Top Cyclades Islands Sailing Trips

Milos and Polyaigos Full Day Cruise with Meals and Snorkelling
Likely to Sell Out
Likely to Sell Out
Milos, Greece

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...

9 to 10 hoursFree Cancellation
9 to 10 hoursFree Cancellation
9 to 10 hours • Free Cancellation
4.9 (325)
$145.73
$144.73

Santorini Volcano Hot Springs
Special Offer
Special Offer
Santorini, Greece

Visit Volcano & Hot Springs by joining our most popular & low cost tour. An experience you don't want to miss! ideal for cruise travelers,...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
4.9 (14)
$34.99
$33.99

Shared Mykonos Sail Cruise to Delos and Rhenia Islands
Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

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...

6 hoursHotel pickup offeredFree Cancellation
6 hoursHotel pickup offeredFree Cancellation
6 hours • Hotel pickup offered • Free Cancellation
4.9 (647)
$116.64
$115.64

Catamaran Day & Sunset Cruises with meals Drinks and transportation
Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

• Cruise Duration: 5.00 Hours • Choice of a Morning or Sunset Cruise • Swim and snorkeling stop (Snorkeling Equipment Included) • Snap photos of...

5 hoursHotel pickup offeredFree Cancellation
5 hoursHotel pickup offeredFree Cancellation
5 hours • Hotel pickup offered • Free Cancellation
4.9 (962)
$151.56
$150.56

Mykonos Sail Cruise to Rhenia, Guided Tour of Delos, Lunch&Drinks
Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

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...

5 to 6 hoursHotel pickup offeredFree Cancellation
5 to 6 hoursHotel pickup offeredFree Cancellation
5 to 6 hours • Hotel pickup offered • Free Cancellation
4.8 (558)
$127.43
$126.43

Milos Small-Group Full-Day Cruise with Snorkelling and Lunch
Special Offer
Special Offer
Milos, Greece

The cruise is done at a relaxed pace, trying to avoid crowds with only 12 passengers aboard the sailing boat. Boats are equipped with large...

8 hoursFree Cancellation
8 hoursFree Cancellation
8 hours • Free Cancellation
5.0 (1,277)
$186.62
$185.62

Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers
Special Offer
Special Offer
Santorini, Greece

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...

5 hoursFree Cancellation
5 hoursFree Cancellation
5 hours • Free Cancellation
4.9 (3,540)
$104.97
$103.97

Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer
Special Offer
Special Offer
Santorini, Greece

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...

5 hoursFree Cancellation
5 hoursFree Cancellation
5 hours • Free Cancellation
4.9 (931)
$174.96
$173.96

Premium Small-Group Catamaran Cruise with BBQ, Open Bar, Transfer
Special Offer
Special Offer
Santorini, Greece

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...

5 hoursFree Cancellation
5 hoursFree Cancellation
5 hours • Free Cancellation
5.0 (5,918)
$151.63
$150.63

Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer
Special Offer
Special Offer
Santorini, Greece

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...

5 hoursHotel pickup offeredFree Cancellation
5 hoursHotel pickup offeredFree Cancellation
5 hours • Hotel pickup offered • Free Cancellation
4.9 (1,141)
$128.30
$127.30

Santorini Sailing Dream Catcher with BBQ Lunch and Drinks
Special Offer
Special Offer
Santorini, Greece

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...

5 hoursHotel pickup offeredFree Cancellation
5 hoursHotel pickup offeredFree Cancellation
5 hours • Hotel pickup offered • Free Cancellation
4.9 (571)
$139.90
$138.90

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

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...

5 hoursHotel pickup offeredFree Cancellation
5 hoursHotel pickup offeredFree Cancellation
5 hours • Hotel pickup offered • Free Cancellation
4.9 (1,085)
$173.79
$172.79

Sailing Catamaran Cruise in Santorini with BBQ, Drinks and Transfer
Special Offer
Special Offer
Santorini, Greece

Enjoy a perfect sailing 5-hour tour from the magnificent island of Santorini onboard the catamaran, sailing to the most amazing sights of Santorini such as...

5 hoursHotel pickup offeredFree Cancellation
5 hoursHotel pickup offeredFree Cancellation
5 hours • Hotel pickup offered • Free Cancellation
4.7 (533)
$92.10
$91.10

Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks
Special Offer
Special Offer
Santorini, Greece

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...

5 hoursHotel pickup offeredFree Cancellation
5 hoursHotel pickup offeredFree Cancellation
5 hours • Hotel pickup offered • Free Cancellation
4.6 (966)
$92.14
$91.14

Santorini Caldera Cruise Tour (Volcano, Hot Springs, Thirassia)
Special Offer
Special Offer
Santorini, Greece

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...

6 hoursFree Cancellation
6 hoursFree Cancellation
6 hours • Free Cancellation
4.5 (882)
$40.82
$39.82

Santorini Semi-private Morning or Sunset Volcano Sailing Tour
Special Offer
Special Offer
Santorini, Greece

Book your Santorini sailing tour to explore the volcano, hot springs, stunning views, and local flavors!...

5 hoursFree Cancellation
5 hoursFree Cancellation
5 hours • Free Cancellation
5.0 (14)
$157.39
$156.39

Round of Milos and Poliegos Sailing boat snorkelling cruise
Special Offer
Special Offer
Milos, Greece

Set sail for a day and enjoy an unforgettable experience at sea circumnavigating Milos, passing by its highlights, and visiting Poliegos and its fantastic waters....

9 hoursFree Cancellation
9 hoursFree Cancellation
9 hours • Free Cancellation
5.0 (286)
$186.62
$185.62

Morning and Sunset Cruise with Meals and Drinks Included
Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

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 hoursFree Cancellation
5 hoursFree Cancellation
5 hours • Free Cancellation
4.9 (84)
$139.97
$138.97

Sailingboat: Kleftiko & Poliegos Full Day with Lunch & Open bar
Special Offer
Special Offer
Milos, Greece

Family getaway, romantic vacation, or even a business retreat, Kleftiko & Round trip of Milos is the best for you! Relax on the deck of...

10 hoursFree Cancellation
10 hoursFree Cancellation
10 hours • Free Cancellation
4.8 (235)
$185.45
$184.45

Mykonos Sunset Cruise to Rhenia, 3D Self-Tour of Delos, Dinner
Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

Set the sails to the wind on afternoon sailing yacht cruise to Delos and Rhenia Islands. Bring the rich history of Delos back to life...

5 hoursHotel pickup offeredFree Cancellation
5 hoursHotel pickup offeredFree Cancellation
5 hours • Hotel pickup offered • Free Cancellation
4.9 (98)
$134.13
$133.13

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