reviews)

A cruise through the caldera is a must for any visit to Santorini, but many visitors don't realize just how much variation there is between different caldera cruises. This half-day cruise is operated by catamaran, offering a faste... More

Free Cancellation
Private Tour
Start From $90.99
 
Santorini Gold Catamaran Cruise with BBQ, Drinks and Hotel Pickup Likely to Sell Out

Santorini Gold Catamaran Cruise with BBQ, Drinks and Hotel Pickup

  • Cyclades Islands
  • Superb237 reviews4.9

A cruise through the caldera is a must for any visit to Santorini, but many visitors don't realize j....

    Free Cancellation
    Private Tour
    Start From $90.99
 
 

Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

(4.5 of 950 reviews)

Enjoy a perfect sailing Sunset tour in the magnificent island of Santorini on board our catamaran. The catamaran sails to the most amazing sights of Santorini like the Hot Springs area, Caldera, Red & White Beaches area. Swim and ... More

Free Cancellation
Private Tour
Start From $84.56
 
Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks Likely to Sell Out

Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

  • Cyclades Islands
  • Exellent950 reviews4.5

Enjoy a perfect sailing Sunset tour in the magnificent island of Santorini on board our catamaran. T....

    Free Cancellation
    Private Tour
    Start From $84.56
 
 

Santorini Fishing Private Cruise boat tour - BBQ, Snorkeling

(5 of 316 reviews)

The local captain “Makis” from “The Pirate fishing tours” in Santorini, loves to share his passion for the sea, with the visitors to Santorini island each year! His experience with the sea, the long days of navigating an... More

Free Cancellation
Private Tour
Start From $454.93
 
Santorini Fishing Private Cruise boat tour - BBQ, Snorkeling Likely to Sell Out

Santorini Fishing Private Cruise boat tour - BBQ, Snorkeling

  • Cyclades Islands
  • Superb316 reviews5

The local captain “Makis” from “The Pirate fishing tours” in Santorini, loves to share his p....

    Free Cancellation
    Private Tour
    Start From $454.93
 
 

Semi-private Day Cruise

(5 of 85 reviews)

Experience a premium boat trip with up to 25 guests aboard our spacious 66ft traditional wooden boat, complete with sunbeds and plenty of room to relax. We depart daily from Antiparos at 9:30 AM and from Pounda port at 10:00 AM. ... More

Free Cancellation
Private Tour
Start From $203.38
 
Semi-private Day Cruise Likely to Sell Out

Semi-private Day Cruise

  • Cyclades Islands
  • Superb85 reviews5

Experience a premium boat trip with up to 25 guests aboard our spacious 66ft traditional wooden boat....

    Free Cancellation
    Private Tour
    Start From $203.38
 
 

Private Mykonos Catamaran Day Cruise with Meals & Water Toys

(5 of 24 reviews)

Kindly note that for every extra guest above 6, there is a 50 EUR additional fee. Choose between a morning or sunset cruise when booking. On the day, depart from your hotel via air-conditioned minivan to Mykonos' new port for the... More

Free Cancellation
Private Tour
Start From $963.39
 
Private Mykonos Catamaran Day Cruise with Meals & Water Toys Likely to Sell Out

Private Mykonos Catamaran Day Cruise with Meals & Water Toys

  • Cyclades Islands
  • Superb24 reviews5

Kindly note that for every extra guest above 6, there is a 50 EUR additional fee. Choose between a ....

    Free Cancellation
    Private Tour
    Start From $963.39
 
 

Santorini: Caldera Private Sailing Boat Cruise with Beneteau Oceanis 46.1

(5 of 10 reviews)

A rare balance between elegance and performance! Oceanis 46.1 possesses all the features of a large cruising yacht. Its stepped hull and a large number of clever customizable fittings make it easy to sail and pleasantly comfortabl... More

Free Cancellation
Private Tour
Start From $441.55
 
Santorini: Caldera Private Sailing Boat Cruise with Beneteau Oceanis 46.1 Likely to Sell Out

Santorini: Caldera Private Sailing Boat Cruise with Beneteau Ocea....

  • Cyclades Islands
  • Superb10 reviews5

A rare balance between elegance and performance! Oceanis 46.1 possesses all the features of a large ....

    Free Cancellation
    Private Tour
    Start From $441.55
 
 

Milos and Polyaigos Full Day Cruise with Meals and Snorkelling

(4.9 of 212 reviews)

For those who wish to explore and learn everything about Milos island, this cruise will gratify you! Circumnavigate the island of Milos and visit the crystal blue waters of the uninhabited Poliaigos Island. Snorkel around the cav... More

Free Cancellation
Private Tour
Start From $128.45
 
Milos and Polyaigos Full Day Cruise with Meals and Snorkelling Likely to Sell Out

Milos and Polyaigos Full Day Cruise with Meals and Snorkelling

  • Cyclades Islands
  • Superb212 reviews4.9

For those who wish to explore and learn everything about Milos island, this cruise will gratify you!....

    Free Cancellation
    Private Tour
    Start From $128.45
 
 

Santorini Volcano and Hot Springs Cruise Tour from Fira Old Port

(4.1 of 1,037 reviews)

Your adventure begins at the old port of Fira, where you'll board a traditional boat to explore Santorini's volcanic wonders. The first stop is the famous volcano, where you’ll spend 1.5 hours exploring its unique terrain. A 5... More

Free Cancellation
Private Tour
Start From $32.11
 
Santorini Volcano and Hot Springs Cruise Tour from Fira Old Port Likely to Sell Out

Santorini Volcano and Hot Springs Cruise Tour from Fira Old Port

  • Cyclades Islands
  • Exellent1,037 reviews4.1

Your adventure begins at the old port of Fira, where you'll board a traditional boat to explore Sant....

    Free Cancellation
    Private Tour
    Start From $32.11
 
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