The Living Odyssey | 8-Day Themed Sailing in Greece

Ionian Sea, Greece
8 days
Max 8 people
- Ithaca
- Meganisi
- Atokos
- Kastos
- Kalamos
- Skorpios
- Lefkada

Overview

The Living Odyssey is a journey that combines sailing holidays with the opportunity to explore the myth of the Odyssey in depth.

On this journey, you are Odysseus. Ithaca is not just a place, it is a return to yourself.

Homer, through this great epic, tells the story of a hero who faces trials, encounters challenges, and ultimately remembers who he truly is. It is a journey full of symbols, much like the journey of every human life, a secret that has now come your way.

Every island is an adventure.
Every person is a symbol.
Every obstacle is a lesson.

At some point, you will become “Nobody” to face the Cyclops.
You will encounter forgetfulness on Calypso’s island.
You will be tested by your passions on Circe’s island.
Yet every challenge brings you closer to your own Ithaca.

And somewhere between the wind, the sea, and the stories, you will begin to see your Ithaca more clearly.
The Odyssey is a story that happens again and again in every person.
It is your Odyssey. Welcome to our journey!

What Makes It Special

The Living Odyssey goes beyond just visiting a destination. This sailing trip combines a traditional voyage with the storytelling of the Odyssey. Participants explore the hidden meanings behind the story, discuss its lessons, and reflect on how they relate to modern life all while experiencing the sea.

Experienced Skipper
Storytelling of Homer's epic
The symbols of the Odyssey in the modern world
Small-Group Adventure
Island Hopping & Swimming
Local Cuisine & Taverna Dinners
Learn the Basics of Sailing
Sailing with Respect for Nature and the Environment

Tour Information

Accommodation

•Sailing boat 46-56 ft monohull
•Shared cabin

Transfers

Transfers from/to Aktion airport (PVK) are carried out by private minivan

Destinations

Ithaca, Lefkada, Meganisi, Atokos, Kastos, Kalamos, Skorpios

What to Expect

Storytelling of Homer’s Odyssey, discussion of epic symbolism

Activities

Sailing, swimming, island exploration

Departure Location

Lefkada Marina, Ionian Sea, Greece

Group size

6-8 People

Availability

Limited departures

Included

Transportation from/to airport
Breakfast and snacks on board
Two dinners
Boat Fuel
Marina fees
Boat cleaning
Accommodation on board
Drinking Water
Odyssey Welcome Kit

Excluded

Drinks

Day 1 / Arrival & Beginning

Arrival at Aktio Airport at 12:00.
Transfer to Lefkada Marina (approx. 14:00)
Provisioning, first introductions, and group alignment
Evening on board in Lefkada

The story begins

Days 2-6 / The Journey

Sailing across the crystal-clear waters of the Ionian Sea.
We visit Ithaca, Meganisi, Atokos, Kastos, Kalamos, Skorpios, Lefkada.

Daily swims, island hopping, and nights both on anchor and in selected ports

The Odyssey unfolds throughout the journey storytelling and deep interpretation become part of the experience

Day 7 / Return & Closure

Return to Lefkada.
Final dinner together and reflection on the journey ,what was discovered, experienced, and understood.

Day 8 / Departure

10:00 disembarkation
Transfer to Aktio Airport (arrival approx. 12:00)
Recommended flight departure after 17:00

About the Islands:

Lefkada

Lefkada is a top destination, combining historical landmarks such as the Castle of Agia Mavra with fine local products like air-cured salami.
Stunning beaches like Porto Katsiki, with waters that captivate you, picturesque villages like Karya, and a well-organized marina complete the setting.
Lefkada offers natural beauty and a vibrant atmosphere,an ideal place to begin your journey.

Meganisi

In Meganisi, everything slows down naturally.
The Papanikolis Cave invites you to explore it, while Vathy and Spartochori preserve the island’s authentic character.
Stops here blend perfectly with small seaside tavernas and fresh fish served almost by the water’s edge. A destination that gently lowers your pace without you even noticing.

