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Sailing trip Italy

Experience your dream holiday while sailing in Italy. From the emerald green waters of Costa Smeralda in Sardinia to the rich cultural diversity of Sicily and the glamorous Amalfi Coast, world class sailing destinations await you. Explore Italy with an experienced skipper and embrace la Dolce Vita on the water.

April - October

Olbia / Portisco and Naples / Salerno

4.9/5 Stars

Why a sailing holiday in Italy?

Drei weiße Katamarane ankern in türkisblauen Gewässern bei Sardinien – segeltörn sardinien mit sailwithus

Dreamlike coasts

Experience the legendary Costa Smeralda while sailing in Italy. Enjoy emerald green waters, white sand beaches, and beautiful harbours on your ultimate Italian sailing holiday.

Culinary delights

Culinary delights

Indulge in fresh fish, homemade pasta, and first class wines at authentic harbour restaurants. Experience true la Dolce Vita while enjoying your sailing holiday in Italy.

Culture & History

Culture & History

Explore ancient Roman ruins and medieval coastal towns on your journey. Experience how rich history and modern charm blend together while sailing along the coast of Italy.

Our Italy sailing options

Choose from our most popular sailing areas for your sailing trip in Italy. Each route offers unique highlights and unforgettable experiences.

Drei weiße Katamarane ankern in türkisblauen Gewässern bei Sardinien – segeltörn sardinien mit sailwithus
⭐ Bestseller

Route Sardinia & Corsica

Two dream destinations in one trip! You sail through the La Maddalena archipelago between Sardinia and Corsica with turquoise waters, picturesque coastal towns and Italian-French flair.

Route-Highlights

La Maddalena - Emerald green bays
Bonifacio - Corsican fortress town
Santa Teresa - wild landscape
Lavezzi Islands - fascinating bays
Costa Smeralda - sophisticated harbor towns
Segelcharakter
Diversity: Two countries in one sailing area
Island hopping in the archipelago
Active sailing and relaxing in bays
Pleasant winds with jet effect

Sailing trip Italy: Incredible variety across sailing areas

From exclusive Sardinia with its turquoise bays to the spectacular Amalfi Coast with its dramatic rocky backdrops. Each region has its own character and charm. Whether you want a relaxed sailing holiday or an active Italy sailing adventure, our skippered trips take you from the Amalfi Coast to Sardinia and the Aeolian Islands.

Sardinia: The jewel of the Mediterranean

The Costa Smeralda in Sardinia stands out as the most popular sailing area in Italy. Imagine gliding through emerald green waters past white sand beaches and beautiful harbours like Porto Cervo. Nearby, the La Maddalena archipelago delights with Caribbean flair, crystal clear sea, and secluded bays. Enjoy ideal sailing conditions featuring moderate winds, short distances, and sheltered anchorages. Authentic local italian cuisine with fresh fish, pecorino cheese, and rich Cannonau wine completes the experience. From May to October, conditions are perfect for your sailing holiday in Italy.

Discover Elba: Tuscan Beauty on the Water

A sailing holiday around Elba combines the stunning natural beauty of Tuscany with the undeniable charm of the Mediterranean. With varied waters and moderate summer winds, this region is perfect for a relaxed sailing trip. Explore historic Portoferraio with its impressive fortresses, or venture to the wild volcanic island of Capraia. Take a swim in fantastic bays like Fetovaia or the Caribbean style waters off Pianosa. In the evening, immerse yourself in la Dolce Vita with local specialties and fine Tuscan wine in charming harbour towns like Porto Azzurro. Whether hiking to ancient watchtowers or unwinding on deck, Elba offers an unforgettable sailing holiday.

Discover the Amalfi Coast and Capri

The Amalfi Coast stands among the most spectacular stretches of coastline in the world. Dramatic cliffs, pastel coloured houses, and vibrant marinas create a breathtaking backdrop best admired from the sea. Uncover iconic destinations like Positano, Amalfi, and Ravello from the deck of your sailing yacht, or sail to the legendary island of Capri to explore its famous Blue Grotto. Offering relaxed sailing conditions with sheltered waters, light winds, and short distances, this region is perfectly suited for families and beginners alike. Combine your sailing trip with unforgettable shore excursions to historic treasures like Pompeii and Herculaneum in the Gulf of Naples.

Ready for your sailing adventure in Italy?

Experience la Dolce Vita on the water and explore breathtaking coastal destinations. Secure your place today!

Frequently Asked Questions

Before Your Trip

Is sustainable travel possible?

Yes.

Some sailing destinations can be reached by train, ferry or long-distance bus.

Examples: Baltic Sea, Sardinia, France, Croatia.

Which insurance policies are useful?

Insurance is not mandatory, but recommended:

- Travel cancellation insurance

- International health insurance

- Accident insurance

- Liability insurance

How do I get from the airport to the marina?

All travel information is available by e-mail and here:

https://sailwithus.de/gut-zu-wissen/anreiseinformationen/

What is the best way to pack my travel bag or suitcase?

You can find packing tips here:

https://sailwithus.de/gut-zu-wissen/packliste/

When does the crew meet and can I come outside the recommended arrival time?

The crew usually meets between 2 and 4 p.m. in the marina or a nearby café.

From around 5 p.m., the skipper can board the yacht and carry out the handover. Meanwhile, the crew goes shopping.

Late arrival is possible in exceptional cases by arrangement.

Saturday is an organization day - sailing usually takes place on Sunday after the safety briefing.

Which piece of luggage is best?

A sports bag or hiking rucksack is best.

Please do not bring a hard-shell suitcase - there is no storage space for it and it is always in the way.

Recommendation: Packing list on the website.

YouTube:

- https://www.youtube.com/embed/5dPxMRSR9OM

- https://www.youtube.com/embed/JGboVfN5hVQ

What happens after I book my cruise?

After your booking, you will receive further information by email at regular intervals. This includes tips on packing, advice on meal planning, etc.

About a week before the start of the trip, we create a Whatsapp group where you can get to know each other as a crew and the skipper.

Approx. 5 days before the start of the cruise you will receive the final arrival information including a harbor plan and berth.

And then it's time to cast off!

Do I need a passport or identity card?

That depends on the area.

An identity card is sufficient in most districts.

A passport is required for overseas destinations (Thailand, Caribbean, Seychelles, etc.).

Recommendation: Check current information with the Federal Foreign Office.

Will I get to know my fellow sailors before departure?

Yes, a WhatsApp group will be created in the week before your trip. You can discuss travel and organization there.

Are there bed linen, pillows and towels on board?

Yes, you will be provided with bed linen and a towel.

But bring another towel yourself.

A beach towel is not necessary - you jump straight into the sea.

Frequently Asked Questions