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Sailing trip Italy – Discover la Dolce Vita

  • April – October
  • Olbia and Naples
  • La Dolce Vita pure
  • from 690,- per person
  • guarded parking lot

Sailing trip Italy – diverse culture and nature

Do you want to go on an eventful sailing vacation this summer, but don’t know where to go yet? Then we have just the thing for you. The Mediterranean offers some wonderful routes and sailing trips for both beginners and advanced sailors. The most beautiful areas for a sailing trip in Italy are Sardinia and the Amalfi Coast. Here you will find a versatility that hardly any other region can match. Fantastic and pristine beaches with seawater that will make you dream of the Caribbean mingle with the many impressive towns that give you an insight into the country’s rich culture.

Discover the sailing trip Italy highlights

Sardinia and Corsica!

During our sailing trip along the east coast of Sardinia, you will not only experience the diversity of this beautiful island, but also continue your journey along the La Maddalena Nature Park to Corsica. A new language and culture await you here, which you can immerse yourself in.

Dolce vita – your attitude to life!

Experience “la dolce vita” on a sailing trip in Sardinia! Discover breathtaking bays, crystal-clear water and delicious Italian cuisine. Enjoy the relaxation and freedom of sailing and immerse yourself in the sweet life at sea.

The Blue Grotto

Experience the breathtaking natural wonder of the Blue Grotto on Capri on your sailing trip. Discover the intense blue of the water created by the sunlight and immerse yourself in the beauty of the island. An unforgettable experience!

The best way to sail!

Our Sardinia and Amalfi Coast sailing areas offer breathtaking coastlines with numerous bays and cliffs that invite you to explore. The landscape and the crystal-clear water make every sailing trip an unforgettable experience.

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 area Italy – a sailing trip with variety

A sailing trip in Italy offers the opportunity to explore two of the country’s most diverse sailing areas: Sardinia and the Amalfi Coast. Sardinia, the second largest island in Italy, is known for its breathtaking scenery with high cliffs, turquoise bays and beautiful beaches. The island is also home to some of the best sailing conditions in Europe, with pleasant winds and clear waters, which is perfect for a sailing trip. The Amalfi Coast on the Italian mainland is also a popular sailing destination, known for its picturesque bays, charming fishing villages and breathtaking scenery.

Discover Sardinia from Portisco

The island of Sardinia is known for its unspoiled nature, crystal-clear sea and unique beaches. From Portisco, you can explore the island in a unique way. On board a sailing yacht with the wind in your hair, you can sail along the coast, moor at idyllic bays and enjoy the beauty of Sardinia to the full. Discover unspoiled nature, relax on beautiful beaches and immerse yourself in the vibrant nightlife. In addition to the beautiful landscapes, Sardinia also offers a rich culture with ancient archaeological sites and traditional villages to discover. Book your sailing vacation in Sardinia now and experience Sardinia in an unforgettable way.

Sailing trip along the south coast of Corsica

The south coast of Corsica is extremely diverse! Crystal-clear water, impressive landscapes, dream beaches and hidden bays, plus great cuisine and historic towns – what more could you want? During your sailing trip on the south coast of Corsica, you will have the opportunity to visit some of the most beautiful beaches and bays and admire the impressive coastal landscape. If you want to take a break from sailing, there are many restaurants and taverns along the coast where you can sample Corsican specialties. Also visit the historic towns to learn more about Corsica’s fascinating history and culture. A sailing trip on the south coast of Corsica will inspire and relax you – so what are you waiting for?

A small, rustic stone shrine with an arch on which is a cross and in which a bell hangs, against a blurred background of green trees and a catamaran.

Sail through the La Maddalena National Park

La Maddalena National Park is not only a sailing paradise, but also a wonderful place to relax and unwind. The islands are surrounded by unspoiled nature and offer numerous opportunities for hikes and walks. On the islands you will also find small villages known for their traditional architecture and good food. Visit the island of Caprera, home of the Italian freedom fighter Giuseppe Garibaldi. The beach of Spalmatore is another highlight of the national park and offers an incomparable backdrop for a day by the sea. If you prefer to be active, there are also numerous water sports options such as kitesurfing and windsurfing. La Maddalena National Park is a unique place that you should not miss. Experience the beauty and tranquillity and immerse yourself in the Mediterranean lifestyle.

Discover the Amalfi Coast from Agropoli

Agropoli on the Amalfi Coast offers a breathtaking view of the Italian coast. Here you can enjoy the Italian beauty to the full as you embark on an unforgettable sailing trip. The Amalfi Coast is known for its dramatically beautiful scenery, picturesque villages and crystal clear waters, and exploring it is an unforgettable experience. Agropoli is a historic fishing village with a charming flair and a variety of restaurants, bars and stores. Here you can settle in for a few days and experience Italian culture before setting off on your sailing trip.

From Amalfi to Capri

The fascinating coastal landscape of the Amalfi Coast with its picturesque villages, imposing cliffs and turquoise waters offers a unique sight. On board a sailing yacht, you can enjoy the landscape at your leisure and moor in secluded bays or charming fishing villages. A visit to the island of Capri with its enchanting gardens and imposing cliffs is also an absolute highlight of your trip. Book your Amalfi Coast sailing trip now and experience an unforgettable vacation full of relaxation and adventure.

Capri – A pearl off the Amalfi Coast

Capri stands for breathtaking beauty, crystal-clear water, grottos and culinary delights. The best time for a sailing trip to Capri is from May to October, when the weather is warm and sunny. The island offers numerous sights such as the Grotta Azzurra, the beach of Marina Piccola, the Gardens of Augustus, the Villa San Michele and the Path of the Gods. A visit to Capri would not be complete without tasting limoncello, an alcoholic drink made from lemons, and the Caprese salad. A sailing trip is a great way to experience the beauty of Capri and explore the surrounding area. Capri is a unique place that will inspire you with its beauty, history and culture.

Are you traveling as a group? A 3-cabin yacht is available in Italy from as little as €3300, so you can fit up to 6 people on board and have enough privacy all to yourselves!

Gallery Sailing Vacation Italy

Sailing Italy – 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 on 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. They offer safety, especially for sailing beginners, thanks to their sailing training.
  • Before the start, you will do the shopping together so that food is provided on board. The kitchen on the yacht is also 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.

What is not included?

  • Cash on board for additional costs on site – food, diesel, national parks, port fees etc. (300€-400€ 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)

Example yacht