INITIATE LIFE

IT’S TIME TO

  • BARE: For a more economical holiday

  • BASIC: We take care of everything in advance and you are free to DIY meals

  • SUPERIOR: To have the VIP holiday you always dreamed off

  • Like a buzzing crowd?

  • Then the high-season is for you.

  • Flexible dates and calmer surroundings?

  • Try our May/June and Sep/Oct itineraries.

GET STARTED WITH YOUR CUSTOMIZED TRIP

2.

CHOOSE THE DATE

  • Three destinations, perfect for you.

  • Dreaming of living your myth in Greece?

  • Or visiting Croatia, the jewel of the Adriatic?

  • Or maybe a heaven-on-earth, like Cyprus?

  • Up for an adventure? Choose one of our amazing sailing yachts for your trip!

  • Down for a proper holiday? Our spacious catamarans are just right for you!

*No commitment to charter required

CHOOSE YOUR PACKAGE

"Our sailing charter experience in Greece was absolutely amazing. Demos was friendly, knowledgeable, and attentive to our every need. The yacht was spacious, clean, and comfortable, and the scenery was breathtaking. We enjoyed swimming in the crystal-clear waters, exploring charming islands, and enjoying the amazingly delicious local cuisine. It was the perfect vacation, and we can't wait to do it again."

- Marko

Culture Adventurer

★★★★★

WHAT THEY SAY ABOUT US

"How can I begin to describe my time with CAYAsail... I always imagined that Greece would be a breathtaking destination, but thanks to these guys, I was able to not just experience the culture, but have once-in-a-lifetime memories. I got so much more than I ever anticipated from my holiday."

- Michael PX

Bachelor - Last Freedom

★★★★★

"I cannot recommend CAYAsail enough! From start to finish, the trip was seamless and enjoyable. Demos is experienced and professional, ensuring that we had a safe and memorable journey. The Greek islands are stunning, and sailing around them was an unforgettable experience. We also appreciated the flexibility to customize our itinerary and activities. Overall, a fantastic trip that exceeded our expectations."


- Andrew

Pride One Love

★★★★★

"We had an incredible time on our sailing charter in Greece. The yacht was well-maintained and equipped with everything we needed for a comfortable stay. The crew was friendly and accommodating, providing excellent service and delicious meals. The islands we visited were picturesque and offered a variety of activities, from hiking and sightseeing to relaxing on sandy beaches. We would definitely recommend this experience to anyone looking for an unforgettable adventure."

- Antoine

Pride One Love

★★★★★

Come talk to us

We’ve been obsessed with exploring these islands for several years - let us show you the best we’ve found! Contact us so we can help you organise a memorable experience at one of the most magical places on the planet!

*No commitment to charter required