Crewed, All-inclusive Catamaran sailing holidays in the Ionian.
Your crew handles everything. Your only job is to enjoy it. Just Come As You Are. It’s in the name!
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Why CAYAsail in the Ionian?
- Perfect for discerning travelers, families and groups of friends.
- All-inclusive packages for your ease of mind
- Professional crew (skipper and chef) with 8+ years local experience and 30,000+ miles in the sea
- The ultimate culinary experience, with two-course, “al fresco” breakfasts and lunches and 1 dinner onboard
- Water toys, wine, beer and sodas included
- Movie night onboard our catamaran
- And Starlink!!
- Experience Tranquility, luxury and the magic of sailing in the islands of Lefkas, Ithaca, Kefalonia, Meganisi.
- Discover hidden harbors, authentic tavernas, and relaxed luxury at sea.
- Best reviews in the area from previous guests
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Availability
2027 dates now available!
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Our mission
Our mission is simple – to give you the most authentic, relaxed, and memorable week of your year.
We believe sailing shouldn’t be complicated or exclusive. Sailing should be open to anyone who craves adventure, good food, honest connections, and the freedom of the open sea.
That’s why we’ve built CAYAsail around a carefully chosen catamaran, a small and passionate crew, and an all-inclusive experience that takes care of every detail – so you never have to think about anything except enjoying the moment.
Whether you’re watching dolphins off the bow at sunrise or sharing a meal in a hidden harbor at sunset, every day with us is designed to feel effortless, genuine, and completely your own.
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Guest Reviews
Every review. Five stars.
“One week of smooth sailing! Island hopping to the most beautiful places and incredible Greek food everyday! Snorkeling, fishing, swimming, in the most pristine waters on a luxurious catamaran. Thanks again for everything!”
Tyler – USA
“What was good about our trip? EVERYTHING… except the goodbye. The best spots to swim, eat, and explore. Ate at incredible restaurants; however, the best food was prepared on board. Every step of the way this amazing crew went above and beyond our expectations. Simply put, this is the holiday of a lifetime! Love you guys!”
Eric – USA
“An absolutely wonderful trip in the South Ionian with our three teenagers for a week. Beautiful swim stops, quaint towns and harbours, beautiful food both on board and in their recommended restaurants. It was an unforgettable experience that we can highly recommend.”
Anne Kristine – Dubai
“We had the most amazing holiday with CAYAsail. We spent a week on a beautiful catamaran sailing round the Ionian Islands in Greece. No sailing experience is required for this type of holiday, and chilling on a bean bag with a drink and a good book is definitely a must. A relaxing, stress free holiday on the water in the world’s most beautiful waters.”
Penny – UK
“What an amazing week, fun and relaxing, exactly what we needed. A marvellous experience, our first and definitely not our last with CAYAsail. The team delivered and exceeded our expectations: crystal clear water, secluded anchorages, gorgeous beaches and lovely tours around the islands and small towns. We loved the movie night! Thank you for the amazing time and we’ll see you again.”
Wessal – Dubai
“Just back from an unforgettable sailing trip through the South Ionian with CAYAsail. From start to finish, the experience was absolutely brilliant. We explored beautiful islands like Kefalonia, Ithaca, and Lefkada. Crystal-clear waters, secluded coves, charming coastal towns… Every day felt like a dream. South Ionian sailing is something truly special – we’ll definitely be back!”
Corey – Australia
Read our full reviews on Google & TripAdvisor.
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Frequently Asked Questions
What is CAYAsail?
Where do CAYAsail sailing trips take place?
Do I need sailing experience to join?
When is the best time to sail in Greece?
Is the Ionian Sea good for beginners?
Can I book a private yacht charter?
Can CAYAsail organize special occasions?
What should I bring on a sailing trip?
How can I book a sailing trip?
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Let's Find Your Dates
| Charter Type | Duration | For whom | Price |
| Private All-Inclusive (up to 8pax per yacht) | 7 nights | Families & Group of Friends | From €9,905 |
| Cabin All-Inclusive (up to 2pax per cabin) | 7 nights | For couples or up to 4 friends | Check cabin charter availability |