Sailing trip Greece

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Sailing trip Greece – Between history and nature

  • April – October
  • Athens or Corfu
  • In the footsteps of the ancient Greeks
  • from 690,- per person
  • guarded parking lot

Sailing with Greece – a special kind of highlight

Beaches of fine sand that embrace the deep blue sea, small and larger islands with lush vegetation and an ancient history that has endured for centuries – Greece stands for all of this. Countless hours of sunshine pamper vacationers all year round and make your trip a highlight you won’t soon forget.

Highlights of a sailing trip in Greece

Everything you need!

Would you like to experience the Mediterranean up close? Then a sailing vacation with a skipper in Greece is the right choice for you. You can choose your own route and enjoy your time on the boat.

Aerial view of a white chapel with arched windows and a small bell tower near the cliff edge overlooking a calm sea at sunset. The rocky landscape and stone paths around the chapel add to the peaceful, picturesque atmosphere - perfect for anyone embarking on a sailing trip to Greece.

In the footsteps of the ancient Greeks

Learn your first sailing skills, explore the millennia-old culture and take an unforgettable trip to Greece!

Kalí órexi

Enjoy your meal! Greece will give you an unforgettable experience: Enjoy the outstanding delicacies of Mediterranean cuisine and explore the fascinating cities!

Sailing trip Greece – Every day a new adventure

Sailing vacation in Greece – With our experienced skippers, beginners can put their skills to the test on an adventurous tour through an exciting sailing area.

What our customers say

Excellent
sailwithus GmbH
Based on 1848 reviews
Super Törn in die Kykladen 🇬🇷
Schon der zweite Törn mit Sailwithus und wird definitiv nicht der letzte sein.
Sehr erfahrene Skipper und jeden Tag tolle buchten.
Incredible experience with Florian (Flo). We went to Sardinia as a group of 10, he was always incredibly professional, patient and serviceable. Will definitely repeat next year!
Der SKS-Törn mit Markus hat meine Erwartungen mehr als erfüllt! Ein toller Lehrer und Skipper, mit viel Geduld und einem guten Gespür für die Gemeinschaft. Sehr zu empfehlen!
Ich war eine Woche mit dem Skipper Alex in Griechenland auf der Kykladen Route unterwegs. Wir hatten viel Spaß, haben viel gelernt und waren froh einen so erfahrenen und ruhigen Skipper an unserer Seite zu haben als Anfänger bei der herausfordernden Route. Würde ich immer wieder machen und weiterempfehlen!
Was für eine coole Erfahrung! Ohne jemals zuvor ein Segelboot betreten zu haben, bin ich mit einer tollen Crew und dem erfahrenen Skipper Alex die Kykladen entlang gesegelt. Die perfekte Mischung aus Segel Action, Badespaß im klaren, blauen Mittelmeer und Zeit, in der man einfach mal nichts tut. Die ideale Auszeit vom Alltag. Obwohl wir zum Teil kräftige Winde hatten und eine unerfahrene Crew waren, hat Alex sich nie aus der Ruhe bringen lassen und mir seiner entspannten Art immer ein sicheres Gefühl gegeben.
Ein Urlaub den ich nie vergessen werde 🙂
Durch *Sail with Us* wurde uns Sonja als Skipperin vermittelt – und wir hätten uns keine bessere Begleitung wünschen können. Sonja war für unsere Familie weit mehr als eine erfahrene Profiseglerin: Mit ihrem Hintergrund als Sozialpädagogin, ihrem Einfühlungsvermögen und ihrer Ruhe war sie genau das, was wir brauchten.

Mit viel Herz und Feingefühl baute sie eine wundervolle Verbindung zu unseren Kindern auf und war stets offen und achtsam im Umgang mit uns allen. Sie half uns, Sorgen loszulassen, Sicherheit zu gewinnen und mit Freude über uns hinauszuwachsen. Dabei vermittelte sie nicht nur ihr seglerisches Können, sondern inspirierte uns – durch ihre Haltung, ihre Klarheit und die Art, wie sie Menschen begegnet. Die gemeinsame Zeit war erfüllt von Leichtigkeit, Vertrauen und vielen bedeutungsvollen Momenten, die uns noch lange begleiten werden.

