The Essental Yacht Charter Guide
The Essental Yacht Charter Guide: What to Know Before You Go

Yacht Charter FAQs

Can I hire a skipper or crew for my Italy sailing charter?

Yes, absolutely. Skippered or crewed yacht charters in Italy are a popular option if you want a more relaxed sailing experience or don't meet the license requirements for a bareboat charter.

  • Skippered Charters: Ideal for a hands-off sailing vacation or if lacking the necessary qualifications. Your professional skipper will take care of navigation and safety as well as provide valuable local knowledge, leaving you to enjoy the scenery and your leisure time. This is what we refer to as 'skippered bareboat'. You still have the yacht to yourself, and can be as involved in the sailing as you may wish.
  • Crewing Options: In addition to a skipper, you can go fully crewed with a hostess, cook and even deckkhand on large charter boats, depending on the level of service you’re after. In fact the very largest yachts and catamarans are specifically marketed with permanent crew, ideal for families or groups looking for a fully catered, hassle-free holiday.

Skippered and crewed charters are available throughout the Italian sailing regions, including the Amalfi Coast, Sardinia, Sicily, and Tuscany. Hiring a skipper also opens up more itinerary flexibility, as they know the local waters, the best anchorages, and how to avoid the summer crowds.

At Sail Connections, we arrange both skippered and fully crewed yacht charters in Italy. Whether you need just a professional skipper or a dedicated team to take care of everything, we can customise your charter to suit your preferences.

Related FAQs

Where do sailing charters start from in Italy?

There are several popular yacht charter bases in Italy, each offering access to unique cruising grounds that range from dramatic coastlines to island-rich archipelagos. Your starting point will depend on which part of Italy you wish to explore. Continue Reading...

When is the best time to go sailing in Italy?

The best season for yacht charters in Italy is from May to October, when you will enjoy warm temperatures, long daylight hours and generally favourable sailing conditions. Each part of the season offers a slightly different experience, depending on your preferences for weather, crowds, and pricing. Continue Reading...

What are the best places to sail in Italy on a sailing charter holiday?

Italy offers some of the most iconic and diverse sailing destinations in the Mediterranean, making it ideal for charter holidays. From dramatic coastlines to historic island chains there’s something for every type of sailor, whether you’re seeking luxury, culture, secluded anchorages, or lively marinas. Continue Reading...

Do I need a sailing license to charter a yacht in Italy?

Yes, if you plan to charter a bareboat (without a skipper) in Italy, you will need a recognised sailing license. Italian maritime law requires at least one person on board to hold an appropriate sailing qualification. Continue Reading...

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The Essential Guide to Sailing Holiday Charters

The Sail Connections Essential Guide to Bareboat and Crewed Sailing Holiday Charters is packed full of useful tips for getting the most out of your next boat charter. And it is FREE to download.

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