Italy’s sailing season typically runs from late April through to October, with variations depending on the region. The most popular (and warmest) months are July and August, when the weather is hot and the ports are full of life. This is also peak season for pricing, so expect higher costs and a need to book well in advance, especially for popular locations like the Amalfi Coast..

If seeking quieter anchorages, a more flexible itinerary and a slightly cooler but still very pleasant climate, the shoulder seasons of May/une and September/early October are ideal. Winds are generally more predictable, temperatures more comfortable and costs lower. Late spring and early autumn also provide a great opportunity for longer-distance sailing, with fewer crowds in ports and a wider choice of available boats.

Some areas like Sicily and southern Sardinia retain good conditions into late October. If you are flexible on dates and looking for great value, sailing in the shoulder season can be the smartest choice. We’ll guide you on what to expect based on your chosen region and timing.

Related FAQs

What types of boats are available to charter in Italy?

Italy presents an extensive fleet of charter yachts, from agile monohulls to luxurious catamarans and traditional gulets. Continue Reading...

Do I need a sailing licence to bareboat charter a yacht in Italy?

Yes, for a bareboat charter in Italy you’ll need to present an internationally recognised sailing qualification. Continue Reading...

What are the best regions in Italy for a sailing holiday?

Italy offers a wonderful variety of sailing regions, each with its own character, appeal, and set of navigational conditions. Continue Reading...

Where do charters start from in the Italian sailing regions?

The various popular sailing locations in Italy all have their preferred charter base locations, and there is normally a choice. Each has direct access to its own cruising grounds that range from dramatic coastlines to island-rich archipelagos. Continue Reading...

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. 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...