The Essentials of Your Journey
BASIC INFORMATIONS
Explore our most popular routes, destinations, and sailing styles — each week thoughtfully curated around people, pace, and place. From vibrant island-hopping adventures to laid-back coastal escapes, every itinerary is designed to balance discovery, connection, and effortless moments at sea.
Built around people, not packages
Every week is carefully designed so you spend less time worrying and more time living. Whether you're a first-timer or seasoned sailor, we've got you covered from start to finish.
Learn more about usCHOOSE YOUR PERFECT YACHT
OUR FLEET
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.
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Those Who Know the Waters
MEET OUR SKIPPERS
Sailing is personal. These are the people who turn routes into experiences and weeks at sea into stories — bringing character, energy, and intention to every mile along the way.
Sailed. Shared. Remembered.
EXPERIENCES
Real feedback from real guests – shaping every journey we offer.
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.
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!
Sailing can be a beautiful experience, as well as a horrible one. I give much more thought to whom will I give my trust when choosing a sailing agency than when looking for a hotel or a mainland trip arrangement. Happily, with YesSail you need to search no more. They provide excellent organisation and significant experience. They are client oriented, ready for creative solutions, and the allover atmosphere is very friendly. Sailing with YesSail is always a Yes!
Sailing with YesSail has been an amazing life experience, and Dado, our skipper, is nothing short of incredible, fantastic, amazing, and dedicated. If you are into visiting hidden coves, beaches, salty waters, or getting dirty with volcanic mud, this is definitely the trip for you! Dado thank you for taking us to these amazing places and sorry for your lack of sleep from our late nights!
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!
FAQ
WHAT YOU NEED TO KNOW
Our FAQ section is designed to give you clarity before you even step on board. From booking details and cabin arrangements to sailing experience, payments, and what to pack — we’ve gathered the most common questions and answered them with honesty and transparency. So you can plan with confidence, knowing exactly what to expect before your week at sea begins.
Q Do I need sailing experience? ⌄
Q How many hours do we sail per day? ⌄
Q Do we sleep on the boat? ⌄
Q What should I pack? ⌄
Q Who usually joins these trips? ⌄
ASK US ANYTHING
REACH OUT TO US
Whether you're ready to book or simply exploring your options, we're here to help. Reach out with your questions, ideas, or plans — and we'll guide you toward the sailing experience that fits you best. Every great journey begins with a conversation.