Danke, Sonja – für deine Kompetenz, deine Wärme und für eine Zeit, die uns unglaublich weitergebracht hat.
Wir hatten eine super Woche auf unserem eigenen Boot mit Sonja als Skipperin und Coach von Sailwithus. Es hätte nicht schöner sein können! Ein unvergessliches Erlebnis mit so viel Spaß und neuen Erfahrungen. Vielen, vielen Dank für diese unvergessliche Woche.
Einen traumhaften Törn in Pula mit Skipper Jonas gehabt - er hat uns wirklich jeden Wunsch erfüllt und uns sicher durch ein Gewitter gebracht. Er ist sehr gut auf unsere Bedürfnisse und unseren Vibe eingegangen. Mein absolutes Highlight war das Sonnenuntergangssegeln. Wir hatten das Glück auch besondere Meereskreaturen zu sehen (Delfine, Schildkröten, Oktopoden). Insgesamt eine geistes Woche!! Vielen Dank für die ganzen Momente.
Top Service und sehr guter / Erfahrener Skipper. Der Skipper war auch sehr flexibel bezüglich der Segelroute. Der Veranstalter ist sehr gut organisiert und der Skipper war sehr erfahren, entspannt und hat perfekt zu unserer Familie gepasst. An dieser Stelle noch einmal lieben Dank Skipper Thomas immer wieder gerne dich als Skipper zu haben.
Segeltörn zu den Kykladen 14.6 - 21.6.2025
Unser Segelurlaub hat super viel Spaß gemacht. Wir haben traumhafte Buchten gesehen und das Boot war sauber, gemütlich und gerade das Bad war mit elektrischen WCs angenehm und für Kinder perfekt geeignet. Der Skipper war kompetent und lustig.

Sailing trip Greece – discover the legendary island world on a sailing vacation

You don’t have to travel far to experience Caribbean flair. In the Mediterranean summer months, the country develops a character all of its own, which is best experienced on a private sailing trip or while sailing in Greece. The many different islands of Greece are surrounded by the Ionian Sea to the west, the Mediterranean Sea to the south and the Aegean Sea to the east. This results in a huge sailing area that cannot be fully explored on a single sailing trip.

What can it be?

You should allow plenty of time to take in the full beauty of this area. The coastline runs in gentle lines through the landscape and invites you to take a long walk ashore. Those seeking peace and quiet will quickly find a secluded bay where they can enjoy the day in complete seclusion. In the evening, the promenades of the harbors awaken a lively hospitality that invites you to linger and marvel.

Have you been bitten by the adventure bug?

During your vacation on a boat in the Greek countryside, you can live it up to your heart’s content. The beautiful landscapes are perfect for kayaking, extensive diving tours or long hikes. Climbing enthusiasts will find what they are looking for in the plateaus. Smaller hills and larger mountains alternate here at a rapid pace and you can experience the full variety with guided climbing tours.

A white sailing boat floats on a clear, deep blue sea near a rocky coast with white cliffs. The water glistens in the bright sunlight and other smaller boats can be seen in the distance. It is an ideal backdrop for skipper training in the Mediterranean and makes the scenery both tranquil and picturesque.

Athens – a port steeped in history

The Greek capital is the pulsating artery of the entire country. 5000 years of history, joie de vivre and culture are still reflected today. Coastal and ocean-going sailors will find a wide range of exploration options here to visit the historic islands in the Saronic Gulf or the world-famous Cyclades. Many destinations are just a short hop away from Athens. Whatever you want to experience on a sailing vacation in Greece – sumptuous food combined with enchanting music, adventures on the high seas or wild party nights at sunset on the idyllic beaches – you will find it on your sailing trip from Athens.

Corfu – magical moments that invite you to dream

Set sail in this varied sailing area and discover the surrounding beauty in all its splendor – pure nature. Corfu is the perfect starting point for you to experience the sun-kissed Ionian Sea. The mixture of gentle winds and sheltered coastal areas on site give sailing beginners the opportunity to gain their first experience on a sailing boat or to sail along on a relaxed guided tour. Each of the offshore islands captivates with magical panoramic views, snow-capped mountain peaks and diverse native wildlife. The combination of coastal sailing and adventurous passages on the open sea make your sailing vacation in Corfu a varied sailing area. Thanks to its proximity to coastal Albania, you can easily extend your sailing trip and plan your entries to Greece later.

