Explore Greece aboard your own luxury catamaran with a dedicated Captain and Chef. Since 1999, Yachtsailing.com has been crafting unforgettable sailing experiences across the Greek islands - combining comfort, privacy, and local expertise for a truly seamless journey at sea.
A Lagoon 560 S2 flagship where elegance meets a confident, unhurried rhythm - six staterooms for up to ten guests, refit in 2025. Crewed by an experienced captain and host chef, built for moments that linger long after the anchor is raised.
Staterooms 6 • Up to 10 Guests • Refit 2025
Bright, open decks and a flybridge made for sunset moments under sail - six cabins for up to ten guests, refit in 2025. The flybridge is where the evenings end up, drink in hand, islands going gold.
Staterooms 6 • Up to 10 Guests • Refit 2025
Composed and inviting, with generous living spaces and an elegant flow - seven cabins that comfortably host up to twelve guests, refit in 2025. Roomy enough for a big group to spread out and still feel together.
Staterooms 6 • Up to 12 Guests • Refit 2026
Comfortable and effortlessly enjoyable - four cabins for up to eight guests aboard a Lagoon 450 Flybridge, refit in 2024. Generous deck space for sun-filled days and easy evenings at sea.
Staterooms 4 • Up to 8 Guests • Refit 2024
Understated luxury and easy comfort across sun-filled decks and calm anchorages - six cabins for up to ten guests, refit in 2025. A quietly confident catamaran built for slow mornings and long lunches at anchor.
Staterooms 6 • Up to 10 Guests • Refit 2026
Nimble and welcoming, ideal for exploring the Cyclades at your own pace - six cabins for up to ten guests, refit in 2024. Light enough to feel quick, roomy enough to feel generous.
Staterooms 6 • Up to 10 Guests • Refit 2024
A relaxed, straightforward way to enjoy life at sea - four cabins for up to six guests aboard a compact Lagoon 420, refit in 2022. Easy days and stress-free cruising for smaller groups.
Staterooms 4 • Up to 4 Guests • Refit 2022
Relaxed, confident and easygoing - four cabins for up to eight guests aboard a Lagoon 450 Flybridge, refit in 2023. One of the fleet’s most consistently booked catamarans.
Staterooms 4 • Up to 8 Guests • Refit 2023
An authentic and genuine experience of the Greek lifestyle. History, culture, and flavors this beautiful country has to offer - taken in through breathtaking views, tavernas, bars, and beautiful beaches, as well as incredible landmarks and monuments which echo back into the ages.
Real stories from our guests, sharing their unique journeys and unforgettable moments while exploring Greece's beauty with YachtSailing

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All our trips are fully customizable. There is no fixed itinerary. The final route is shaped together with you, based on your preferences (how many hours you wish to sail per day, sightseeing or relaxation, hiking, swimming, local cuisine, etc.) and - most importantly - the weather at the time of your trip. The captain adjusts the plan daily to keep the experience relaxed, safe and enjoyable, and you can stay longer at places you love.
The Cyclades offer iconic whitewashed villages, dramatic landscapes and longer open-water crossings - ideal for experienced cruisers and classic Greek scenery. The Saronic is calmer, greener and closer to Athens, with short hops between historic islands - perfect for relaxed sailing and families. We recommend based on your dates, group and pace.
Yes - within reason. A one-week route comfortably covers a cluster of nearby islands. Combining far-apart highlights (e.g. Mykonos and Santorini) is possible but means longer sailing days. We’ll design a realistic route that includes your must-see islands without rushing.
Trips are very rarely canceled. The captain monitors conditions daily and adapts the route to keep you in sheltered, comfortable waters. Safety and enjoyment always come first, and the flexible itinerary means there is almost always a great alternative nearby.
Prices are for the entire boat - you charter the whole catamaran for your group, not per person. This makes it excellent value for families and groups of friends sharing the experience.
Typical extras include fuel, marina/port fees, food and drinks, and the crew gratuity. We provide a clear breakdown in advance so there are no surprises, and you can choose your provisioning and dining preferences.
Usually 5–7 islands or anchorages in a week, depending on distances and your pace. We balance moving and relaxing so you experience variety without spending all day at sea.
Both. We agree a flexible plan before departure, then fine-tune it day by day with your captain based on weather and what you’re enjoying. You stay in control of your holiday.


Get in touch
Contact usSend an enquiry, a real advisor replies personally Arrange a video callPick a time that works for you Call us+30 693 723 4566 WhatsApp usAlso available on the same number