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Sailing Holidays in Italy

Dream Sailing Vacations

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Dream sailing destination: Italy

Italy is a famous touristic country, with millions of visitors vacationing annually. Nautical tourism is an important part of Italy’s tourism, with the Amalfi Coast, Sardinia, Sicily, small volcanic islands, and the island of Capri as one of the most alluring destinations for sailors.

As one of the finest sailing destinations in the world, we guarantee that you would never be bored being there. The Italian boot is deeply immersed in Ionian, Tyrrhenian, and the Adriatic Sea which is also combined with its rich history – something that is too good to be true! It certainly is very true, however, what if you need to choose just one place in the whole country for the holidays? That would be a tough one. Choose your next dream sailing destination in Italy!

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Can you sail around Italy?

Yes! Italy is a top sailing destination due to its varied coastline and plethora of islands. You can sail around the mainland or explore one of the many island chains, such as the Aeolian Islands, Sardinia, or Sicily. Choose an Italy yacht charter and set sail on an adventure!

How long does it take to sail around Italy?

It can take around 1 week to 10 days to sail around Italy, depending on your itinerary and how many stops you make. If you’re choosing a Italy yacht charter, you may want to take your time and explore all that the country has to offer.

What is the best time of year to go sailing in Italy?

The best time of year to sail around Italy varies depending on where you want to go. If you’re sailing along the coast, spring and fall are generally the best times of the year. However, if you’re headed to the Tyrrhenian or Ionian seas, the summer is the best time to go.

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Sailing season and climate

Italy enjoys a Mediterranean climate of hot, dry summers and cool, rainy winters. Summer temperatures range on average from 26 to 30°C in the coastal region. High season months are considered to be July and August while charter costs are highest in this period. Mid-season months are May, June, September, and October while charter prices are lower and the weather is very lovely and warm with just a bit of wind.

Italy Yacht charter options

Tailored Italy sailing vacation

Tell us everything you want to experience and explore and we will get started on working towards making your dream sailing trip come true

Family Sailing Holidays

All-Inclusive or self-catered, it’s your choice. These sailing trips are tailored to bring family close.

Romantic sailing holidays

Is there a better way to explore some of the world’s most romantic holiday destinations but island hopping with your private boat charter?

Sailing with friends

Gather your friends, choose the destination and have a blast holidays!

Luxury Sailing Yacht Charter

Embark on your next sailing trip with class! We strategically plan your luxury sailing holiday to suit all your wishes.

Bareboat or Crewed Charter

Sail the boat by yourself or relax on sailing vacation with a professional skipper onboard and other crew members on request.

Cabin Yacht Charter

In case you are a solo traveler, couple or a smaller group, and want to have a wonderful sailing experience, but are not able to afford a whole boat charter, cabin charter is a great and accessible option for you!

Sailing vacation collage | Sebastus Sailing

Sailing areas in Italy

The Italian coast is quite massive and there are a lot of regions with different kinds of winds and weather. It is safe to say that the islands of Sardinia and Sicily tend to have more wind than the Bay of Naples and the Riviera (the area around the Gulf of Genova) however, there is a lot less wind during the summer months compared to other times of the year and yachts tend to have to motor more here than elsewhere in the Mediterranean. However, if you prefer calmer seas to sail, you will have to remain on the Tyrrhenian Sea and areas like the Gulf of Sorrento near Naples or Calabria with its beautiful ports like Tropea or Vibo Valentia.

One of the most beautiful part of Italy and the ideal place for catamaran sailing is the coast of Tuscany; a region known for its beauty. You can start your journey from Livorno or Cecina and explore the long Tuscan coast along with the island of Elba (a place of historic importance and one of the last abodes of Napoleon). Although if you would like to soak up more sun, you could sail all the way to the South of Italy and relish mystical Apulia, with its great medieval history and charming little towns. You can hire your boat in Santa Maria di Leuca or some other Apulian marina. Or, choose our Italy yacht charter service for a more luxurious vacation.

Most popular sailing destinations in Italy


The city is famous for its stunning views of the Bay of Naples, which includes iconic landmarks such as Mount Vesuvius. Explore azure waters, scenic coastlines, and enchanting islands in the heart of the Mediterranean.


The Amalfi Coast is renowned for its stunning cliffs, picturesque towns, azure waters, and rich cultural heritage, making it a sought-after destination for sailors seeking breathtaking coastal beauty in Italy.


Capri Island entices with its sheer beauty—where azure waters embrace rugged cliffs, exclusive boutiques line charming streets, and history whispers through ancient ruins, creating an irresistible allure for every visitor.


