Sailing Trips in Cyclades Islands
Top 10 Best Cyclades Islands Sailing Trips
Found 192 Sailing Trips activities in Cyclades Islands. Sort by Popularity. - Page 6Volcano Festival - Ifestia 2025 Boat Tour
Embark on an unforgettable evening cruise as we sail across the stunning Caldera of Santorini. Admire the towering volcanic cliffs, the unique architecture of the cliffside villages, and the sparkling waters of the Aegean Sea — ... More

Volcano Festival - Ifestia 2025 Boat Tour
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Cyclades Islands
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Superb22 reviews5
Embark on an unforgettable evening cruise as we sail across the stunning Caldera of Santorini. Admir....

Santorini Volcano Hot Springs
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Cyclades Islands
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Superb8 reviews5
Visit Volcano & Hot Springs by joining our most popular & low cost tour. An experience you don't wan....
5 Hour Semi Private Catamaran Tour in Santorini with Lunch
Set sail on a luxurious semi-private catamaran tour in Santorini, where you’ll explore iconic beaches and relax in volcanic hot springs. Starting from Vlychada Marina, enjoy stops at stunning Red Beach and secluded White Beach, ... More

5 Hour Semi Private Catamaran Tour in Santorini with Lunch
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Cyclades Islands
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Superb8 reviews5
Set sail on a luxurious semi-private catamaran tour in Santorini, where you’ll explore iconic beac....
Santorini Volcano Half Day Tour
Sail across Santorini’s beautiful ‘caldera’ (flooded crater) and visit the islands of Nea Kameni and Thirasia on this 6-hour cruise. Board a sightseeing boat from the old port, and admire Santorini’s cliffs and as you crui... More

Santorini Volcano Half Day Tour
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Cyclades Islands
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Very Good23 reviews3.7
Sail across Santorini’s beautiful ‘caldera’ (flooded crater) and visit the islands of Nea Kame....
Full Day Boat Tour to Kleftiko & Sykia Cave
Our special trip is a full day tour gift to the soul, as you have the chance to witness virial historical monuments, by the sea, that not only are they majestic but also have been there for thousands of years! Our company’s sign... More

Full Day Boat Tour to Kleftiko & Sykia Cave
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Cyclades Islands
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Superb5 reviews5
Our special trip is a full day tour gift to the soul, as you have the chance to witness virial histo....
Full Day Boat Tour to Caldera Islands & Sunset in Oia by bus
Your journey begins with pickup from Athinios Port for a full-day adventure in Santorini’s iconic caldera. The first stop is the volcano, where you’ll have 1.5 hours to hike its rugged trails and explore its unique landscape.... More

Full Day Boat Tour to Caldera Islands & Sunset in Oia by bus
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Cyclades Islands
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Very Good19 reviews3.8
Your journey begins with pickup from Athinios Port for a full-day adventure in Santorini’s iconic ....
Mykonos Catamaran Sunset Semi private Cruise with transfer
Although not a day trip, this experience provides the perfect ending to a day in beautiful Mykonos. Set sail towards the horizon, with a glass of wine in hand, and watch as the sun is dipping into the water, as the blue sky transf... More

Mykonos Catamaran Sunset Semi private Cruise with transfer
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Cyclades Islands
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Superb6 reviews5
Although not a day trip, this experience provides the perfect ending to a day in beautiful Mykonos. ....
Santorini Sunset and Volcano Firework & Drone Show
A truly unique cruise, available only once a year! Sail along Santorini's caldera at sunset and witness the spectacular ''Ifestia'' fireworks show, with front-row views of the volcano ''eruption'' from the comfort of our tradition... More

Santorini Sunset and Volcano Firework & Drone Show
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Cyclades Islands
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Exellent4 reviews4.5
A truly unique cruise, available only once a year! Sail along Santorini's caldera at sunset and witn....
SeaTour Sailing Boat to Antiparos and Despotico Parikia/Paros
That semi private boat tour is a family friendly full day tour, due its small number of maximum participants and allows you to enjoy some of the most beautiful secluded beach locations, that Paros has to offer. ( Panteronisi, Clif... More

SeaTour Sailing Boat to Antiparos and Despotico Parikia/Paros
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Cyclades Islands
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Exellent4 reviews4.5
That semi private boat tour is a family friendly full day tour, due its small number of maximum part....
Full Day Tour to Kleftiko, Firlingos and Poliegos Catamaran
Sailing across the coastline, we will pass by the traditional fishing villages of Skinopi, Klima with the colorful little houses – called “Sirmata”- built by the seaside, Areti and Fourkovouni. Then, we will visit Arkou... More

Full Day Tour to Kleftiko, Firlingos and Poliegos Catamaran
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Cyclades Islands
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Superb4 reviews5
Sailing across the coastline, we will pass by the traditional fishing villages of Skinopi, Klima wit....
Luxury Catamaran Semi private cruise with meals & drinks and transportation.
Take a break from the resort crowds and get offshore for a while on this chilled-out sailing excursion around Mykonos. Choose a trip to the beaches on the south coast of this idyllic island or head west to the Delos, an important ... More

