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Boat holidays in Italy

Sailing around Italy by boat
17 reviews
Discover Italy by sailing along its stunning coastline. Access idyllic coves aboard a sailboat and enjoy breathtaking Italian sunsets from a unique perspective. Choose from a variety of sailing routes around Italy, meet new people, and share unforgettable experiences. Book your holiday now!
Choose from 174 experiences
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Sail through italy
Italy is one of the world's most captivating sailing destinations, boasting over 7,000 km of coastline, hundreds of islands, and a variety of landscapes unique to the Mediterranean.

Sailing along the Italian coast means discovering an extraordinary natural and cultural heritage: pristine bays, seaside villages, crystal-clear waters, and culinary traditions that vary from region to region. Each area offers a different experience, suitable for both those seeking relaxation and those seeking an active seaside holiday.

From Sardinia to Sicily, from the Amalfi Coast to the Tuscan Archipelago, all the way to Liguria and the Pontine Islands , Italy offers some of the world's best destinations for sailing yacht charters and cabin charter holidays. In this updated guide, you'll discover Italy's main sailing areas and why they're among the most popular with sailors from around the world.
  • IMG_20240414_151254
By Alicia Iglesias
18 June, 2026
Calendar of upcoming voyages
Experience Start Plazas Price
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 26 Sep to 3 Oct
26 Sep
8 days
0 More information No availability
A week along the Emerald Coast on a Catamaran with everything included
From 26 Sep to 3 Oct
26 Sep
8 days
0 More information No availability
Let's discover the Aeolian Islands together by sailing
From 26 Sep to 3 Oct
26 Sep
8 days
0 More information No availability
Sicily - "Aeolian Islands"
From 26 Sep to 3 Oct
26 Sep
8 days
6 More information Reserve for 699€
The Egadi Islands aboard a brand new catamaran
From 26 Sep to 3 Oct
26 Sep
8 days
8 More information Reserve for 950€
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 26 Sep to 3 Oct
26 Sep
8 days
8 More information Reserve for 950€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 26 Sep to 3 Oct
26 Sep
8 days
8 More information Reserve for 1,674€
Discovering the Aeolian Islands on a large, new Bali 5.4 catamaran
From 26 Sep to 3 Oct
26 Sep
8 days
10 More information Reserve for 980€
Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago
From 2 Oct to 4 Oct
2 Oct
3 days
6 More information Reserve for 300€
Let's discover the Aeolian Islands together by sailing
From 3 Oct to 10 Oct
3 Oct
8 days
0 More information No availability
Sicily - "Aeolian Islands"
From 3 Oct to 10 Oct
3 Oct
8 days
4 More information Reserve for 699€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 3 Oct to 10 Oct
3 Oct
8 days
0 More information No availability
A week along the Emerald Coast on a Catamaran with everything included
From 3 Oct to 10 Oct
3 Oct
8 days
2 More information Reserve for 2,890€
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 3 Oct to 10 Oct
3 Oct
8 days
8 More information Reserve for 700€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 3 Oct to 10 Oct
3 Oct
8 days
8 More information Reserve for 1,584€
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo
From 3 Oct to 10 Oct
3 Oct
8 days
8 More information Reserve for 700€
Discovering the Aeolian Islands on a large, new Bali 5.4 catamaran
From 3 Oct to 10 Oct
3 Oct
8 days
10 More information Reserve for 980€
Let's discover the Aeolian Islands together by sailing
From 10 Oct to 17 Oct
10 Oct
8 days
8 More information Reserve for 700€
Sicily - "Aeolian Islands"
From 10 Oct to 17 Oct
10 Oct
8 days
4 More information Reserve for 699€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 10 Oct to 17 Oct
10 Oct
8 days
0 More information No availability
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 10 Oct to 17 Oct
10 Oct
8 days
8 More information Reserve for 590€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 10 Oct to 17 Oct
10 Oct
8 days
8 More information Reserve for 1,584€
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo
From 10 Oct to 17 Oct
10 Oct
8 days
8 More information Reserve for 650€
Discovering the Aeolian Islands on a large, new Bali 5.4 catamaran
From 10 Oct to 17 Oct
10 Oct
8 days
10 More information Reserve for 980€
Let's discover the Aeolian Islands together by sailing
From 17 Oct to 24 Oct
17 Oct
8 days
8 More information Reserve for 700€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 17 Oct to 24 Oct
17 Oct
8 days
6 More information Reserve for 2,376€
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 17 Oct to 24 Oct
17 Oct
8 days
8 More information Reserve for 590€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 17 Oct to 24 Oct
17 Oct
8 days
8 More information Reserve for 1,584€
A week along the Emerald Coast on a Catamaran with everything included
From 17 Oct to 24 Oct
17 Oct
8 days
4 More information Reserve for 2,152€
Let's discover the Aeolian Islands together by sailing
From 24 Oct to 31 Oct
24 Oct
8 days