Sailing in Sicily offers a captivating fusion of azure waters, rich history, and diverse landscapes, inviting seafaring enthusiasts to embark on a thrilling maritime odyssey amidst ancient ruins, vibrant coastal towns, and breathtaking natural beauty.


Sailing in Sardinia offers an exquisite blend of azure waters, captivating landscapes, and rich cultural heritage, inviting seafaring enthusiasts to embark on a remarkable maritime voyage in the heart of the Mediterranean.

Pick a route for your perfect sailing holiday

Routes in Italy

Amalfi Sailing Itinerary

This is a 7-day sailing trip starting from Salerno, Italy, meant for people who love exploring and have an adventurous spirit

Sardinia Sailing Itinerary

This is a 7-day sailing trip starting from Portisco, Sardinia. Route includes Italian Sardinia, La Maddalena National Park and French Corsica.

Sicily Sailing Itinerary

Explore this 7 – day sailing route around Sicily, an island of ancient civilisations and active vulcanos!

Didn‘t find what you were looking for?

No problem! Reach out and let’s create your custom route together.

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Italian coast sailing

The Italian coast has so many faces and so many interesting places to visit that it is really hard to pick ten, twenty, or even 100 top destinations for sailing and enjoying summer.

The Sicilian coast is full of history and natural charm so it is no wonder that destinations like Cefalu near Palermo, or Taormina, attract hundreds of thousands of visitors every year. Maybe the most popular coast for sailors is one of Sardinia, with beautiful and luxurious Porto Cervo as its crowning jewel. There is also the Italian Riviera (the Ligurian coast) with dazzling ports like Portofino, one of the most appealing touristic ports in Europe, or the enchanting Manarola. There is also the coast of Amalfi and other splendid destinations for sailing such as Positano and Praiano, or hiking in Ravello. You can visit the coast of Calabria, just across Sicily with sailing destinations like Tropea. Lastly, there is the Ionian and Adriatic coast with hundreds of exquisite places from Venice to Taranto.


The cost of a sailing trip in Italy varies widely based on factors such as boat size, duration, itinerary, and additional services. On average, prices can range from €1,000 to €5,000 or more for a week-long sailing excursion, but exact costs depend on individual preferences and arrangements.

In Italy, a sailing license is required for boat rentals if the vessel exceeds certain size or power thresholds, varying based on regional regulations. Smaller boats may not require a license, but it’s advisable to confirm with the rental company regarding specific licensing requirements for the chosen boat.

The cost of renting a boat on the Amalfi Coast varies based on boat type, size, and rental duration, ranging from approximately €200 to €800 or more per day for smaller vessels. Larger or luxury boats can cost several thousand euros per day, but prices may fluctuate depending on specific preferences and requirements.

The best time to sail in Italy is typically from late spring to early fall, specifically from May to September, due to the favorable weather conditions, warmer temperatures, and longer daylight hours, offering an ideal window for a sailing adventure along the Italian coastlines and islands.

Picking a boat type

Picking out the type of boat to go with will generally come down to your budget, the group size, and preferred method of sailing. Moreover, different sailboats available can be chartered independently or with a fully-staffed crew. Choose Italy yacht charter today!

Sailboat on the water | Sebastus Sailing
2-12 people
Choose a Sailboat if you are an active traveler or you’re looking for a romantic getaway. Sailboat offer the classic sailing experience and tend to vary in size from 30 up to 64 feet
Starting from 160 EUR per day
luxury catamaran on the water aerial view
2-12 people
Catamaran is a top choice if you’re looking for a smoother sailing experience compared to sailboats. Since the size ranges from 38 to 70 feet, this is a right vessel for bigger groups or families
Starting from 500 EUR per day
Motor yacht on the water | Sebastus Sailing
Motor yacht
2 – 12 people
Depending on what you’re looking for, you may find motor yachts from one up to five cabins and their size tend to range from 30 to 100 ft. These beautiful vessels are perfect for a luxurious touch on sailing vacation.
Starting from 500 EUR per day
Waves icon | Sebastus Sailing

Have a question?
We have the answer!

You ask yourself what kind of boat to choose? Which places to visit? We have answers to those questions and many more. So don’t hesitate to get in touch with our friendly team today!
Sailing certificate
Qualified skipper
Radio course
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Requirements for bareboat charter in Italy

There are two important licenses you need to have if you want to sail over 6 miles offshore in Italy without a skipper:

– A valid skipper license (original permits)
– International Certificate of Competence (ICC)
– The license to use the VHF radio
– Valid crew list – verified by the local Port Authority (if there are some changes you must notify them as soon as possible)