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The Story of Odysseus

This is not an ordinary sailing trip…

The story of Odysseus lies at the base of European literature and it is one of the oldest myths ever. The return of this legendary Greek hero from Troy to his home on Ithaca took 10 years which in fact makes him probably the slowest traveller of all times. Mainly all historians that studied and interpreted the myth in the course of centuries have placed his adventures in the Mediterranean, around the Sicily, and very few dared to consider the Adriatic sea which at the era was not very well known, if not even avoided, (possibly for the reputation of its wild inhabitants).

But if we accept what Homer wrote had really happened, if Troy was seiged for 10 years and then conquered and raided by Greeks, if Odysseus set out on a voyage  „bigger than life“, and if we truly immerse ourselves into Homer’s description of sailing which undoubtely shows he knew about the winds and currents that scattered Odysseus and his crew around,  then we can come up with a more than slightly different point of view.

Among those rare few Mohicans who claim Odysseus explored Central and South Dalmatia instead, is Jasen Boko, writer of both plays and travel literature, dedicated traveller himself who published a book on the matter – a book based on his personal revelations closely following Homer’s clues found on the pages of his epic poem. To summarise, Boko widened a path to a theory saying that one of the most famous travellers ever sailed for almost 10 years around not the Mediterranean but the Adriatic sea, and since we happen to share the passion for possibility of impossible, different, or maybe just simply true, our decision was to sail there and see for ourselves, first time in this perspective, the locations described by Homer situated right here in our neighbourhood.

The sailboat took us to places already familiar, armed with nothing but a small heap of books, camera, enough red wine to steer up our imagination, and one thing Odysseus and his sailors didn’t have – weather forecast.! Having studied the lines from the poem we would compare them to real cliffs, bays and distances between…try to establish the beaches and shores where Odysseus landed, discover palaces within whose walls he was welcome, break through Scylla and Charibdis against the south wind, hear the Sirens, meet Calipso in her cave…

Did we find anything while chasing the legend?

Centuries have passed since the war and not even the glorious city of Troy has to offer something special in terms of the architectural remains. To say the truth the same goes for most of legendary locations, but after our almost ghost-hunting like experience we realized that if the Troyan war happened, and if Odysseus ever existed and had adventure sailing a big share of it happened in the Adriatic.

There are several reasons for that! One is the way winds usually blow and given that, Odysseus and his sailors on the way home from Troy to Ithaca couldn’t have really ended anywhere else but in the Adriatic. Other thing is that old interpretations of the epic place for example Lotophags on a Tunisian island of Djerba, where according to Homer, they live on land. Laestrygonians live in a coastal city with steep cliffs at the mouth of a river and „the old school theory“, (widely accepted and rarely questioned) puts them in a Greek town with no either river or steep cliffs?! On the other hand in our aproach there is a town neatly fitting the Homer’s description. And so on…

So, the answer is yes and would now like to share it in form of 12-day trip designed by following ancient epic poem, a more recent travel novel and desire to discover new about old…
Odyssey started in Troy and ours will start in Split…



 Gulet and kayaking route – Searching for Odysseus’s clues


DAY  1 – Rogoznica – Split

Heraklea hosted lethargic Lotus-Eaters, one of very few peaceful peoples Odysseus encountered in the Adriatic…

Our adventure into the entertwined world of navigation through myths and legends across the present-day Adriatic sea starts here with breakfast at 9 am in Marina Frapa, followed by introduction to the trip itinerary. In the afternoon, around 3 pm, we sail out to Split. Light lunch and snack on board. Arrival to Split around 7 pm. Dinner is expected at 8:30 pm in a traditional tavern.


DAY 2 – Split – Omiš – Split – Milna

„The steep city of Telepil“ – where the most hostile tribe of canniballistic Laestrygonians made a fatal trap to Odysseus and his ships…

Breakfast on boat. After breakfast, organized transfer to the Archaeological Museum in Split. Next thing we do is transfer to Omiš – the old town once known for piracy, at the mouth of the river of  Cetina and the Adriatic sea with steep cliffs rising all around. Taking a local road we descend into the canyon with beautiful vistas around us and then we get in kayaks to explore the river from its perspective. Lunch in Radmanove Mlinice a restaurant at the river. In the end we go for a walk around the downtown and drive back to Split, get on the boat and sail to the quiet, protected bay of Milna town in the island of Brač. Dinner on boat. Overnight.


