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Sailing Holiday

Your Greek dream vacation


The Bear sailing family Experience Cruises is owned by Dubi, Seagal & Yam Or Klein. We invite you to join us on a magical sailing odyssey over the Aegean Sea. With over 25 years of experience as a skipper, I have created my special formula for your dream sailing vacation in Greece. Let's go sailing

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The Bear sailing Family experience

Dubi Klein is a professional skipper with over 25 years of experience sailing around the world. Join us on a Sailing holiday to remember while we take care of all the sailing details.

Seagal is the professional in arranging vacations on Paros. She is the creator of the website "Paros Secrets", for all your Paros holiday needs. Whether it's sailing or enjoying your stay on the island, she ensures that everyone gets the most out of their vacation.

Yam Or is our captain in the making, He is the present & future of Paros Sail.


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Seagal: Turquoise Seas, Luxurious Comfort, Unforgettable Adventures


Experience the luxury and comfort aboard Seagal - the Bavaria Cruiser 40, perfect for your vacation sailing in Greece. With its sleek design and spacious interiors, this yacht offers a sophisticated retreat on the  Aegean Sea. Fully equipped  yacht for sailing the Greek islands in comfort. From sun-drenched decks to cozy cabins, every inch of the Bavaria Cruiser 40 was made for your adventure and relaxation, ensuring an unforgettable sailing experience.


3 Cabins

2 WC

2 Showers

4-5 Guests

12.2 m'






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How will our day look like?

Wake up to the sounds of the waves in a beautiful new spot, make our breakfast onboard or take away delicious pastry from the local bakery.                  Do we snorkel or swim?, stay or leave now? Decisions, decisions...


Later on We set sails for our next destination with Fun Sailing (1-4 hours) where you can be a part of the crew.

Lunch stop: anchor in a beautiful bay, play, Relax, swim, paddle, eat, nap.

Sail to our night anchorage which can take place in a Marina or a bay, however we feel right.

At your own pace explore the best that the Islands have to offer (food, festivals, beaches, sunset spots etc.). We recommend The top spots to explore, must sees and must try outs.

Go for the best Sunset spot in our area.

Dine out in The best Tavernas, go for an evening out or chill onboard.

Come sail with us at a family pace filled with fun. local knowledge that takes us to our secret spots and people.

Get to know our Yacht

The layout of our yacht is divided into interior and exterior.


Inside, there are 3 double cabins with a double bed and wardrobes for storing personal belongings. There are also 2 bathrooms with a shower (“Heads”). Other amenities include a fully equipped kitchen, and a spacious living room, free Wi-Fi, flat screen TV, sound system, A.C. and more. 

* 2 cabins are dedicated to our guests and one cabin is for the bear sailing family.

Outside, there is a large and comfortable aft deck with mattresses for sunbathing and a cockpit table, this is the shaded area. A fore deck with plenty of sunbathing space is in the front of the yacht and at the back you can find the swimming ladder and a deck shower just for you. The world’s best private pool is around us to explore with a SUP, snorkeling gear, service boat and floatation accessories to keep us in the playing mode.


Come sail with us

Spring time in Greece is that time when the islands are green and blooming and life start to flourish. The islands comes to life, the tavernas starts to open, the shops start to peek out of the alleys, and the island is filled with a fun Greek atmosphere and a pleasant Greek rhythm. Pascha - a magical time for families to meet, relax and get ready for summer. Do you too like to enjoy the authenticity, the simplicity and the powerful nature? this is the time for you.

Available Dates Season 2024

* Special cruises and routes in the Cycladic islands.


* Special rates for spring 2024

“Bless your heart for sharing with us your amazing gift of sailing. your warm and gracious heart and your funny sense of humor. You have guided me through my journey and couldn't be more pleased to have had you as our captain! Thank you for everything."

Jennifer, CA

Extra care for your Sailing Holiday

sailing in Greece


Paros, Mykonos, Naxos, small Cyclades, Ios, Sikinos.

I want to Sail with you!

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