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Top 10 Best Cyclades Islands Sailing Trips

Found 172 Sailing Trips activities in Cyclades Islands. Sort by Popularity.
 

Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

(4.8 of 3,503 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 $82.46
 
Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

  • Cyclades Islands
  • Superb3,503 reviews4.8

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

    Free Cancellation
    Start From $82.46
 
 

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

(4.8 of 584 reviews)

Cruise with Nostos Mykonos Yachts in sophisticated chic style and discover the gorgeous waters of the nearby Rhenia island or the famous Mykonian southern coast (itinerary is subject to weather conditions and might be adjusted to ... More

Free Cancellation
Start From $175.03
 
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
  • Superb584 reviews4.8

Cruise with Nostos Mykonos Yachts in sophisticated chic style and discover the gorgeous waters of th....

    Free Cancellation
    Start From $175.03
 
 

Catamaran Day & Sunset Cruises with meals Drinks and transportation

(4.8 of 590 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 $164.46
 
Catamaran Day & Sunset Cruises with meals Drinks and transportation

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

  • Cyclades Islands
  • Superb590 reviews4.8

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

    Free Cancellation
    Start From $164.46
 
 

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

(4.9 of 3,235 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 fo... More

Free Cancellation
Start From $146.84
 
Premium Small-Group Catamaran Cruise with BBQ, Open Bar, Transfer

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

  • Cyclades Islands
  • Superb3,235 reviews4.9

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

    Free Cancellation
    Start From $146.84
 
 

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

(4.8 of 463 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
Start From $210.27
 
Mykonos Catamaran Daytime or Sunset Tour, 8-flavor Meal & Drinks

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

  • Cyclades Islands
  • Superb463 reviews4.8

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

    Free Cancellation
    Start From $210.27
 
 

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

(4.7 of 70 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
Start From $135.09
 
All inclusive cruise-Mykonos Delos&Rhenia beaches(free transport)

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

  • Cyclades Islands
  • Superb70 reviews4.7

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

    Free Cancellation
    Start From $135.09
 
 

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

(4.8 of 987 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 $129.22
 
Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

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

  • Cyclades Islands
  • Superb987 reviews4.8

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

    Free Cancellation
    Start From $129.22
 
 

Milos and Polyaigos Full Day Cruise with Meals and Snorkelling

(4.9 of 232 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
Start From $146.84
 
Milos and Polyaigos Full Day Cruise with Meals and Snorkelling

Milos and Polyaigos Full Day Cruise with Meals and Snorkelling

  • Cyclades Islands
  • Superb232 reviews4.9

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

    Free Cancellation
    Start From $146.84
 
 

Shared Mykonos Sail Cruise to Delos and Rhenia Islands

(4.8 of 627 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 $158.58
 
Shared Mykonos Sail Cruise to Delos and Rhenia Islands

Shared Mykonos Sail Cruise to Delos and Rhenia Islands

  • Cyclades Islands
  • Superb627 reviews4.8

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

    Free Cancellation
    Start From $158.58
 
 

Santorini Volcano and Hot Springs Cruise Tour from Fira Old Port

(4.2 of 1,085 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 5â... More

Free Cancellation
Start From $35.24
 
Santorini Volcano and Hot Springs Cruise Tour from Fira Old Port

Santorini Volcano and Hot Springs Cruise Tour from Fira Old Port

  • Cyclades Islands
  • Exellent1,085 reviews4.2

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

    Free Cancellation
    Start From $35.24
 
 

Catamaran Half Day Morning Cruise: Kleftiko

(4.8 of 167 reviews)

Enjoy a half-day cruise and discover the most beautiful places in Milos sailing on the West and South side of the island, exploring the caves of the famous old pirate bay of Kleftiko and discovering a part of the South side. ... More

Free Cancellation
Start From $182.08
 
Catamaran Half Day Morning Cruise: Kleftiko

Catamaran Half Day Morning Cruise: Kleftiko

  • Cyclades Islands
  • Superb167 reviews4.8

Enjoy a half-day cruise and discover the most beautiful places in Milos sailing on the West and Sout....

