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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:

18 - 50 years

Boarding from:

Lefkada town (Lefkada)

What's included

Cancellation policy

avatar image

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.

€698

7 days - 7 nights

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17+

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Boat & Classes of Service

Dufour 43 Classic - 1999

Type

Sailboat

Length

13.2 m.

Toilets

2

Cabins

4

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5+

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Our itinerary

Our trip starts here:

Lefkada town (Lefkada).

Check-in: 10:00 AM

Our trip ends here:

Kalamata.

Check-out: 9:00 AM

Our itinerary

We start in Lefkada and sail south via Meganisi, or Kalamos, Ithaka or Kefalonia and remote anchorages in the southern Ionian, before crossing on longer passages toward Zakynthos and then Voidokilia and Pylos, continuing to Methoni or Sapientza island and then finishing in Kalamata. Note: If you want to, you can also check out Friday evening instead of Saturday morning - say if you found a cheap flight Friday evening.

The itinerary may be subject to changes due to weather conditions and/or technical or logistical reasons, in order to ensure safety and a pleasant sailing experience for all participants.

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

avatar image

Organised by:

Moritz W.

Member since 2019 -

Organisation

German

English

French

5.0/5

out of

1

review

Skipper

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Coves stroll in Menorca

08/20/2019

Hamischa D.

-

Germany

Very relaxed trip, experienced skipper. Looking forward to the next trip together!

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