Luxury Catamaran Semi private cruise with meals & drinks and tran....
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Cyclades Islands
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Exellent41 reviews4.5
Take a break from the resort crowds and get offshore for a while on this chilled-out sailing excursi....
Deluxe Santorini Sailing with BBQ and Drinks Shared Tour
Experience the beauty of Santorini and its volcanic caldera on this small-group sailing tour. Cruise by some of the island’s best-known landmarks before venturing into the turquoise waters of the caldera. Enjoy a soothing dip in... More

Deluxe Santorini Sailing with BBQ and Drinks Shared Tour
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Cyclades Islands
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Superb134 reviews4.9
Experience the beauty of Santorini and its volcanic caldera on this small-group sailing tour. Cruise....
Boat and hike tour to the Hidden Beaches of Syros
Our adventure begins at Kini, a charming fishing village on Syros' west coast. We board a boat and leave behind everyday life, cruising toward the island’s most hidden and untouched beaches. Expect turquoise waters, rocky landsc... More

Boat and hike tour to the Hidden Beaches of Syros
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Cyclades Islands
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Superb2 reviews5
Our adventure begins at Kini, a charming fishing village on Syros' west coast. We board a boat and l....
South Beaches Cruise From Mykonos
Full Day Mini Cruise Mykonos "South Beaches" ORNOS, DRAGONISSI, FRANGIAS, PARADISE, TROPICANA BAR & KALAFATIS 9-hour excursion with guaranteed departures from 2 May to 31 October, every Monday, Wednesday and Saturday morning. I... More

South Beaches Cruise From Mykonos
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Cyclades Islands
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Very Good4 reviews4
Full Day Mini Cruise Mykonos "South Beaches" ORNOS, DRAGONISSI, FRANGIAS, PARADISE, TROPICANA BAR & ....
Small group,swim in Rhenia,watch the sunset fm LVenice, freetrans
Join us for an unforgettable day of relaxation and fun as we set sail to Rhenia Island and enjoy a magical sunset at Little Venice, with the iconic windmills of Mykonos in the background. Begin your adventure with a peaceful stop... More

Small group,swim in Rhenia,watch the sunset fm LVenice, freetrans
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Cyclades Islands
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Superb28 reviews4.6
Join us for an unforgettable day of relaxation and fun as we set sail to Rhenia Island and enjoy a m....

Santorini - Volcano and Hot springs Boat Trip with Bus Transfer
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Cyclades Islands
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Very Good90 reviews4
This iconic boat tour is the perfect choice if you're looking for an easy way to visit Santorini's f....
6 Hours Tour to Delos and Rhenia Islands with Sailing Yacht
Leave the crowds on Mykonos behind and catch the wind with this sailing cruise to two nearby Aegean islands. Set sail from Tourlos Bay with S/Y Aeolus to the UNESCO-listed island of Delos to explore the ancient Greek ruins at your... More

6 Hours Tour to Delos and Rhenia Islands with Sailing Yacht
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Cyclades Islands
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Superb10 reviews5
Leave the crowds on Mykonos behind and catch the wind with this sailing cruise to two nearby Aegean ....

Milos Full-Day Premium Catamaran Cruise Kleftiko and Polyegos
Step aboard our premium sailing catamaran for a full-day semi-private cruise departing from Adamantas Port, Milos. Enjoy top-notch amenities, including snorkeling and fishing gear, SUP boards, and inflatables, as well as meals and... More
Free Cancellation
(Saving 15% )

Milos Full-Day Premium Catamaran Cruise Kleftiko and Polyegos
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Cyclades Islands
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Superb5 reviews5
Step aboard our premium sailing catamaran for a full-day semi-private cruise departing from Adamanta....
Free Cancellation
(Saving 15% )
Private Morning Tour Lagoon 400-380 Sailing in Santorini ,lunch, drink, transfer
Discover the most beautiful locations that Santorini has to offer on our beautiful Lagoon 400. Our crew will welcome you with open arms and provide you with everything you want; drinks and a full barbecue meal with Greek tradition... More
Private Tour

Private Morning Tour Lagoon 400-380 Sailing in Santorini ,lunch, ....
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Cyclades Islands
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Superb44 reviews5
Discover the most beautiful locations that Santorini has to offer on our beautiful Lagoon 400. Our c....
Private Tour
Santorini Private Catamaran Cruise
WOW THIRASIA ISLAND!!! How many of us discovering the map of Santorini Island we wondered what is Thirasia Island. The small traditional Thirassia Island was formed during the large volcanic explosion that rocked the area around ... More
Private Tour

Santorini Private Catamaran Cruise
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Cyclades Islands
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Superb22 reviews5
WOW THIRASIA ISLAND!!! How many of us discovering the map of Santorini Island we wondered what is T....
Private Tour