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Sailing vacation in Greece


The Bear sailing Family experience

Sail in peace of mind with Dubi, Seagal and Yam Or Klein

The Bear sailing Family Experience Cruises is owned by Dubi Klein, a professional skipper with over 25 years of experience sailing around the world.

You just pack a bathing suit and come sail with us at ease.

Sailing dates 20-27/4



*Participation in the cruise.

* 2 available cabins.

* General organization.

* Renting of the yacht.

* Linens and towels. (1 set for each participant)

* Professional Skippers services - ( 1500 euro value )

* Yacht insurance.

* Service boat with outboard motor -  ( 150 euro value )

* Wireless internet on the yacht -  ( 100 euro value )

* Snorkeling gear.

* S.U.P. -  ( 150 euro value )

* End cleaning of the yacht -  ( 150 euro value )

Available with Additional Fee:
* Docking in marinas - ( around 50 - 250 euro per week )  

* Entrance to tourist sites.

Naoussa Paros.jpeg

Not included


* Flights, shuttles and transfers.

* Personal travel insurance.

* Food and drinks - ( around €30 per person per day ) 


The basics like spices and cleaning products, some extra food and drinks will be onboard, the rest we buy together.

Breakfast and lunch will usually be prepared together on the yacht.

Dinner at anchorages is usually eaten in taverns, but not mandatory. Of course, the expenses depend on the expenses in the restaurants in the evening and on the daily consumer goods.

Here's a suggested itinerary from Paros to Milos and the Islands around:

Day 1: Paros - Antiparos


  • Arrive at the Yacht where We get to know our home for the week.

  • Sail to the Blue lagoon for overnight (if weather/time permits).


Day 2: Folegandros 

  • Breakfast onboard and weigh anchor.

  • Morning sail to Folegandros Island (4-6 hrs) . brunch stop if weather permits at Agios Georgios N. Folegandros Island.

  • Enter Folegandros marina.

  • Visit Folegandros village built on the edge of a cliff, Stunning village with quiet tavernas out of the touristic main routes.

  • Walk from the town to the marina for a “digestive” walk around.

Day 3: Poliegos

  • * Sail to the almost untouched Poliegos Island (have you heard of it?) . A great stop in crystal clear waters under the clear sky.

  • Spend the afternoon and overnight in this charming spot. Snorkel, S.U.P. or just chill and prepare a dinner to remember.

Day 4: Kimolos

  • Kimolos, a hidden treasure in the Aegean sea. Small communities, much heritage and folklore and great beaches. 

  • Absorb the tranquil atmosphere of this off the beaten track island.


Day 5: Milos

  • Sail to the stunning south part of Milos Island with the amazing rock formations, crystal clear waters and tranquility

  • Explore the south side of Milos for a whole day of relaxation, rejuvenation and marine games.        

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Day 6: Milos

  • Morning coffee and play time in the clearest water with charming rock formations.

  • Sail to Adhamas, the main town of Milos for restocking, refreshing, Dining and history.

  • We arrive in the afternoon of the 12/04/2024.

ay 7: Milos

*Routes will be determined in real-time based on weather forecasts, the skipper's decision, and the participants' desire.

We plan for a calm and pleasant sail as much as possible.

Why you should sail with us:

We organize a yacht sailing week for you where everything is planned, just come. We will take care of the safety on board, Give advice on what is there to see/do, take you to our favorite places and make your sailing adventure easy and hassle free. Come take it easy, sail for fun and meet like-minded people. The yacht is our home so we keep it up to date, clean and comfy and ready for you to feel at home.


You will get a safe and fun sailing experience, yacht cleaning at the end of the voyage, planning a route and trips to the islands, recommendations and closing a place in restaurants, organizing special tours of the islands from personal acquaintances and other experiences. Just sail and enjoy.

Greek Paradise

* Insurance and deposit - our yachts are insured with full insurance that covers the participants in the voyage against injuries, accidents or breakdowns and negligence of the skipper. However, the fittings and equipment of the yacht are insured up to an amount of 750 euros. That is, we take a deposit of 750 euros for each voyage in which we guarantee the integrity of the boat's furniture and accessories - if any damage occurs we will repair it at the expense of the deposit and return the balance to you.

*The number of cruises is limited.

Welcome Aboard

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