YESSAIL WEEK

From elegant sailing yachts and spacious catamarans to powerful motor yachs – each vesel in our fleet is carefully selected for comfort, performance and unforgettable time at sea.

⛵ Catamaran From €10000

Bali Catspace

👥Up to 6 guests

🛏4 cabins

📍Bali open-space concept

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⛵ Catamaran From €18000

Lagoon 50 Catamaran

👥Up to 12 guests

🛏6 cabins

📍Huge flybridge and deck…

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⛵ Monohull From €15000

Bavaria 51 Cruiser

👥Up to 10 guests

🛏5 cabins

📍Spacious cockpit and wide…

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SAILING

WHY

When the sails cathc the wind, time sreches. Conversations deepen. The coast reveals itself differently – quiet bays, open horizons, real freedom.

Natural rhythm

Sail at a pace set by the wind—no rush, no noise, just presence.

Hidden places

Reach bays and beaches only accessible by sea.

Lasting moments

Quiet sunsets, open water, and memories that stay with you.

This is not transportation. This is presence.

Explore our curated sailing weeks, discover the routes, or reach out and start planning.

Explore Events Explore Routes Contact

Twenty years from now you will be more disappointed by the things that you didn’t do than by the ones you did do. So throw off the bowlines. Sail away from the safe harbor. Catch the trade winds in your sails. Explore. Dream. Discover.

Mark Twain

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Video experience

A trip like no other.

Each yacht is its own world—your space to eat, sleep, connect and unwind. No schedules, no stress. Just the open sea, good people and the best stories you’ll ever tell.

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MEET THE TEAM

SKIPPERS

Sailing is personal. These are the people who turn routes into experiences and weeks at sea into stories.

Dado

Lead Skipper

12+ years sailing Greece. Explorer of wild islands and remote anchorages.

“I sail to find places where the sea still feels untouched.”

[Skipper name]

Skipper

Passionate about wind, waves and teaching people to sail.

“There is no better day than the one spent on the sea.”

[Skipper name]

Skipper

Adventurer, storyteller, island lover.

“I love showing guests the Greece only sailors know.”

Sailing experiences

Chosen, sailed, and rated by our guests.

Every yacht and sailing route you see here has been experienced by real people. Their feedback, stories, and ratings shape the journeys we offer — week after week.

★★★★★

Rated 4.9/5 by guests who sailed with us

The sailing experince with YesSail and Dado was great. He did everything to make our vacation unforgettable. He took us to the hidden gems of Aegean Sea. Highly recommended.

Mirjana Trobok IT Designer

Amazing vacation on the Greek sea with highly professional skipper and confortable and safe boat. I enjoyed the routes we took, breathtaking scenaries of Cyclades we visited, as well as funny and friendly people I met. To make long story short - this is a lifetime experience!

Marina Andjelic Economist

This summer, I went sailing for the very first time and honestly, it turned out to be one of the best decisions I’ve ever made. 😊 Not only did I discover the beauty of life at sea - crystal-clear water, quiet bays and sunsets that take your breath away, but I also had the chance to meet some truly amazing people. ❤️ There’s something special about sharing a boat with others for a few days. You bond quickly, laugh a lot, share stories over dinner and create memories that stay with you long after the trip is over. Dado, our skipper, was absolutely fantastic. He’s experienced, calm and clearly loves what he does. He made sure we felt safe, relaxed, and most importantly that we had fun. His knowledge of the sea and the islands made every stop along the way feel like a little hidden gem. If you're still hesitating, don’t! Just go for it. I didn’t know what to expect and I came back with a full heart, new friends and stories I’ll be telling for years. I already know where I’ll be next summer!