Sailing sounds like sea air, sailing and adventure. But also of freedom. The moment when the ship is moved only by the wind, the sound of the waves sorts your thoughts and the horizon is wide open. Sailing Classics focuses on this experience. Not a berth charter, not a package tour, but stylish, maritime voyages on classic large sailing yachts.
Just imagine: Breakfast on deck with a view of a quiet bay. Barefoot on the warm wood of the teak deck. A glass of wine at sunset. And sailing – genuine, traditional, with space for peace, encounters and inspiration. That’s what sailing with Sailing-Classics is all about.
Our yachts, CHRONOS, RHEA and KAIRÓS, are not typical sailing yachts. They are floating boutique hotels with soul. Built for comfort, style and a real seaside feeling. The cabins are air-conditioned, have their own bathroom, portholes with natural light and maritime details that create a sense of security. The spacious decks invite you to sunbathe, read, dream or simply watch the sea.
On board you are a guest. Not a crew member. The professional crew takes care of the sails, navigation, kitchen and service. If you want, you can lend a hand, take the helm or learn to tie knots. If you prefer to let go, you can let go and arrive.
Every trip follows the wind, not the calendar. The route is rethought every day: Where is the weather nice? Where does a bay beckon that hardly anyone knows? Where does it feel just right? This way of traveling brings back an element that has become rare in today’s world: immediacy.
Whether along the Greek Cyclades, through the Adriatic Sea or in the Caribbean – our areas are hand-picked. Instead of tourist highlights, you will experience quiet harbors, deserted beaches and small tavernas. Every day brings new pictures, new conversations, new possibilities.
A day on board does not follow a strict schedule. And that’s what makes it special. Perhaps the morning begins with a swim from the deck. Or with a walk ashore. Maybe the ship sets sail after breakfast, maybe not until later. The cooking is fresh. You sail if there is wind. And if not, you just stay where it’s nice.
It is this flexibility that makes sailing with us so unique. No “program”, no animation, but a very special rhythm of nature, enjoyment and time together.
And in the evening? Sometimes we anchor, sometimes we sail on – under the stars, to music and with the feeling of being exactly where we want to be.
Mitsegeln is for people who are attracted to the sea and not the hustle and bustle. For travelers who appreciate quality without the need for etiquette. For all those who value comfort but prefer to walk barefoot rather than in a tie and evening dress.
Our guests are individualists, couples, groups of friends, solo travelers, often with experience, sometimes on board for the first time. They are not a clientele, but personalities. And they all share something: the joy of the sea, of real encounters, of real travel.
Sailing with Sailing-Classics also means: freedom of choice. If you are interested in sailing, you can be involved in many things. Setting sails, trimming sails, navigating, taking the helm – our crew are happy to share their knowledge. But if you just want to relax, you don’t have to do anything.
This freedom has become rare. Many sailing offers expect active participation, at Sailing-Classics it is an invitation, not a requirement. This is precisely why our guests feel so comfortable: because they are allowed, but not obliged.
The three yachts from Sailing-Classics were built with care. They combine classic lines with modern comfort:
All yachts have private cabins, spacious outdoor areas, their own bar and lounge, dinghies, water sports equipment and attention to detail. The result is a rare mix of deceleration, exclusivity and serenity.
It’s simple: choose your preferred period, cruising area and yacht and your trip is (almost) booked. Our website offers an overview of all available cruises including cabin plans, itineraries, price information and seasonal tips.
A personal consultation with our team is possible at any time, whether by e-mail or telephone. If you have any questions about how to get there, when to travel or which yacht to choose, you will receive sound recommendations. Because sailing with us should be relaxing right from the start – even at the planning stage.
Because it is one of the few forms of travel that combines style, freedom and genuine experience. Not a classic cruise. Not a charter-like self-catering cruise. But the best of both worlds:
And perhaps most importantly: the feeling of being part of a whole – not just on board, but in the moment.
What remains of a sailing trip with Sailing-Classics are not checklist items or folders full of selfies. It is a feeling.
The feeling of being moved by the wind instead of by appointments.
The feeling of watching the sunset without looking at your cell phone.
The feeling of anchoring in a bay where no one else is anchored.
The feeling of looking out to sea and being completely with yourself at the same time.
Once you have sailed with us, you often come back. Not because they have to – but because they want to.
Discover our special offers for solo travelers in the Caribbean:
🎉Christmas & New Year’s Eve without single cabin supplement
🏝️Bis 31.03.2026: half single cabin supplement on all Caribbean voyages
⛵Tip: Combine two weeks and secure a multi-week discount