8 More information Reserve for 700€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 24 Oct to 31 Oct
24 Oct
8 days
8 More information Reserve for 1,584€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 24 Oct to 31 Oct
24 Oct
8 days
12 More information Reserve for 2,112€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 31 Oct to 7 Nov
31 Oct
8 days
8 More information Reserve for 1,512€
Sailing trip in Italy ➔Chapter: Venice
From 26 Dec to 2 Jan
26 Dec
8 days
6 More information Reserve for 4,000€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 27 Mar to 3 Apr (2027)
27 Mar
8 days
8 More information Reserve for 1,760€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 3 Apr to 10 Apr (2027)
3 Apr
8 days
8 More information Reserve for 1,760€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 10 Apr to 17 Apr (2027)
10 Apr
8 days
8 More information Reserve for 1,760€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 17 Apr to 24 Apr (2027)
17 Apr
8 days
8 More information Reserve for 1,760€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 24 Apr to 1 May (2027)
24 Apr
8 days
8 More information Reserve for 1,760€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 1 May to 8 May (2027)
1 May
8 days
12 More information Reserve for 2,691€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 1 May to 8 May (2027)
1 May
8 days
8 More information Reserve for 1,760€
A week along the Emerald Coast on a Catamaran with everything included
From 8 May to 15 May (2027)
8 May
8 days
12 More information Reserve for 2,808€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 8 May to 15 May (2027)
8 May
8 days
12 More information Reserve for 2,916€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 8 May to 15 May (2027)
8 May
8 days
8 More information Reserve for 1,760€
A week along the Emerald Coast on a Catamaran with everything included
From 15 May to 22 May (2027)
15 May
8 days
12 More information Reserve for 3,087€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 15 May to 22 May (2027)
15 May
8 days
12 More information Reserve for 3,087€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 15 May to 22 May (2027)
15 May
8 days
8 More information Reserve for 1,760€
A week along the Emerald Coast on a Catamaran with everything included
From 22 May to 29 May (2027)
22 May
8 days
12 More information Reserve for 3,294€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 22 May to 29 May (2027)
22 May
8 days
12 More information Reserve for 3,294€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 22 May to 29 May (2027)
22 May
8 days
8 More information Reserve for 1,760€
A week along the Emerald Coast on a Catamaran with everything included
From 29 May to 5 Jun (2027)
29 May
8 days
12 More information Reserve for 3,636€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 29 May to 5 Jun (2027)
29 May
8 days
12 More information Reserve for 3,636€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 29 May to 5 Jun (2027)
29 May
8 days
8 More information Reserve for 1,860€
A week along the Emerald Coast on a Catamaran with everything included
From 5 Jun to 12 Jun (2027)
5 Jun
8 days
12 More information Reserve for 3,924€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 5 Jun to 12 Jun (2027)
5 Jun
8 days
12 More information Reserve for 3,924€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 5 Jun to 12 Jun (2027)
5 Jun
8 days
8 More information Reserve for 1,860€
A week along the Emerald Coast on a Catamaran with everything included
From 12 Jun to 19 Jun (2027)
12 Jun
8 days
12 More information Reserve for 4,185€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 12 Jun to 19 Jun (2027)
12 Jun
8 days
12 More information Reserve for 4,185€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 12 Jun to 19 Jun (2027)
12 Jun
8 days
8 More information Reserve for 1,860€
All-inclusive Sardinia sailing week - Lagoon 42 catamaran, skipper & host
From 12 Jun to 19 Jun (2027)
12 Jun
8 days
8 More information Reserve for 2,200€
A week along the Emerald Coast on a Catamaran with everything included
From 19 Jun to 26 Jun (2027)
19 Jun
8 days
12 More information Reserve for 4,419€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 19 Jun to 26 Jun (2027)
19 Jun
8 days
12 More information Reserve for 4,419€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 19 Jun to 26 Jun (2027)
19 Jun
8 days
8 More information Reserve for 1,960€
All-inclusive Sardinia sailing week - Lagoon 42 catamaran, skipper & host
From 19 Jun to 26 Jun (2027)
19 Jun
8 days
8 More information Reserve for 2,705€
A week along the Emerald Coast on a Catamaran with everything included
From 26 Jun to 3 Jul (2027)
26 Jun
8 days
12 More information Reserve for 4,572€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 26 Jun to 3 Jul (2027)
26 Jun
8 days
12 More information Reserve for 4,572€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 26 Jun to 3 Jul (2027)
26 Jun
8 days
8 More information Reserve for 1,960€
All-inclusive Sardinia sailing week - Lagoon 42 catamaran, skipper & host
From 26 Jun to 3 Jul (2027)
26 Jun
8 days
6 More information Reserve for 2,705€
A week along the Emerald Coast on a Catamaran with everything included
