Boat Rental Holidays: Sailing in Italy

Find the perfect chartered yacht for your holiday



Aldo Cranchi Zaffiro 32

Aldo Cranchi Zaffiro 32-1

Beneteau Cyclades 50.4

Beneteau Cyclades 50.4-1

Lagoon 380

Lagoon 380-4

Alfamarine 78

Alfamarine 78-1

Beneteau Oceanis 43

Beneteau Oceanis 43-1

Lagoon 42

Lagoon 42-3

Bavaria 50 cruiser


Grand Soleil 40

Grand Soleil 40-1

Lagoon 450 FLY


Interested in chartering in Italy?

Why choose Italy as a sailing destination?

One of the best sailing grounds in the Mediterranean belongs to the romantic sailing getaway – Italy.
Although it’s known that the natural harbors of Italy are pretty few and the number of marinas here is pretty small – this certainly doesn’t mean that this country is not popular among sailors. The huge number of boats set at the area of Italy is just one more proof that if a sailor wants to go somewhere – he can find a way.

One of the best ways to explore the beauties of Italy is by boat rental or yacht charter at the fastest and most convenient booking engine on the net – Book2Sail.

Many sail boats and yachts are available for rent throughout the whole year, as the climate in Italy is a lot warmer than on most places set along the Mediterranean.
Still, before making the decision to book your dates and pick your desired boat or yacht, it’s advisable that you check the weather – as Italy knows to be harsh when it comes to the winds.

Plan your sailing time in Italy

The amount of the wind that appears in Italy varies from the time of the year and the destination you plan on visiting. The Sardinia and Sicily region is pretty windy, while the Naples Bay tends to be calmer. However, during the summer the winds generally come at a slower speed which is suitable for sailing. By all means, winds in Italy tend to satisfy the sailors that enjoy a bit more adventuristic sailing, but they often choose motor boats in order to escape any surprises that come with the simpler kinds of vessels.

They say – when in Rome, do as Romans do. Same counts in the rest of Italy, so when the weather is serene during lots of days in the summer, sailors along Italy choose power yachts, catamarans and sail boats to enjoy the activity that allows them to re-explore the Italian coast and maybe even discover some new secluded areas that they never even knew existed. If you do as the Italians do – then you should most likely consider boat rental that will suit the Italian weather. Sail boat rental for an ultimate Italian sailing experience

Book2Sail has picked Italy as a top destination for a reason. Despite the fact that people know this area as “the Mediterranean”, the sailing areas in Italy are strictly divided and known among sailors as the Central, North and South Tyrrhenian Sea, the Ligurian Sea, The Straight of Sicily, the Straight of Sardinia, the Sardinian sea, the North and South Ionian Sea and the Central, North and South Adriatic Sea.

italy yacht charter

Our website has selected the best yachts and boats for each of these regions, in order to make enthusiastic sailors as content as possible.

If you and your crew head up to Italy in order to explore the wonderful area of Sicily, once again – you are making the right choice. The cruising ground of Sicily, especially the eastern and the western Sicilian coasts are very attractive among sailors. The large marinas and the two biggest anchorages set at Palermo and Cefalu, as well as the western San Vito Lo Capo anchorage has been greatly organized in the past few years.

One of the best places nearby is the island of Portorosa, a big commercial port where you can rent the Beneteau Cyclades 43.3, a sail boat that has been among the most popular searches in the past years and allows you a safe and fast sailing to the islands of Aeolian.
The archipelago that falls under the Sicilian region has many things to offer, one of which is the marvelous movie-like landscapes and wonderful restaurants where you can enjoy some traditionally cooked pasta. The island of Vulcano that has an active volcano and offers baths in a warm mud. Stopping by and taking your time to swim during the day and going onto the next island is preferable – because of the high-intensity smell of the sulfurous smell that is spread all around the island.

rent motor yacht italy

While all of the seven islands of the Aeolian archipelago are worth visiting, deciding to set sail to the biggest one – Lipari seems like a logical step. The busy downtown, the Archaeological museum full of rarities dating back from the Roman era and the restaurants with the freshest fish found anywhere in Italy are just a few of the things worth catching while in Lipari. The wonderful White beach with the clearest turquoise waters that resemble the one on the Bahamas should be a good treat after a long day wandering the streets of Lipari.

If you choose the east side of Sicily as your starting point, the tip would be to consider Trapani or Marsala as the two biggest anchorages and pretty attractive destination points worth visiting. Choosing the sail boats such as Dufour 325 Grand Large, Grand Soleil 40 or the Jeanneau Sun Odyssey 42i are a perfect match for your decision and your preference when it comes to the sailing route that starts from the heart of Sicily. All of them – especially the Sun Odyssey offers fast and sleek powerful cruise that goes pretty well with its inside comfort.

rent a boat italy

As you choose the freedom to go bareboat with each of these available vessels – the preferable sites to visit are just at the opposite at the Sicilian region, easy to approach with any kind of boat or yacht. The wonderful marinas set at the ports of Siracusa or Catania as well as Riposto will welcome you to anchor at least for few hours, get some local sightsee and go on sailing to the Straits of Messina.

