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Top 10 Best Cyclades Islands Sailing Trips

Found 194 Sailing Trips activities in Cyclades Islands. Sort by Popularity.
 

Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

(4.8 of 3,666 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 $81.46
 
Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

  • Cyclades Islands
  • Superb3,666 reviews4.8

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

    Free Cancellation
    Start From $81.46
 
 

Mykonos: Brand-New Catamaran Cruise with Meal, Drinks & Transport

(4.9 of 716 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 $173.38
 
Mykonos: Brand-New Catamaran Cruise with Meal, Drinks & Transport

Mykonos: Brand-New Catamaran Cruise with Meal, Drinks & Transport

  • Cyclades Islands
  • Superb716 reviews4.9

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

    Free Cancellation
    Start From $173.38
 
 

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

(4.8 of 1,046 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 $128.00
 
Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

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

  • Cyclades Islands
  • Superb1,046 reviews4.8

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

    Free Cancellation
    Start From $128.00
 
 

Catamaran Day & Sunset Cruises with meals Drinks and transportation

(4.9 of 688 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 $172.22
 
Catamaran Day & Sunset Cruises with meals Drinks and transportation Likely to Sell Out

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

  • Cyclades Islands
  • Superb688 reviews4.9

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

    Free Cancellation
    Start From $172.22
 
 

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

(4.9 of 3,667 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 $139.64
 
Premium Small-Group Catamaran Cruise with BBQ, Open Bar, Transfer Likely to Sell Out

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

  • Cyclades Islands
  • Superb3,667 reviews4.9

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

    Free Cancellation
    Start From $139.64
 
 

Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

(4.5 of 1,038 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 $91.93
 
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
  • Exellent1,038 reviews4.5

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

    Free Cancellation
    Start From $91.93
 
 

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

(4.8 of 480 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 $208.29
 
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
  • Superb480 reviews4.8

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

    Free Cancellation
    Start From $208.29
 
 

Shared Mykonos Sail Cruise to Delos and Rhenia Islands

(4.8 of 666 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

Special Offer
Free Cancellation
Start From $133.53
(Saving 15% ) $157.09
 
-15% Shared Mykonos Sail Cruise to Delos and Rhenia Islands Likely to Sell Out

Shared Mykonos Sail Cruise to Delos and Rhenia Islands

  • Cyclades Islands
  • Superb666 reviews4.8

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

    Special Offer
    Free Cancellation
    Start From $133.53
    (Saving 15% ) $157.09
 
 

Milos and Polyaigos Full Day Cruise with Meals and Snorkelling

(4.9 of 268 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 $145.46
 
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
  • Superb268 reviews4.9

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

    Free Cancellation
    Start From $145.46
 
 

Santorini Volcano and Hot Springs Cruise Tour from Fira Old Port

(4.2 of 1,125 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 $34.91
 
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
  • Exellent1,125 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 $34.91
 
 

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

(4.9 of 1,023 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 $162.91
 
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
  • Superb1,023 reviews4.9

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

    Free Cancellation
    Start From $162.91
 
 

Santorini Gold Catamaran Cruise with BBQ, Drinks and Hotel Pickup

(4.9 of 267 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 $104.73
 
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
  • Superb267 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 $104.73
 
 

Catamaran Half Day Shared Kleftiko Trip

(5 of 17 reviews)

Choose Morning 9:00-14:00 or Afternoon 14:30-19:30 Itinerary of the cruise Welcome on board! We sail together for the Pirate's shelter at the Kleftiko Spot! We chose the most beautiful spot to swim. On our way to this magical cru... More

Free Cancellation
Start From $209.46
 
Catamaran Half Day Shared Kleftiko Trip Likely to Sell Out

Catamaran Half Day Shared Kleftiko Trip

  • Cyclades Islands
  • Superb17 reviews5

Choose Morning 9:00-14:00 or Afternoon 14:30-19:30 Itinerary of the cruise Welcome on board! We sai....

    Free Cancellation
    Start From $209.46
 
 

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

(4.4 of 94 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 $133.82
 
All inclusive cruise-Mykonos Delos&Rhenia beaches(free transport) Likely to Sell Out

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

  • Cyclades Islands
  • Exellent94 reviews4.4

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

    Free Cancellation
    Start From $133.82
 
 

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

(4.4 of 1,219 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 $40.73
 
Santorini Caldera Cruise Tour (Volcano, Hot Springs, Thirassia) Likely to Sell Out

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

  • Cyclades Islands
  • Exellent1,219 reviews4.4

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

    Free Cancellation
    Start From $40.73
 
 

Mykonos Sail Cruise to Rhenia, Guided Tour of Delos, Lunch&Drinks

(4.6 of 564 reviews)

Visit with licensed guide the natural insular archaeological site of Delos and enjoy swimming and snorkeling to a secluded cove off the uninhabited island of Rhenia on a 6-hour yacht cruise with a yummy lunch and complimentary dri... More

Free Cancellation
Start From $133.82
 
Mykonos Sail Cruise to Rhenia, Guided Tour of Delos, Lunch&Drinks Likely to Sell Out

Mykonos Sail Cruise to Rhenia, Guided Tour of Delos, Lunch&Drinks

  • Cyclades Islands
  • Superb564 reviews4.6

Visit with licensed guide the natural insular archaeological site of Delos and enjoy swimming and sn....

    Free Cancellation
    Start From $133.82
 
 

Semi-private Day Cruise

(4.9 of 112 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
Start From $221.09
 
Semi-private Day Cruise Likely to Sell Out

Semi-private Day Cruise

  • Cyclades Islands
  • Superb112 reviews4.9

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

    Free Cancellation
    Start From $221.09
 
 

Morning and Sunset Cruise with Meal and Transport Included

(4.9 of 60 reviews)

Choose between a morning or sunset cruise. On the day, depart from your hotel via minivan to Marina for the cruise (Transfer provided around a 5 km zone). Meet the crew, finding a comfortable spot aboard the modern catamaran. Adm... More

Free Cancellation
Start From $162.91
 
Morning and Sunset Cruise with Meal and Transport Included Likely to Sell Out

Morning and Sunset Cruise with Meal and Transport Included

  • Cyclades Islands
  • Superb60 reviews4.9

Choose between a morning or sunset cruise. On the day, depart from your hotel via minivan to Marina ....

    Free Cancellation
    Start From $162.91
 
 

Catamaran Half Day Morning Cruise: Kleftiko

(4.8 of 182 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 $180.37
 
Catamaran Half Day Morning Cruise: Kleftiko Likely to Sell Out

Catamaran Half Day Morning Cruise: Kleftiko

  • Cyclades Islands
  • Superb182 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 $180.37
 
 

Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

(4.9 of 462 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 $523.65
 
Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers Likely to Sell Out

Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

  • Cyclades Islands
  • Superb462 reviews4.9

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

    Free Cancellation
    Private Tour
    Start From $523.65
 
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