
Ionian Islands to Southern Greece from Lefkada to Kalamata
Greece:
Ionian Islands
Duration:
7 days - 7 nights
Max number of passengers:
7 people
Available:
August - September
Suitable for travellers:
Boarding from:
Lefkada town (Lefkada)
What's included
Cancellation policy

Organised by:
Moritz W.
Member since 2019 -
Organisation
German
English
French
This experience, in a nutshell
Set sail from Lefkada on a southbound adventure through the deep-blue waters of the Ionian Sea, finishing on the Peloponnesian coast in Kalamata. This route is designed for solo travelers aged 20 to 45 who want the perfect balance between relaxed island hopping and real offshore sailing — a mix of short, scenic legs and two to three longer passages that deliver a true sense of journey.
The first days are easy and social. We cruise through postcard islands like Ithaka, Kefalonia, and the sheltered bays around Atokos and Kalamos, stopping for swims in turquoise anchorages, lazy lunches on deck, and evenings in charming harbor villages. Short sailing legs leave plenty of time for snorkeling, paddleboarding, cliff jumping, or exploring a bit ashore with new friends.
Then come the highlights for those who love to feel the open sea. Mid-trip, we leave the island chain behind for longer offshore passages, sailing across wide stretches of Ionian water toward the Peloponnese. These days are about rhythm and teamwork: trimming sails, watching dolphins, sharing stories in the cockpit, and experiencing the quiet satisfaction of covering serious miles under sail.
Along the way we visit remote anchorages like Voidokilia and quiet ports like Pylos on islands rarely rushed through, swimming in deep blue water far from beaches and crowds. Afternoons might mean floating in a calm bay, hiking to a viewpoint, or learning hands-on sailing skills from the skipper. Evenings alternate between simple dinners on board under the stars and laid-back tavernas by the water.
As we approach Kalamata, the coastline grows rugged and dramatic, marking the transition from island life back to the mainland. The arrival feels earned — from gentle hops to open-sea crossings, from social island nights to quiet offshore sunsets.
This trip is for independent travelers who want variety: chill sailing days, real passages, beautiful anchorages, and a small crew that quickly feels like a floating community — an Aegean journey with rhythm, adventure, and just the right pace.
€775
€698
Per person
What's included
Cancellation policy
€698
7 days - 7 nights




17+
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Boat & Classes of Service
Dufour 43 Classic - 1999
Type
Sailboat
Length
13.2 m.
Toilets
2
Cabins
4




5+
Show all
Our itinerary
Our trip starts here:
Lefkada town (Lefkada).
Check-in: 10:00 AM
Our trip ends here:
Kalamata.
Check-out: 9:00 AM
What's included in the price
Boat equipment and facilities
Final cleaning
Tender and outboard
Onboard staff
Skipper
Taxes, fees and moorings
Visitor or navigation taxes
What you'll have to pay during the experience
Below are the additional expenses you will incur during the experience.
Common Fund
€150 - €250 Per person
I provide clean beddings and towels to be washed by common fund at the end (50 Euro per crew, sometimes less). Every crew members helps 30 minutes at the end to clean the boat. From a 200 Euro common fund, we can also have 1 taverna night usually.
Galley
Food for the skipper
Food for the crew
Alcoholic drinks
Mooring fees
Embarkation and disembarkation mooring fees
Fuel (boat/tender)
What's NOT included in the price
Below are the services that are not included in the price of the experience, including any available optional services that you may pay directly to the organiser (we advise you to inform the organiser prior to departure in case you wish to purchase such services and arrange the payment terms directly with him).
Excluded
Meals/drinks consumed ashore
Optional Services
Bedding kit • €25 per boat
Towels kit • €25 per boat
Frequent questions
The organiser reviews

Organised by:
Moritz W.
Member since 2019 -
Organisation
German
English
French
5.0/5
out of
1
review
Skipper
Coves stroll in Menorca
08/20/2019
Hamischa D.
-
Germany
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