Lefkas – the start of your island hopping

The historic island of Lefkas is the starting point for discovering the Ionian islands of Kefalonia, Ithaca and Meganisi. Easy mooring facilities for boats and quiet anchorages in the harbor make Lefkas a perfect destination for inexperienced boaters. The island offers spectacular stretches of coastline with wide white sandy beaches, steeply rising cliffs that gently fade into the sea and quiet bays to escape the hustle and bustle of everyday life. Immerse yourself completely in this untouched idyll and feel the sense of security.

Marinas and harbors as far as the eye can see

Compared to other European countries, a sailing vacation in Greece is particularly affordable and won’t cost you an arm and a leg. Every inhabited island offers various town harbors and marinas, some of which you can use completely free of charge or for a small fee. Most of them are close to the center and offer good facilities. You can leave the yacht for a few hours and casually enjoy the local evening culture. In the pretty little stores, you can find everything you need for the rest of your sailing vacation for a small price. Restaurants and tavernas tempt you with typical local cuisine that will tantalize your taste buds.

A group of people sit around a long outdoor table, smiling and clinking glasses. The backdrop consists of a stone floor, a windmill, flowering bushes and fairy lights overhead. In the background are rolling hills under a clear sky, reminiscent of a peaceful sailing trip to Greece.

Sailing in Greece – a special experience

If you want to feel all the freedom of the Mediterranean but don’t want to sail alone, a sailing vacation with a skipper is the ideal way to travel to Greece. You can choose a route that suits you and enjoy your time as much as you like – all the work on the boat and in the harbors is done by a well-coordinated crew. You can gain your first experience on the open sea and improve your sailing skills in a safe environment. Entering Greece is easy, inexpensive and unforgettable.

Are you traveling as a group? A 3-cabin yacht in Greece is already available from 3300€Here you can fit up to 6 people and have enough privacy all to yourselves!

Gallery Greece

Sailing in Greece – that’s included in your yacht charter:

You are traveling with like-minded people because you have one thing in common: the dream vacation on a sailing yacht in the Mediterranean. Your crew is young and a colorful mix of absolute beginners and experienced sailors. For you, the most important thing is simple planning and preparation:

On sailwithus sailing trips you are always traveling sustainably. We encourage our fellow sailors to do a beach clean up once on every trip so that we can do our bit to preserve the beautiful areas in which we sail. Join us and experience your dream vacation without a guilty conscience. If you want more information about sustainability with us, click here.

  • 7 nights stay on a sailing yacht
  • Including German-speaking skipper
  • One towel per person
  • Bed linen
  • Dinghy (dinghy)
  • Outboard motor
  • Navigation equipment
  • Final cleaning of the yacht
  • Nautical mileage confirmation on request
  • Meeting point is Saturday 14-16 o’clock – return Friday late afternoon to the port of departure – departure Saturday 9 o’clock
  • You book a “friendly” skipper free of charge. Especially if you are a sailing beginner, he offers you safety thanks to his sailing training.
  • Before the start, you will do the shopping together so that food is provided on board. The kitchen on the yacht is well equipped.
  • Every sailing trip is well prepared. Spontaneous excursions and side trips are still possible at any time. The crew decides together what they feel like doing, depending on the wind and weather.

Especially for this sailing trip

  • To find out exactly where the wind is blowing from and how much sun is shining in the sky, click here for the link: Athens weather
  • You don’t need any previous sailing experience on your sailing trip with a skipper. Your skipper will guide you and teach you the basics. Together you will sail through this unique sailing area.
  • The daily distances when sailing in Greece are quite short, depending on the area, as there are numerous small bays here. Your skipper will always find a sheltered anchorage for a swim in the Mediterranean.
  • Greece is easy on your wallet, as the harbor fees for sailing yachts are very low compared to other sailing areas in the Mediterranean. The prices of food and restaurants are also often below the average European level.

What is not included?

  • Cash on board for additional costs on site – food, diesel, national parks, port fees etc. (200€-300€ per person)
  • Catering for the skipper (paid from the on-board cash box)
  • travel insurance, which you can find here you can easily take out here.
  • Flights and transportation to the marina
  • Excess on the deposit of €100 (€200 for catamarans, skipper training)

Example yacht