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Boat holidays in Italy

Sailing around Italy by boat
94 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 119 experiences
Show more experiences
Calendar of upcoming voyages
Experience Start Plazas Price
Discovering the Aeolian Islands
From 29 May to 5 Jun
29 May
8 days
6 More information Reserve for 612€
Sailing weekend in the north of Sardinia and the south of Corsica
From 29 May to 2 Jun
29 May
5 days
4 More information Reserve for 500€
June 2nd long weekend Sailing from Ischia to Ventotene
From 29 May to 2 Jun
29 May
5 days
6 More information Reserve for 500€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 30 May to 6 Jun
30 May
8 days
4 More information Reserve for 3187.5€
A week along the Emerald Coast on a Catamaran with everything included
From 30 May to 6 Jun
30 May
8 days
0 More information No availability
Let's discover the Aeolian Islands together by sailing
From 30 May to 6 Jun
30 May
8 days
8 More information Reserve for 600€
Sicily - "Aeolian Islands"
From 30 May to 6 Jun
30 May
8 days
0 More information No availability
The Egadi Islands aboard a brand new catamaran
From 30 May to 6 Jun
30 May
8 days
7 More information Reserve for 1,100€
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 30 May to 6 Jun
30 May
8 days
6 More information Reserve for 690€
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 30 May to 6 Jun
30 May
8 days
8 More information Reserve for 830€
Catamaran flotilla in the La Maddalena archipelago in Sardinia
From 30 May to 6 Jun
30 May
8 days
2 More information Reserve for 940€
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo
From 30 May to 3 Jun
30 May
5 days
1 More information Reserve for 450€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 30 May to 6 Jun
30 May
8 days
8 More information Reserve for 1,395€
A week on a sailing boat in the Aeolian Islands
From 30 May to 6 Jun
30 May
8 days
0 More information No availability
Navigation through the Egadi Islands
From 30 May to 6 Jun
30 May
8 days
4 More information Reserve for 508€
All-inclusive sailing holiday in Sicily's Aeolian Islands
From 30 May to 6 Jun
30 May
8 days
8 More information Reserve for 890€
Explore Southern Sardinia by Catamaran
From 30 May to 5 Jun
30 May
7 days
8 More information Reserve for 950€
Cabin Charter on a Schooner in Southern Sardinia | 7 Days of Sea, Cuisine, and Tradition
From 31 May to 6 Jun
31 May
7 days
0 More information No availability
Sailing weekend in the north of Sardinia and the south of Corsica
From 4 Jun to 7 Jun
4 Jun
4 days
0 More information No availability
Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago
From 4 Jun to 7 Jun
4 Jun
4 days
6 More information Reserve for 380€
Discovering the Aeolian Islands
From 5 Jun to 12 Jun
5 Jun
8 days
6 More information Reserve for 612€
Weekend "in the Blue Painted Blue" - Ponza & Palmarola
From 5 Jun to 7 Jun
5 Jun
3 days
10 More information Reserve for 300€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 6 Jun to 13 Jun
6 Jun
8 days
0 More information No availability
A week along the Emerald Coast on a Catamaran with everything included
From 6 Jun to 13 Jun
6 Jun
8 days
4 More information Reserve for 3,618€
Let's discover the Aeolian Islands together by sailing
From 6 Jun to 13 Jun
6 Jun
8 days
8 More information Reserve for 600€
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 6 Jun to 13 Jun
6 Jun
8 days
6 More information Reserve for 690€
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 6 Jun to 13 Jun
6 Jun
8 days
8 More information Reserve for 830€
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo
From 6 Jun to 13 Jun
6 Jun
8 days
8 More information Reserve for 700€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 6 Jun to 13 Jun
6 Jun
8 days
7 More information Reserve for 1,395€
A week on a sailing boat in the Aeolian Islands
From 6 Jun to 13 Jun
6 Jun
8 days
0 More information No availability
Navigation through the Egadi Islands
From 6 Jun to 13 Jun
6 Jun
8 days
6 More information Reserve for 508€
Navigation through the Egadi Islands
From 6 Jun to 13 Jun
6 Jun
8 days
6 More information Reserve for 508€
Navigation through the Egadi Islands
From 6 Jun to 13 Jun
6 Jun
8 days
6 More information Reserve for 508€
Navigation through the Egadi Islands
From 6 Jun to 13 Jun
