Top Cyclades Islands Sailing Trips

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Cyclades Islands Adventures

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Milos and Polyaigos Full Day Cruise with Meals and Snorkelling
Likely to Sell Out
Likely to Sell Out
Milos, Greece
4.9 (325)

Milos and Polyaigos Full Day Cruise with Meals and Snorkelling

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 hours • Free Cancellation
9 to 10 hours • Free Cancellation
9 to 10 hours • Free Cancellation
4.9 (325)
$145.73
$144.73
Santorini Volcano Hot Springs
Special Offer
Special Offer
Santorini, Greece
4.9 (14)

Santorini Volcano Hot Springs

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 hours • Free Cancellation
3 hours • Free 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
4.9 (647)

Shared Mykonos Sail Cruise to Delos and Rhenia Islands

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 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free 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
4.9 (962)

Catamaran Day & Sunset Cruises with meals Drinks and transportation

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

5 hours • Hotel pickup offered • Free Cancellation
5 hours • Hotel pickup offered • Free 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
4.8 (558)

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

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 hours • Hotel pickup offered • Free Cancellation
5 to 6 hours • Hotel pickup offered • Free 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
5.0 (1,277)

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

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 hours • Free Cancellation
8 hours • Free 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
4.9 (3,540)

Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

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 hours • Free Cancellation
5 hours • Free 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
4.9 (931)

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

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 hours • Free Cancellation
5 hours • Free 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
5.0 (5,918)

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

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 hours • Free Cancellation
5 hours • Free 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
4.9 (1,141)

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

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 hours • Hotel pickup offered • Free Cancellation
5 hours • Hotel pickup offered • Free 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
4.9 (571)

Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

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 hours • Hotel pickup offered • Free Cancellation
5 hours • Hotel pickup offered • Free 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
4.9 (1,085)

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

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 hours • Hotel pickup offered • Free Cancellation
5 hours • Hotel pickup offered • Free 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
4.7 (533)

Sailing Catamaran Cruise in Santorini with BBQ, Drinks and Transfer

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 hours • Hotel pickup offered • Free Cancellation
5 hours • Hotel pickup offered • Free 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
4.6 (966)

Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

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 hours • Hotel pickup offered • Free Cancellation
5 hours • Hotel pickup offered • Free 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
4.5 (882)

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

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 hours • Free Cancellation
6 hours • Free 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
5.0 (14)

Santorini Semi-private Morning or Sunset Volcano Sailing Tour

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

5 hours • Free Cancellation
5 hours • Free 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
5.0 (286)

Round of Milos and Poliegos Sailing boat snorkelling cruise

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 hours • Free Cancellation
9 hours • Free 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
4.9 (84)

Morning and Sunset Cruise with Meals and Drinks Included

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 hours • Free Cancellation
5 hours • Free 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
4.8 (235)

Sailingboat: Kleftiko & Poliegos Full Day with Lunch & Open bar

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 hours • Free Cancellation
10 hours • Free 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
4.9 (98)

Mykonos Sunset Cruise to Rhenia, 3D Self-Tour of Delos, Dinner

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

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