Kalamos

Kalamos has a natural calm that needs no explanation.
Dense pine forests cover much of the island. In the bay of Porto Leone, an abandoned village stands silent since the earthquake, its stone houses telling stories of another time.
Here, nature and time have joined forces.

Kastos

Kastos is an island with a unique, almost magical energy.
It is the smallest inhabited island of the Ionian Sea, with stone houses and old windmills that shape its character.
A few tavernas serve fresh fish just steps from the sea.
A place that brings you closer to simplicity.

Skorpios

Skorpios is not a stop,it’s an experience from a distance.
The private island of Aristotle Onassis carries a distinctive history, while Jackie’s Beach is one of the most well-known spots around it.
Its presence changes the feeling of the journey before you move on. A brief pause that shifts the tone of your trip.

Ithaca

Ithaca, the mythical home of Odysseus, is a symbol with global resonance that enchants travelers.
The charming Vathy and traditional Kioni highlight the island’s architecture.
Its coastline hides crystal-clear beaches like Gidaki Beach, mostly accessible by sea. The clear waters help you understand what “paradise on earth” truly feels like.
Local gastronomy, with dishes like tserepa chicken, completes the authentic atmosphere.

On Board Experience:

For the duration of the journey, the yacht becomes your shared space ,a 46-56ft sailing boat hosting up to 8 people.

Cabin setup:

2 double cabins
2 twin bunk cabins

There are 4 cabins that come with a private en-suite bathroom.

Life on board is intentionally simple. Cabins are compact by design, while the real focus is on the shared spaces, where conversations happen, connections form, and the experience unfolds.

Booking details:

Solo travellers share bunk cabins with same-gender guests
Private cabins are available with a single supplement
Double cabins are reserved for pairs or solo guests booking privately

This is not a hotel stay, it’s a real sailing experience. The value comes from the journey, the people, and the moments you create along the way.

Trip Overview:

8-day experience
7 nights on board

Meals Included:

2 evening meals are included
1 of the dinners is prepared and cooked together on board as a group
All breakfasts and snacks are included
Drinks are not included
There is no onboard chef, all meals are prepared and enjoyed together as a group

What to Bring:

Clothes for sailing & everyday use
Swimsuit, towel, sunscreen, hat
Comfortable boat shoes
Light jacket or sweater
Personal medications & essentials

What Not to Bring:

Large suitcases or bulky luggage
Extra sailing equipment
Cooking gear (provided on board)

Electricity:

Type C (European 2-pin)
Type F (German 2-pin with side clip earth)

Time Zone:

GMT+02:00 (Athens, Bucharest, Istanbul)

Age Requirement:

Minimum age: 18 years old

Because the story was born at sea.
And there’s something powerful about experiencing parts of that journey while actually sailing, it makes everything feel more real, more direct, and more personal.
For some, it’s clarity.
For others, connection, new perspectives, or simply a feeling of reset.
Everyone takes something slightly different and that’s the point.
Curious, open-minded people who are looking for something more than typical holidays.
People who enjoy both meaningful conversations and simple moments by the sea.
Not in a strict or heavy way.
It’s more about reflection, perspective, and meaningful conversations grounded, human, and accessible.
There is space for both.
Some moments are shared, others are yours. The balance between connection and personal space is a key part of the experience.
Both.
Many people join solo, and small groups are also welcome. The experience is designed to create connection, regardless of how you come.
We explore the symbols behind the story the journey, the challenges, the return home.
But not academically. We connect them to personal experiences, in a way that feels natural and relevant.
It’s a balance of both without feeling like either.
There are moments of reflection and meaning, but also plenty of time to relax, swim, explore, and enjoy the Greek summer.
Not at all.
You don’t need any prior knowledge. The story unfolds naturally throughout the trip, in a simple and engaging way that connects to real life.
It’s not a tour it’s a journey inspired by the story of Odysseus.
We combine sailing with storytelling, reflection, and shared experiences, exploring the deeper meaning behind the Odyssey while living our own version of it at sea.