Skip to main content
 
 
 
 
 

Over the last 8 years we have created unique sailing adventures in the stunning archipelago of the Cyclades Islands.

Simplicity, sustainability and serenity conclude in three words the world of sailing. Together we will explore new destinations, beautiful anchorages, amazing swimming spots with crystal clear waters, peaceful nights under the stars, traditional little towns known for the famous Greek hospitality and of course, lots of sailing.

This is your passport to an amazing sailing cruise, that will take you to the most secluded and beautiful destinations of Cyclades islands, far from the crowds, with a friendly and professional captain on-board!

Embark on an unforgettable sailing adventure through the Cyclades with Cyclades Odyssey. Explore the stunning Greek islands, discover hidden gems, and experience personalized voyages led by our expert skipper.

Activities

Fishing

We usually trawl when sailing from an island to the other and sometimes we are lucky to catch a fish, but success is not often the case!

Snorkeling

We provide snorkeling equipment onboard, in order to enjoy the crystal clear waters of the Cyclades.

Paddleboard

There is a SUP available onboard and its always a fun activity to practice!

Photography

There will be a go pro available for underwater photography and a drone to catch our best moments of the journey. A memory stick with the trips 'photo album will be given to you by the end.

Dinghy exploration

The dinghy is available for a ride to explore the secret coves and caves that we may find along our way!

Hiking

Cyclades islands are a gem for hiking paths, and we can suggest some easy ones that will get you to spots offering amazing views and private sunsets! This is not an organized hiking trip with professional guide though, meaning that you need to know your personal abilities and limitations!

Windsurfing

Nikos is an experienced windsurfer and often carries some equipment onboard. However, he is not an instructor, and the trip is not a windsurfing class. If you have some experience though let us know and we can choose to visit some great windsurfing spots in Paros & Naxos, where rental equipment is available.

Reviews

“
Candace Sandy

“We had a wonderful vacation with Nikos! He showed us amazing swimming spots. Our meals on board were fantastic and he directed us to beautiful authentic tavernas for dinners. We experienced one spot of windy sailing so our girls were able to really feel what it’s like to keal and one loved it the other was not a fan. It was an unforgettable experience that helped us build great memories. We appreciated Nikos and all he did to make this trip memorable. HIGHLY recommend!”

“
Aleksandra & Stephen

“Thanks Nikos from our heart!
Where to start...?
We both love the water, swimming, snorkelling and diving. it was simply perfect. Nikos is a very professional and relaxed person it it was simply beautiful to have spend these days on his boat with him. Nikos is a real pro and knows how to read the sea, the wind and we had some proper sailing - there was one big problem: it was too short. .-)) we felt so sorry that we have to leave as it felt to stay longer as we had such a good time. Thanks Nikos for this beautiful experience from my heart- as we said we hope to be back very very soon and if possible this year. Take care.”

“
French T

“Unforgettable Sailing Adventure!
We had the most incredible day on this sailing trip! From the moment we boarded the beautiful sailboat, we were warmly welcomed by the friendly and professional skipper, Nico. The entire experience was nothing short of magical — the crystal-clear waters, the stunning coastal views, and the peacefulness of being out at sea were simply breathtaking.

Nico was knowledgeable and made us feel safe and comfortable throughout the journey. We sailed to some of the most beautiful, hidden spots that we would never have discovered on our own, including a secluded bay where we had the chance to swim and snorkel in pristine waters. The boat was well-equipped, and we even had delicious snacks and drinks provided during the day, which was a lovely touch.

It was the perfect balance of relaxation and adventure, and I can't recommend this trip enough. If you're looking for a unique and memorable way to explore the coast, this sailing day trip is an absolute must! I’m already planning to come back for another trip. Thank you for an unforgettable experience!”

“
Vasileios Antonopoulos

“We had a 3 day sailing trip in the End of September and it was fantastic. We explored many different beaches not approachable by road and NIck the captain shared with us his knowledge about the area. The food was very good quality and Nick was very friendly and great Captain. We will definitely recommend it and we would it again.”

“
Kim Everson

“We had the best time with Nikos for two nights on his boat back in July this year. We sailed around Milos, Kimolos and Poliegos and jumped off at a few amazing locations in between. Nikos was so knowledgeable and kind, not to mention a great cook! We still laugh about some of the memories made on this trip. Thank you Nikos!! Sorry it’s belated but thought I should write this before we come back again. Love from the four mining girls 😂”

“
Nathalie W

“Unforgettable experience.
Such a great adventure! Nikos took us to the most beautiful spots, and he was very knowledgeable, accommodating, and a great cook. Highly recommend for anyone looking to see Greece on the water.”

Syros sailing cruises / Cyclades sailing trips / sailing tours / Small Cyclades sailing vacations / sailing yacht charter / sailing yacht rental / Paros sailing boat charter / sailing boat rental / skippered tours / Syros day trips / daily cruises on Syros island, Aegean sea, Greece.