DAY  3 – Milna – Hvar (town)

In the morning we sail out to the island of Hvar. Breakfast on boat. Kayaking takes us in the wooded archipelago of Pakleni islands spread out vis-a-vis Hvar town like its private getaway on the water. Lunch on our boat. Free time for swimming, sunbathing, sightseeing. Dinner in „Gariful“ restaurant. Evening walk around one of the most fantasy-inspiring towns in Dalmatia – Hvar. Overnight.


 DAY 4 – Hvar town – Šćedro

We’re off to find the cave where giant Polyphemus, more known as Cyclop captured Greek hero and some of his crew to make them his lunch…

After breakfast we follow the south side of the island of Hvar and in the cove of Dubovica get in our kayaks and paddle along the most attractive strech of the island displaying marvelous vineyards up the steep slopes, to reach Zavala/Sveta Nedjelja town where we leave our kayaks and go for a short hike up to the cave and with a view to the next rounds of our trip on the horizon. Upon return we have lunch on the boat and head on to Šćedro island that used to be rich with fertile land for pasture and agriculture, and now is a protected park of nature offering peaceful walks through the fields flavoured with scents of herbs, pines, nature…. Free time for swimming and sunbathing. Dinner in „Kod Ive“ restaurant. Overnight.


DAY 5  – Šćedro – Lastovo

Early sailing out to Lastovo. Breakfast on boat and arrival to our furthermost island, with stupendous nature that will take your breath away. A trip to Lastovo is always memorable. Kayaking around Lastovnjaci and the islet, Saplun, which has a beautiful sandy beach. Lunch on the boat. Free time for swimming and sunbathing. In the afternoon, a trip to the small town of Zaklopatica. Organised transfer to Lastovo town for sightseeing. Later, dinner in Skrivena Luka („Hidden Harbour“), one of the most beautiful secluded coves.


DAY 6 – Lastovo – Sušac – Lastovo

Aeolus – god of winds, gave Odysseus and his companions favourable wind to get back home to Ithaca, but the things went wrong and they landed back to Aeolus’ island only to find the God’s fury…

Getting up early. Breakfast. A trip to Sušac, an islet west of the island of Lastovo. The island will enchant you, not only by its beauty but also by a profound feeling of total detachment from the rest of the world. You will hear, feel and see nothing but silence, tranquility and wide open sea views. It is here more than anywhere else on our route you’ll feel the true soul of the Mediterranean. Kayaking along the cliffs of Sušac. Lunch on our boat. Swimming and sunbathing. In the afternoon, return to Zaklopatica on Lastovo. Dinner in a traditional tavern, „Triton“ where you will be able to enjoy sea delicacies. Return to the boat. Overnight.


DAY 7 – Lastovo – Lumbarda – Korčula

Aeaea, the island of a witch-godess Circe was the next stop with a mixture of black magic and romance where cunning Odysseus managed to outwitt and charm her after she had turned his crew into pigs.

In the morning we set out to Lumbarda, little town at the far east side of Korčula island specific for sandy beaches and unique vineyards. Breakfast on boat. Today’s kayaking starts in Lumbarda and ends in Korčula town winding through and around islets hiding traces of abandoned history and accepting pebble beaches. Lunch on our boat. After lunch, guided sightseeing of Korčula – another gem in our voyage, another reason to do it . Dinner in „Kod Maje i Tonke“ restaurant where you will be able to enjoy unusual delicacies. Return to the boat. Overnight.


 DAY 8 – Korčula – Mljet

Waves washed Odysseus out on the shore of Ogygia. The voyage is on hold, but he doesn’t spend his days alone; nymph Calypso welcomes him in her cave and he can not resist her…

In the morning, early sailing out from Korčula towards Mljet, another magic place to absorb the myths of forgotten past left in people’s and poets’ tales floating in a beautiful surrounding of nature. It is the oldest and one of the most beautiful national parks in the Adriatic. Arrival to Pomena, lunch on boat and we hop on bicycles to explore the national park where you will experience an amazing feeling of a bond with untouched ambience. Dinner is in „Ancora“ restaurant. Return to our boat. Overnight.


