A Dreamy Sailing Adventure in Greece

A sun-soaked trip filled with culture, history, and a sailing adventure. Who could say no to that?

From Homer’s epic poetry to Plato’s cave, Greece has contributed greatly to Western civilization. Even today, the country continues to bless us with its crystal clear Mediterranean Sea, astonishing ancient temples, centuries-old monasteries, and, of course, delicious food. 


We have created the ultimate Greek island hopping guide for the TripLegends out there who are already dreaming of swimming in turquoise waters. 

The Ionian Sea, a part of the Mediterranean Sea positioned south of the Adriatic, is where a real TripLegend sailing adventure starts. We promise that The Ionian islands of Ithaki, Kefalonia, Lefkada, Paxi, Zakynthos, and Corfu will offer travelers the most picturesque scenes with their hidden bays and secluded beaches.

Let’s discover together which Ionian islands to include on your bucket-list for an adventure of a lifetime.


sailing in kalamos

Being one of the least known islands in Greece, Kalamos offers travelers picturesque scenes and crystal clear waters to explore. Although not one of those typical Greek islands, Kalamos is a place where you will have the feeling of ultimate holiday relaxation. Exploring its lush green nature and hiking its mountains for stunning views will make your time on this island an unforgettable one.


Sailing on an uninhabited island? It sounds good to us.

sailing in atokos

Forget what you know about all the other Greek islands because Atokos is definitely an unconventional one. As of 2011, the island had no population at all. Currently, it is believed that the population has increased to 2.  

Atokos’s beautiful shores and white stone beaches make it a real paradise. The island is one of the remotest ones on the Echinades islands. It is especially a perfect choice for those who want to escape the crowds and enjoy a calm and refreshing Mediterranean summer. 

We assure you that Atokos’s small pebbled beaches, which are accessible only by boat, will make you forget about the unusual and exhausting year that we are slowly leaving behind. 


Ithaca. The name might sound familiar to some, as it is the homeland of Homer’s famous Odysseus. While sailing in the crystal clear Ionian sea, it is likely that you will find yourself thinking of the ancient Greek hero and his long journey. As you dive deeper into your own Greek odyssey, you will get amazed by the picturesque settlement of Ithaca’s Kioni Village.


Today, the island is very well known thanks to the best-selling novel, and later film, Captain Corelli’s Mandolin. The film’s release has fueled the interest in the island, and it has now become a well-known destination. 

Its sheer beauty and sparkling turquoise waters make Kefalonia an excellent destination for a perfect sailing trip. 

To find out more about this amazing destination and to get a major dose of wanderlust, do not forget to check out TripLegend’s sailing trip in Greece. Our itinerary and luxury catamaran will allow solo travelers like you to enjoy the scenic natural beauty of the Ionian sea by sailing. Jump aboard and get ready for an adventure of a lifetime with TripLegend.

sailing in greece with TripLegend

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