    Free Cancellation
    Start From $182.08
 
 

Santorini Gold Catamaran Cruise with BBQ, Drinks and Hotel Pickup

(4.9 of 257 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 $117.47
 
Santorini Gold Catamaran Cruise with BBQ, Drinks and Hotel Pickup

Santorini Gold Catamaran Cruise with BBQ, Drinks and Hotel Pickup

  • Cyclades Islands
  • Superb257 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 $117.47
 
 

Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

(4.5 of 987 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
Start From $92.80
 
Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

  • Cyclades Islands
  • Exellent987 reviews4.5

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

    Free Cancellation
    Start From $92.80
 
 

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

(5 of 984 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 $187.95
 
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
  • Superb984 reviews5

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

    Free Cancellation
    Start From $187.95
 
 

The Authentic Rhenia-Delos Cruise

(4.6 of 457 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
Start From $103.37
 
The Authentic Rhenia-Delos Cruise Likely to Sell Out

The Authentic Rhenia-Delos Cruise

  • Cyclades Islands
  • Superb457 reviews4.6

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

    Free Cancellation
    Start From $103.37
 
 

Santorini Caldera Cruise Tour (Volcano, Hot Springs, Thirassia)

(4.4 of 1,187 reviews)

Your journey begins based on your selection: with pickup from Athinios Port, or without pickup from the Old Port of Fira. The first stop is the volcano, where you’ll have 1.5 hours to hike its rugged trails and explore its uniq... More

Free Cancellation
Start From $41.11
 
Santorini Caldera Cruise Tour (Volcano, Hot Springs, Thirassia) Likely to Sell Out

Santorini Caldera Cruise Tour (Volcano, Hot Springs, Thirassia)

  • Cyclades Islands
  • Exellent1,187 reviews4.4

Your journey begins based on your selection: with pickup from Athinios Port, or without pickup from ....

    Free Cancellation
    Start From $41.11
 
 

All inclusive Delos & Rhenia Islands tour up to 12 pax (free transportation)

(4.9 of 208 reviews)

What makes our product unique is the contact with sea & sun. Sailing away with Nadia K, you will have the opportunity to experience new adventures at the Aegean Sea and explore magical places at the Island of the Winds. Close your... More

Free Cancellation
Start From $160.93
 
All inclusive Delos & Rhenia Islands tour up to 12 pax (free transportation) Likely to Sell Out

All inclusive Delos & Rhenia Islands tour up to 12 pax (free tran....

  • Cyclades Islands
  • Superb208 reviews4.9

What makes our product unique is the contact with sea & sun. Sailing away with Nadia K, you will hav....

    Free Cancellation
    Start From $160.93
 
 

Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer

(4.9 of 1,013 reviews)

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Ammoudi Bay or Vlychada Marina. Sail past the island's highlights, such as the Red & White Beaches, the Indian Rocks, and the Venetian Lighthouse of A... More

Free Cancellation
Start From $176.20
 
Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer Likely to Sell Out

Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer

  • Cyclades Islands
  • Superb1,013 reviews4.9

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Ammoudi Bay or Vlych....

    Free Cancellation
    Start From $176.20
 
 

Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

(4.9 of 459 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 fo... More

Free Cancellation
Private Tour
Start From $528.61
 
Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers Likely to Sell Out

Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

  • Cyclades Islands
  • Superb459 reviews4.9

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

    Free Cancellation
    Private Tour
    Start From $528.61
 
 

Semi-private Day Cruise

(5 of 92 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 $223.19
 
Semi-private Day Cruise Likely to Sell Out

Semi-private Day Cruise

  • Cyclades Islands
  • Superb92 reviews5

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

    Free Cancellation
    Private Tour
    Start From $223.19
 
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