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Share & Sail 5 days ex-Lavrio: Exploring the Greek islands

Greece:

Cyclades

Duration:

4 days - 4 nights

Max number of spots:

8

Available:

April

Suitable for travellers:

10 - 70 years

Boarding from:

Lavrio

What's included

Cancellation policy

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Organised by:

George A.

Member since 2020 -

Organisation

English

Greek

French

Romanian

This experience, in a nutshell

This exhilarating sailing adventure is designed for active explorers who are eager to immerse in our beautiful local destination.


Whether it's swimming in crystal clear waters, getting familiar with sailing to sail, stand-up paddle boarding in secluded bays, each day offers a hands-on experience that brings you closer to the stunning beauty of the Aegean Sea.


Combining exciting activities with moments of peaceful reflection in nature, this journey allows you to fully immerse yourself in the history, culture, and wild beauty of the Cycladic islands, all while pushing your boundaries and embracing the unknown.


The less known Greek islands are the perfect sailing arena for our unforgettable escape!

€1,080

4 days - 4 nights

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26+

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Boat & Classes of Service

Ocean Star 51.2 - 2002

Type

Sailboat

Length

15 m.

Toilets

4

Cabins

4

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15+

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Our itinerary

Our trip starts here:

Lavrio.

Check-in: 3:00 PM

Our trip ends here:

Lavrio.

Check-out: 12:00 PM

Leg 1

Day 1: Lavrio to Kea

The thrill of boarding your private yacht and setting sail toward Kea sets a perfect start to your journey. As you cruise through the sparkling waters of the Aegean, excitement builds with the stunning views. Upon arrival in Kea, you’ll have the chance to explore the island’s charming village, followed by a delightful dinner at a local taverna, where authentic Greek flavors and warm hospitality welcome you to the heart of the islands.

Day 1: Lavrio to Kea

Leg 2

Day 2: Kea to Kythnos

For those seeking a refreshing start, a morning run (if you wish) along Kea’s serene coastline is an invigorating way to prepare for the day ahead. Afterward, set sail once again, stopping to swim in the ancient bay near Tetrapolis, where history and natural beauty intertwine. As you sail toward Kythnos, your skipper will teach you the basics of sailing, making this leg both educational and exciting. End the day soaking in Kythnos’ famous warm springs before enjoying a seafront dinner, easing into the relaxed rhythm of island life.

Day 2: Kea to Kythnos

Leg 3

Day 3: Kythnos to Serifos

Start your day with some morning stretching on Loutra Beach, where you’ll face the rising sun over the Aegean. The sail to Serifos provides another opportunity to practice sailing under the guidance of your skipper. Upon arriving at Serifos, spend the afternoon paddleboarding in a secluded bay or simply relaxing onboard, fully immersed in the peaceful atmosphere. A team-prepared dinner under the stars will bring the day to a gentle, restful close.

Day 3: Kythnos to Serifos

Leg 4

Day 4: Serifos to Kythnos

Take the morning to explore the picturesque Chora of Serifos, where vibrant bougainvillea lines the whitewashed streets. Discover the breathtaking views from the Ag. Konstantinos chapel, or simply relax at the peaceful Livadi and Livadaki beaches. Later, sail back to Kythnos to visit its iconic Apokrousi and Kolona beaches. With a glass of wine in hand, enjoy the golden hues of the setting sun on the water, a perfect ending to an active and fulfilling day with a dinner on board.

Day 4: Serifos to Kythnos

Leg 5

Day 5: Kythnos to Lavrio

As your journey draws to a close, enjoy one last morning swim or paddle boarding session in the calm waters of Kythnos. The sail back to Lavrio is a time to savor the final moments, reflecting the rich experiences, and the sense of accomplishment that comes from exploring both the sea and the islands.


This remarkable voyage blends active exploration of hidden gems, historical discovery, relaxation, and the pure joy of being out on the open sea, offering an unforgettable experience that captures the true spirit of the Aegean islands.

Day 5: Kythnos to Lavrio

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

    Bedding kit

    Towels kit

Onboard staff

    Skipper

Taxes, fees and moorings

    Mooring fees

    Embarkation and disembarkation mooring fees

Transport

    Fuel (boat/tender)

What you'll have to pay during the experience

Below are the additional expenses you will incur during the experience.

Common Fund

€50 - €120 Per person

Shopping happens on Day 1 at the local supermarket as a group activity and we refill during the trip as needed, passengers can bring their own special products and alcohol drinks on board as wished, as those are excluded from the Common Fund.

    Galley

    Food for the skipper

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

Frequent questions

The organiser reviews

avatar image

Organised by:

George A.

Member since 2020 -

Organisation

English

Greek

French

Romanian

4.8/5

out of

14

reviews

Skipper

Boat

Destination

SHARE & SAIL - 5 days Exploring & Relaxing at the heart of Cyclades

06/6/2026

Annina P.

-

CH

We had an unforgettable time in the Cyclades! Our skipper Dimitris introduced us to sailing, which was totally new for us but totally exciting and a very nice experience on the sea. It was a great mix of sailing and time on land to explore new places. We enjoyed it very much & highly recommend it:)

CYCLADIC ESCAPE - Active Holidays: 5 days Sailing & Exploring Unknown Greece  

10/18/2025

Tina F.

-

DE

I very much liked the Mixture of sailing, stops for swimming, attractions and good food in the Taverns. The boat was very comfortable and well-equiped. Orestis Was very friendly, Attentive and professional. It was perfect and I would love to do another Trip in future.

SHARE & SAIL - 6 days Exploring & Relaxing at the heart of Cyclades

08/2/2025

Filippo F.

-

IT

The islands visited and the sea were truly splendid. For this reason alone, the holiday was worth it. The boat was large, in good condition, but perhaps there were a few too many of us to fully enjoy the spaces: even on the foredeck it was difficult to find room for everyone, and with five women on board, that area was often off limits. The skipper proved to be competent and serious even though it was not George and it is fair to say that because we only found out once we got on the boat. Too bad for never having done the roadstead, the proposed tour was beautiful but it seemed a bit like a tour de force with a very tight schedule of arrivals and departures from the various ports, something that had never happened to me in other boat holidays because generally because of the philosophy of the trip we have always been a bit free to decide whether to do port or to anchor, when to leave and when to stop if we saw something interesting. In addition, the total absence of wind forced us to always move with the engine, which took away part of the charm of sailing. In general, though, the atmosphere was friendly, and everyone behaved with kindness. If I had to recommend George, I would say that he is a reliable person

SHARE & SAIL - 6 days Exploring & Relaxing at the heart of Cyclades

07/22/2025

Manuel R.

-

CA

Very nice first sailing experience for our family, the Skipper was perfect (Franco Greek), advised us on the best destinations in the small Cyclades. The sailboat was very good and functional. Thank you to Georges for the welcome and the organization. I recommend this experience to visit the islands in the best way.

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