From 3 Jul to 10 Jul (2027)
3 Jul
8 days
12 More information Reserve for 4,896€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 3 Jul to 10 Jul (2027)
3 Jul
8 days
12 More information Reserve for 4,896€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 3 Jul to 10 Jul (2027)
3 Jul
8 days
8 More information Reserve for 1,960€
All-inclusive Sardinia sailing week - Lagoon 42 catamaran, skipper & host
From 3 Jul to 10 Jul (2027)
3 Jul
8 days
8 More information Reserve for 2,475€
A week along the Emerald Coast on a Catamaran with everything included
From 10 Jul to 17 Jul (2027)
10 Jul
8 days
12 More information Reserve for 5,184€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 10 Jul to 17 Jul (2027)
10 Jul
8 days
8 More information Reserve for 2,345€
All-inclusive Sardinia sailing week - Lagoon 42 catamaran, skipper & host
From 10 Jul to 17 Jul (2027)
10 Jul
8 days
8 More information Reserve for 2,705€
A week along the Emerald Coast on a Catamaran with everything included
From 17 Jul to 24 Jul (2027)
17 Jul
8 days
12 More information Reserve for 5,337€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 17 Jul to 24 Jul (2027)
17 Jul
8 days
12 More information Reserve for 5,337€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 17 Jul to 24 Jul (2027)
17 Jul
8 days
8 More information Reserve for 2,345€
All-inclusive Sardinia sailing week - Lagoon 42 catamaran, skipper & host
From 17 Jul to 24 Jul (2027)
17 Jul
8 days
8 More information Reserve for 2,740€
A week along the Emerald Coast on a Catamaran with everything included
From 24 Jul to 31 Jul (2027)
24 Jul
8 days
12 More information Reserve for 5,337€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 24 Jul to 31 Jul (2027)
24 Jul
8 days
12 More information Reserve for 5,337€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 24 Jul to 31 Jul (2027)
24 Jul
8 days
8 More information Reserve for 2,345€
All-inclusive Sardinia sailing week - Lagoon 42 catamaran, skipper & host
From 24 Jul to 31 Jul (2027)
24 Jul
8 days
8 More information Reserve for 2,925€
A week along the Emerald Coast on a Catamaran with everything included
From 31 Jul to 7 Aug (2027)
31 Jul
8 days
12 More information Reserve for 5,544€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 31 Jul to 7 Aug (2027)
31 Jul
8 days
12 More information Reserve for 5,544€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 31 Jul to 7 Aug (2027)
31 Jul
8 days
8 More information Reserve for 2,345€
A week along the Emerald Coast on a Catamaran with everything included
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
12 More information Reserve for 5,544€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
12 More information Reserve for 5,544€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 7 Aug to 14 Aug (2027)
7 Aug
8 days
8 More information Reserve for 2,345€
A week along the Emerald Coast on a Catamaran with everything included
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
12 More information Reserve for 5,337€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
12 More information Reserve for 5,337€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 14 Aug to 21 Aug (2027)
14 Aug
8 days
8 More information Reserve for 2,345€
A week along the Emerald Coast on a Catamaran with everything included
From 21 Aug to 28 Aug (2027)
21 Aug
8 days
12 More information Reserve for 4,932€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 21 Aug to 28 Aug (2027)
21 Aug
8 days
12 More information Reserve for 4,932€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 21 Aug to 28 Aug (2027)
21 Aug
8 days
8 More information Reserve for 2,345€
The Egadi Islands aboard a brand new catamaran
From 28 Aug to 4 Sep (2027)
28 Aug
8 days
8 More information Reserve for 1,100€
A week along the Emerald Coast on a Catamaran with everything included
From 28 Aug to 4 Sep (2027)
28 Aug
8 days
12 More information Reserve for 4,518€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 28 Aug to 4 Sep (2027)
28 Aug
8 days
12 More information Reserve for 4,518€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 28 Aug to 4 Sep (2027)
28 Aug
8 days
8 More information Reserve for 2,060€
All-inclusive Sardinia sailing week - Lagoon 42 catamaran, skipper & host
From 28 Aug to 4 Sep (2027)
28 Aug
8 days
8 More information Reserve for 2,475€
Show all dates
What routes are available for a boat holiday in Italy?
The map shows the starting point of the activity. In some cases, the location is approximate, not exact.
Frequent questions
  • What are the best destinations for a sailing holiday in Italy?
    The most popular itineraries are Sardinia, Sicily, the Amalfi Coast, the Aeolian Islands, the Tuscan Archipelago, and the Pontine Islands, with departures available throughout the season.
  • Do you need a boating license to go on a boating holiday in Italy?
    No, a sailing license is not required to participate in a skippered sailing holiday in Italy, nor is any sailing experience necessary.
    The professional skipper takes care of sailing the vessel, planning the itinerary, and managing the navigation based on weather and sea conditions, ensuring safety and peace of mind for all participants.

