Italy Yacht Charter Guide

Italy is a truly spectacular yacht charter destination. From the Tuscan Archipelago through the Pontine Islands out of Rome,the Gulf of Naples, Amalfi and Cilento Coasts, the Aeolian Islands south to Sicily, and last but not least the sailing mecca of Sardinia, all these places are famous for their spectacular scenery, fascinating history, traditional cultures and of course delicious cuisines. A sailboat vacation is undoubtedly the very best way to explore Italy's coastal towns and islands, moving freely and independently from one unforgettable place to another and experiencing something different every day.

Charter Regions within Italy

Our Charter Services

As well as all the destinations on offer, the choice of boat charter operators in the Mediterranean Sea is wide and potentially confusing. It is very important that you sail with a reputable company. During 20-plus years in the charter business, we at Sail Connections have developed a network of only the best operators - people who we know can be relied on to take care of our clients. We'll match the right yacht to meet your budget, level of comfort and boat-handling experience.

Our team travels to destinations worldwide to inspect boats for charter, and to get first-hand experience of the cruising grounds we market. We offer local knowledge, sailing itineraries that suit your pace, and onshore connections that ensure everything runs smoothly and you get the most from your holiday. When getting us to help you organise your charter in Italy or anywhere else, you pay no more for our service.

Around Italy, arranging a bareboat charter is quite straightforward for the suitably-able sailor. Alternatively, consider taking aboard a skipper, who will be responsible for your yacht as well as providing your meals. You can even take a cook along if you seek the ultimate holiday. Even experienced sailors often prefer to hire a crew, carefully chosen by us in consultation with our operators. These people not only take care of all the work, they are your local guides too. It's fun to live like the locals for a bit, eating, shopping and being entertained as they do. With the help and local knowledge of your crew, enjoy the very best in holiday experiences that may otherwise be missed.

With native Italian-speaking staff aboard, we have special knowledge of this amazing charter boat destination. We'd love to talk to you about your Italian sailing holiday plans. 

Enquire Now - Click Here   or view our bareboats and crewed yachts.

The Sail Connections Guarantee

One contact - every option - advice you can trust.

  • Matching any competitive offer 
  • Sourcing boats with discounts available
  • Personalising our proposal just for you
  • Qualifying the operator as well as the boat
  • Advising without bias based on 25+ years of experience

We will match any discount website offer on charter boat price, and still provide our customary high level of service. We do more than just book yachts!

Read our free charter guide for all you need to know about planning your sailing holiday.

Yachts in Italy

Lucia 40
Lucia 40 - 38.5' (11.7m) 8 Guests
Lagoon 42
Lagoon 42 - 42' (12.8m) 8 Guests
Dufour 350 Grande Large
Dufour 350 Grande Large - 33.5' (10.2m) 6 Guests
Oceanis 58
Oceanis 58 - 59' (18m)
Jeanneau 57
Jeanneau 57 - 57' (17.4m) 10 Guests

Enquire about Italy

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