Sail the Odyssey Route from Lefkas with Sunsail | Greece Sailing Story

Sail the Odyssey Route from Lefkas with Sunsail | Greece Sailing Story

A new seven-day bareboat itinerary through the legendary Ionian. 
 

Start in Lefkas, sail through Meganisi and Ithaca, take the bays, harbours and swim stops as they come. 

This new seven-day bareboat route follows waters linked to Homer’s Odyssey, with short passages, clear anchorages and enough room to make the week your own. 

From Meganisi to Ithaca and back to Lefkas, it’s a route made for sailors who want freedom at the helm, clear blue water ahead and a story on the horizon.

As seen with Dan Snow and History Hit 

Sunsail welcomed Dan Snow and the History Hit team to Lefkas for a new Greece sailing documentary, airing on 5 on 16 July 2026 from 9:00 pm to 10:30 pm BST. A two-part documentary featuring more detail on Dan’s voyage with Sunsail will also be released globally on History Hit’s subscription service on the same day.

Sailing aboard the award-winning Sunsail 424 and Sunsail 44.4, Dan and the team explored key locations featured in this Ionian Islands documentary, uncovering the history of Odysseus and Ithaca as they traced the legendary hero’s long journey home across the Greek islands.

Sail the Odyssey Route from Lefkas with Sunsail | Greece Sailing Story

The story behind the route

After the Trojan War, Odysseus spent ten years trying to return to Ithaca. 

This itinerary takes that story back to the water, not as a history lesson, but as a week of sailing through the islands, harbours and open blue that make the Ionian one of Greece’s great cruising grounds. 

You’ll sail short, rewarding passages. Drop anchor in clear water. Step ashore in harbour villages. And follow a route where myth, landscape and modern Greek sailing meet.

What is the Odyssey Sailing Route?

The Odyssey sailing route is a 7-day journey through the Ionian Islands, linking Lefkas, Meganisi and Ithaca — the legendary home of Odysseus. It combines short sailing distances, calm conditions and historic Greek locations into a route designed for bareboat exploration.

Day 1: Lefkas Marina 
Step aboard, settle in and get ready for the week ahead. Lefkas Marina makes an easy starting point, with everything close by before your first day on the water. 

Day 2: Meganisi 
Ease into the Ionian with a short first sail to Meganisi. Sheltered bays, quiet anchorages and gentle sailing make this a relaxed start — with ancient links to the seafarers of the Odyssey close at hand. 

Day 3: Kioni, Ithaca 
A quiet harbour on the island Odysseus spent ten years trying to reach. 

Day 4: Vathy, Ithaca 
Spend more time on the island at the heart of the story. Vathy gives you space to explore ashore, enjoy another side of Ithaca and settle into the rhythm of island life. 

Day 5: Agios Nikolaos, Lefkada 
Clear water, quiet stops and room to take the day slowly. 

Day 6: Sivota, Lefkada 
Sail into a classic Ionian harbour, with tavernas close to the quay and a relaxed last-night atmosphere. Sivota is an easy place to enjoy one more evening by the water. 

Day 7: Lefkas Marina 
One final sail brings you back to base — with a week of islands, anchorages and Odyssey waters behind you. 

Sail the Odyssey Route from Lefkas with Sunsail | Greece Sailing Story

Sail it with Sunsail

Sunsail has been getting people on the water for more than 50 years. We helped pioneer flotilla holidays and now offer bareboat, flotilla, skippered charters, and sailing schools across some of the world’s best cruising grounds. 

From Lefkas, you get the freedom of your own yacht, with local knowledge and support close by when you need it. 

Award-winning yachts for a mythical week ahead

Dan Snow and the History Hit team sailed aboard the Sunsail 424 and Sunsail 44.4, part of our award-winning fleet. 

For this route, that means a yacht made for real sailing days: comfortable at anchor, easy to live aboard and ready for the next passage. 

Whether you choose a catamaran or monohull, you’ll have the space, performance and comfort to enjoy the journey from start to finish.

Keep in touch

Get sailing guides, destination ideas and offers from Sunsail.

Ready to go? 

Start in Lefkas and follow the Ionian route behind one of the world’s greatest journeys. 

This is your week to sail easy passages, anchor in clear water, explore harbour villages and discover the islands linked to the legend of Odysseus.

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