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Top 10 Best Cyclades Islands Sailing Trips

Found 165 Sailing Trips activities in Cyclades Islands. Sort by Popularity.
 

Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

(4.8 of 3,365 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 $104.57
 
Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

  • Cyclades Islands
  • Superb3,365 reviews4.8

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

    Free Cancellation
    Start From $104.57
 
 

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 $164.01
 
Semi-Private Brand-New Catamaran Cruise in Mykonos with Meal, Drinks & Transport

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 $164.01
 
 

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 $121.08
 
Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

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 $121.08
 
 

Premium Small-Group Catamaran Cruise with BBQ, Open Bar, Transfer

(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 $137.59
 
Premium Small-Group Catamaran Cruise with BBQ, Open Bar, Transfer

Premium Small-Group Catamaran Cruise with BBQ, Open Bar, Transfer

  • 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 $137.59
 
 

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 $148.60
 
Mykonos:Sail Cruise to Delos&Rhenia islands with BBQ&Drinks

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 $148.60
 
 

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 $154.10
 
Catamaran Day & Sunset Cruises with meals Drinks and transportation

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 $154.10
 
 

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

(5 of 927 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
Start From $176.11
 
Milos Small-Group Full-Day Cruise with Snorkelling and Lunch

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

  • Cyclades Islands
  • Superb927 reviews5

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

    Free Cancellation
    Start From $176.11
 
 

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
Start From $93.56
 
Santorini Gold Catamaran Cruise with BBQ, Drinks and Hotel Pickup

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
    Start From $93.56
 
 

Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

(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 $495.32
 
Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

  • 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 $495.32
 
 

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 $709.96
 
Half-Day Private Romantic Sailing Getaway to Kleftiko

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 $709.96
 
 

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 $197.03
 
Mykonos Catamaran Daytime or Sunset Tour, 8-flavor Meal & Drinks

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 $197.03
 
 

All inclusive cruise-Mykonos Delos&Rhenia beaches(free transport)

(4.7 of 54 reviews)

Experience the Joy of Sailing on a Yacht in a Friendly Small Group Atmosphere. Swim and Snorkel in Crystal Clear Waters, Indulge on Pristine Beaches of Uninhabited Rhenia Island. Explore the Magnificent Ancient Site of Delos Islan... More

Free Cancellation
Private Tour
Start From $121.08
 
All inclusive cruise-Mykonos Delos&Rhenia beaches(free transport)

All inclusive cruise-Mykonos Delos&Rhenia beaches(free transport)

  • Cyclades Islands
  • Superb54 reviews4.7

Experience the Joy of Sailing on a Yacht in a Friendly Small Group Atmosphere. Swim and Snorkel in C....

    Free Cancellation
    Private Tour
    Start From $121.08
 
 

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 $990.65
 
Private Mykonos Catamaran Day Cruise with Meals & Water Toys

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 $990.65
 
 

Santorini Caldera Private Sailing Boat Cruise

(4.8 of 35 reviews)

Dare to be different! Get ready for the ultimate sailing experience in the most beautiful place on Earth! Get on board and your Caldera private cruise begins. Be ready for soaking up the brilliant colours of the sea in its most d... More

Free Cancellation
Private Tour
Start From $825.54
 
Santorini Caldera Private Sailing Boat Cruise

Santorini Caldera Private Sailing Boat Cruise

  • Cyclades Islands
  • Superb35 reviews4.8

Dare to be different! Get ready for the ultimate sailing experience in the most beautiful place on ....

    Free Cancellation
    Private Tour
    Start From $825.54
 
 

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 $86.96
 
Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

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 $86.96
 
 

Kleftiko Poliegos and Round Trip Of Milos Island Lunch & Open bar

(4.7 of 154 reviews)

Family getaway, romantic vacation, or even a business retreat, Kleftiko & Round trip of Milos is the best for you! Relax on the deck of the Yacht and spend a day as you deserve! Get the best leisure experience and let us serve you... More

Free Cancellation
Private Tour
Start From $203.63
 
Kleftiko Poliegos and Round Trip Of Milos Island Lunch & Open bar Likely to Sell Out

Kleftiko Poliegos and Round Trip Of Milos Island Lunch & Open bar

  • Cyclades Islands
  • Superb154 reviews4.7

Family getaway, romantic vacation, or even a business retreat, Kleftiko & Round trip of Milos is the....

    Free Cancellation
    Private Tour
    Start From $203.63
 
 

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 $132.09
 
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 $132.09
 
 

Santorini Fishing Private Cruise boat tour - BBQ, Snorkeling

(5 of 317 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 $467.81
 
Santorini Fishing Private Cruise boat tour - BBQ, Snorkeling Likely to Sell Out

Santorini Fishing Private Cruise boat tour - BBQ, Snorkeling

  • Cyclades Islands
  • Superb317 reviews5

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

    Free Cancellation
    Private Tour
    Start From $467.81
 
 

Santorini Volcano and Hot Springs Cruise Tour from Fira Old Port

(4.1 of 1,038 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 $33.02
 
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
  • Exellent1,038 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 $33.02
 
 

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 $209.14
 
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 $209.14
 
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