 DAY 9 – Mljet – Žuljana

Sirenes or Mermaids? – lured by the their irressistible call to sail closer to them ships would hit the underwater rocks and sink down, but Odysseus was prepared…

Breakfast on boat and transfer to Babino Polje where we start a short hike to the Odysseus’s cave. Upon return and lunch on boat we sail on to Žuljana – a true Mediterranean pearl, situated in a cove (named the same) on the south coast of Pelješac peninsula. Dinner in a local restaurant/wine cellar.


DAY 10 – Žuljana – Bocca falsa – Šipan

Scylla and Charybdis, the deadly narrow straight, was waiting in a hugh winds…they crossed it but not without a cost though…

Another interesting day awaits for us. Breakfast on boat and then kayaking starts in this beautiful cove, swimming, sunbathing. Lunch on the boat. In the afternoon, we sail out towards Olipa, the westernmost of all the islets and rocks of the Elaphites. The islet is uninhabited and rocky, and it is important in this adventure of ours because of the two sea straits, Veliki Vratnik and Mali Vratnik („large and small doorway“). It has a lighthouse for navigation in these straits, called also Bocca falsa („False mouth). Eventually we sail on towards the island of Šipan, the largest and most inhabited island of the Elaphites. Dinner in one of the best restaurants in Croatia, „Kod Marka“. Overnight.


DAY 11 –  Šipan – Lopud

Thrinacia – island where Helios –  sun god had its cattle that were not to be eaten. But Odysseus’s people got hungry, ignored the warning, treated themselves with the meat of sacred cows only to meet the fury of the alfa god – Zeus…

Breakfast on boat. A walk around the island that has a number of seaside walking paths. A relaxed start to our morning. You will be able to enjoy the view of a gorgeous bay, discover hidden beaches and immerse yourselves in the fresh smell of pinewood. We enjoy the beauty and the view to islets and rocks. Kayaking around Šipan – island that in the past times of the Republic of Dubrovnik was its granary. Swimming and sunbathing. In the afternoon we sail out towards Lopud island, the second largest island of the Elaphites, famous for its magnificent sunsets. Therefore today, before dinner, we will kayak at dusk. Dinner in „Obala“ restaurant („Coast“). Overnight.


DAY 12 – Lopud – Koločep

Breakfast on the boat and a morning walk around Lopud that takes us across the island to its east side and one of the biggest sandy beaches in this part of the Adriatic. Next we sail towards Koločep – the least inhabited island of the Elaphites and the closest one to Dubrovnik. It is an island of fishermen and coral makers. Lunch on boat and in the afternoon we go for a hike around the island. Dinner in „Villa Ruža“ restaurant. Overnight.


DAY 13 – Koločep – Lokrum – Dubrovnik

After breakfast we go kayaking around Koločep, discovering hidden coves, swimming, sunbathing and a visit to the Blue Cave which can be accessed by swimming in. After lunch on our boat we sail out towards the islet of Lokrum, a mysterious and exotic island steeped in numerous stories and legends. It is a Special Forest Vegetation Reserve, protected by UNESCO. We will walk up the the highest point on Lokrum, the site of Fort Royal Castle, from which you can enjoy a stunning view of Dubrovnik, Cavtat and the surroundings. In the afternoon, departure for Dubrovnik. Organised transfer to Stradun in the old town. Later on a farewell dinner with the crew; it will be in EastWest Beach Club on Banje Beach. Free time in the evening. Return to the boat and overnight.


DAY 14 – Dubrovnik

Breakfast on boat and getting off at 9 am

Note: Depending on flight times, we can arrange luggage storage, airport transfers (or transfers to Split), organised city tours (guided), food tasting, souvenir and traditional delicacies shopping, book restaurants for lunch or arrange other services for you.

If you should stay in Dubrovnik after the trip, and you need to book accommodation, do not hesitate to contact us.



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