    Those who wish can still participate in life on board, learning the basics of sailing, helping with maneuvers, or simply enjoying the journey in complete relaxation. This formula makes sailing holidays accessible to everyone, from couples to families, even first-time solo travelers.
  • How much does a sailing holiday in Italy cost?
    The cost of a sailing holiday in Italy depends on several factors, including the chosen destination, the time of year, the length of the experience, and the type of vessel. During high season and in popular destinations such as Sardinia, the Amalfi Coast, or the Aeolian Islands, prices may be higher than during other periods or on lesser-known itineraries.

    You can choose from several travel options: cabin charter, ideal for those who want to book a single cabin and share the experience with other travelers, or the exclusive rental of an entire boat, perfect for families, groups of friends, or private events.

    In many cases, the fee includes use of the vessel and the presence of a skipper, while any additional costs, such as food, fuel, mooring fees, or final cleaning, may vary depending on the type of experience chosen.
  • How does cabin charter work in Italy?
    A cabin charter is a boating vacation option that allows you to book a private cabin or a place on board, sharing the vessel and some expenses with other travelers. The skipper takes care of the navigation and management of the boat, allowing guests to enjoy the experience in complete relaxation, even without any sailing experience.

    This solution is ideal for those traveling alone, as a couple, or with a small group of friends who want to experience a sailing holiday in Italy without having to organize a full crew or rent a boat exclusively. Besides making the experience more affordable, cabin charter offers the opportunity to meet new people, share authentic moments on board, and discover the sea from a different perspective.
  • Can I rent an entire boat for a vacation in Italy?
    Yes, in addition to shared boat holidays, it's possible to rent an entire vessel exclusively for a completely personalized experience.
    Chartering a private boat in Italy is the ideal solution for families, groups of friends, couples, or companies looking to plan a tailor-made vacation, allowing you to freely choose the destination, itinerary length, and sailing pace.

    You can opt for a skippered charter, entrusting yourself to an experienced professional, or, if you meet the necessary requirements, sail the vessel yourself. From Sardinia to Sicily, passing through the Amalfi Coast, the Aeolian Islands, and the Tuscan Archipelago, the customization options are numerous and allow you to explore the Italian sea with complete privacy and flexibility.
  • Can I speak to an expert to help me choose the best boating holiday for me?
    Yes, if you have any questions about your destination, the type of vessel, or the travel plan best suited to your needs, you can receive personalized support from an expert consultant.

    Whether you're planning your first sailing vacation or looking for a specific itinerary, an expert can help you compare options, advise you on the best time to go, and find the ideal solution based on your budget, experience level, and group preferences.

    Receiving a consultation before booking allows you to choose with greater confidence between shared boat holidays, exclusive rentals, skippered itineraries, and destinations throughout Italy. Contact a sailwiz expert
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User reviews about Boat holidays in Italy
5.00/5
Average grade
10
Valuations
My experience with Massimo and Valentina was absolutely positive from every point of view.
A beautiful, comfortable, and high-performance boat. A dream itinerary and the excellent onboard organization, along with the excellent cuisine, made this sailing week one of the best ever.
Read more
It has been wonderful, the ship and its commanders, their kindness, availability and adaptation to the group
The
beautiful islands, the incredible sea, the great group and I'll be back for sure to experience that beauty. Totally recommended

Read more
Peppe, a super captain with a kind heart and manner. Fantastic crew. Fantastic experience.
We'll see each other again soon.
Read more
A special vacation amidst wild coves, crystal-clear waters, and remote spots. Danilo, an expert skipper with a deep knowledge of the area, and Silvia, a dedicated and tireless chef, made the experience even more wonderful. The nights spent at anchor and the final barbecue were unforgettable! ⭐
Read more
Beautiful cruise.
The wind, stronger than one would have wished for a sailing trip, and the weather, which did not spare a few drops of rain, were handled by the "commander" with realistic prudence, without ever dramatizing things beyond what was necessary, transforming contingencies into opportunities.
We will return
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A wonderful experience! Mario was exceptional: helpful, friendly, and always attentive to our needs. A skilled skipper and expert navigator, he showed us wonderful and lesser-known places and gave us valuable tips for our vacation. An unforgettable experience full of laughs!
Read more
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