When talking about the best of Sicily, one place worth visiting is the Milazzo, a city known as the prettiest in Sicily, and maybe even Italy in general. Right at the port of Milazzo, you can plan on chartering the Sirena Yacht Azuree 46 that will surprise you with its comfort, safety and wonderful modern lines on the outside. The spacious interior allows comfort for all of your crew, so feel free to arrange a big group of friends to enjoy the advantages of this yacht – suitable for deep sea fishing and some more adventurous activities such as diving.

One of the best matches that people often prefer when it comes to boating in Italy is the sail boat Bavaria 33. The starting point of this sail boat is at the center of the Tuscany region – in the beautiful area of Puntone. As this boat comes only in a bareboat option – many sailors that book their dates through Book2Sail.com prefer to make a sailing trip around the wonderful Tuscan islands.

As these islands are renown as the most attractive ones in the region – they tend to satisfy each taste. Once you set sail from the Puntone area and sail towards the islands, picking the most accessible ones is a natural way of molding your sailing trip. Visiting the wonderful Capraia, Giglio, Elba, and Giannutri is an easy task to do as they are accessible for any kind of boat or a yacht. The multiple anchorage places will allow you to stop and enjoy each of these islands by taking the time to swim and refresh in the clear waters of the Mediterranean.

Power yacht charter in Italy – for a special Italian cruise

Power yacht charter in Italy

For the best experience sailing around the Italian coast – the most convenient choice would be chartering a power yacht that can most conveniently sail at any time of the year, regardless of the harsh Sicilian winds. Choosing the Aldo Cranchi Zaffiro 32 from the heart of the prettiest town in the region of Sicily – Millazo seems like the right thing to do. Taking some time to explore the Old Town – Borgo Antico and the rocky coves worth visiting once you are there make a great start of the sailing that can easily continue onto one of the Eolian islands. Suitable for one day cruise, as well as a whole week, spent exploring the islands of Aeolian, this power yacht can satisfy even the most sophisticated tastes of a sailor.

If you prefer a trip to the Amalfi coast with a small group of friends, choosing the unique Azimut 68 yacht is an excellent pick. The comfort, the pleasure while sailing and the luxury not typical for a sports yacht such as the Azimut 68 will offer you a great sailing time while discovering the Naples area of the Amalfi Coast.
The coast itself is as breathtaking as it can be, but taking a day to sail to the nearby Capri Island seems like a great plan that your crew will easily fall in love with.

If you prefer a different look at the Tuscany area – choosing the Alfamarine 78 Tiuna motor yacht is another great choice. The deepest blue seas explored from a comfortable private oasis including a greatly equipped interior will be the perfect yachting experience that resembles the one from your wildest dreams.

Another excellent pick when it comes to luxurious yachts is the Jaguar 77’ available for charter in only a few simple steps through our website. The comforts and services alike the ones in a 5-star hotel offer the ultimate experience while heading up from the starting point of Loano in the Liguria region to the close and picturesque areas of Bardineto, Pietra Ligure and Boissano – all of which are equally worth discovering even for a day.

Pick a catamaran for a total freedom in sailing Italy

catamaran charter in Italy

Taken into account the freedom of bareboat sailing on a catamaran is a wonderful preference, especially for the more experienced sailors. Choosing the Mattia&Cecco 51 catamaran anchored in the Saint Agata di Militello in Sicily will bring a totally different view of the Sicilian area. The wonderful facilities and the powerful design of this boat will allow you easily explore the Palermo area as well as the famous Messina, Acquedolci, San Fratello, and the popular Torrenova city.

Same counts for the equally beautiful Fountaine – Pajot Helia catamaran that will allow you much more than a beautiful sightseeing. If you are a fan of fishing or diving in the famous diving centers around the region of Sicily, this choice may be the best for you.

Taking some time to explore the Pontine Islands – no matter where you start your sailing trip from seems like something a local sailor would do. The chain made of six islands are set nearby the capital of Rome and nearby the popular Naples city. Spending few days at the largest islands of Ponza and Ventotene can be a perfect getaway and a totally new impression of the Italian coast and the way you imagined the Italian islands. The other four islands will offer you some great anchorages in spite of their size. Visiting Palmarola, Gavi, Santo Stefano and Zannone can be a good breakout of your Italian sailing trip as they are secluded and serene, without the crowdedness of the tourists even during the summer period.

naples italy yacht charter

If you or your crew prefer a more popular touristy site – the Sorrento Peninsula would be a great choice. Overlooking the bay of Naples, this peninsula offers an amazing scenery, and the famous towns of Ravallo, Amalfi and Salerno offer great marinas surrounded by wonderful scenic restaurants that are simply adorable for a wine tasting along with some great Italian cuisine for dinner time.

Whatever the choice is, don’t forget to check the weather in Italy so you won’t get surprised by the harshness of the winds that can make a lot of change in the plans, especially when it comes to sailing. Choosing a strong and powerful boat or a yacht via our most reliable search engine will be a good security that your Italian sailing holiday will go as smoothly as it can.

So why wait?

Pick your dates, choose your vessel and get prepared for the ultimate Italian experience that you will engrave in your memories forever.