6 Jun
8 days
6 More information Reserve for 508€
Navigation through the Egadi Islands
From 6 Jun to 13 Jun
6 Jun
8 days
6 More information Reserve for 508€
All-inclusive sailing holiday in Sicily's Aeolian Islands
From 6 Jun to 13 Jun
6 Jun
8 days
8 More information Reserve for 1,150€
Sailing holidays in Tuscany: Elba, Capraia, and Corsica all-inclusive
From 6 Jun to 13 Jun
6 Jun
8 days
9 More information Reserve for 990€
A week on a boat in Tuscany with a skipper and hostess – relaxation and comfort
From 6 Jun to 12 Jun
6 Jun
7 days
6 More information Reserve for 1,000€
Sailing and trekking among the Aeolian volcanoes, with an on-board mountain guide
From 7 Jun to 13 Jun
7 Jun
7 days
7 More information Reserve for 1,430€
Cabin Charter on a Schooner in Southern Sardinia | 7 Days of Sea, Cuisine, and Tradition
From 7 Jun to 13 Jun
7 Jun
7 days
4 More information Reserve for 1,200€
"Painted in Blue" - Midweek in Ponza, Palmarola, and Ventotene
From 8 Jun to 11 Jun
8 Jun
4 days
10 More information Reserve for 320€
Four days on a boat between Porto Venere and the Cinque Terre
From 8 Jun to 12 Jun
8 Jun
5 days
6 More information Reserve for 528€
Vacanza in Barca All-Inclusive di 3 Giorni: Capri, Positano e Amalfi
From 8 Jun to 10 Jun
8 Jun
3 days
4 More information Reserve for 671€
Midweek sailing in northern Sardinia and southern Corsica
From 8 Jun to 12 Jun
8 Jun
5 days
2 More information Reserve for 350€
Vacanza in Barca All-Inclusive di 3 Giorni: Capri, Positano e Amalfi
From 11 Jun to 13 Jun
11 Jun
3 days
6 More information Reserve for 671€
Discovering the Aeolian Islands
From 12 Jun to 19 Jun
12 Jun
8 days
6 More information Reserve for 612€
Weekend "in the Blue Painted Blue" - Ponza & Palmarola
From 12 Jun to 14 Jun
12 Jun
3 days
6 More information Reserve for 300€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 13 Jun to 20 Jun
13 Jun
8 days
0 More information No availability
A week along the Emerald Coast on a Catamaran with everything included
From 13 Jun to 20 Jun
13 Jun
8 days
0 More information No availability
Let's discover the Aeolian Islands together by sailing
From 13 Jun to 20 Jun
13 Jun
8 days
0 More information No availability
The Egadi Islands aboard a brand new catamaran
From 13 Jun to 20 Jun
13 Jun
8 days
1 More information Reserve for 1,100€
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 13 Jun to 20 Jun
13 Jun
8 days
6 More information Reserve for 790€
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 13 Jun to 20 Jun
13 Jun
8 days
8 More information Reserve for 830€
Sailing from the Flegree to the Pontine Islands
From 13 Jun to 19 Jun
13 Jun
7 days
6 More information Reserve for 576€
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo
From 13 Jun to 20 Jun
13 Jun
8 days
3 More information Reserve for 750€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 13 Jun to 20 Jun
13 Jun
8 days
8 More information Reserve for 1,395€
A week on a sailing boat in the Aeolian Islands
From 13 Jun to 20 Jun
13 Jun
8 days
0 More information No availability
Navigation through the Egadi Islands
From 13 Jun to 20 Jun
13 Jun
8 days
4 More information Reserve for 508€
A week on a boat in Tuscany with a skipper and hostess – relaxation and comfort
From 13 Jun to 19 Jun
13 Jun
7 days
6 More information Reserve for 1,000€
One-week Premium sailing cruise around Sardinia - Costa Smeralda
From 13 Jun to 19 Jun
13 Jun
7 days
6 More information Reserve for 892€
Catamaran holiday in the Egadi Islands aboard an Astrea 42
From 13 Jun to 20 Jun
13 Jun
8 days
8 More information Reserve for 1,200€
Explore Southern Sardinia by Catamaran
From 14 Jun to 20 Jun
14 Jun
7 days
8 More information Reserve for 1,140€
Sailing cruise with a professional skipper in the Tuscan Archipelago
From 14 Jun to 21 Jun
14 Jun
8 days
0 More information No availability
Cabin Charter on a Schooner in Southern Sardinia | 7 Days of Sea, Cuisine, and Tradition
From 14 Jun to 20 Jun
14 Jun
7 days
0 More information No availability
Luxury Gulet Cruises in the Northern Ionian Islands (Greece)
From 14 Jun to 20 Jun
14 Jun
7 days
10 More information Reserve for 2,650€
"Painted in Blue" - Midweek in Ponza, Palmarola, and Ventotene
From 15 Jun to 18 Jun
15 Jun
4 days
6 More information Reserve for 350€
Four days on a boat between Porto Venere and the Cinque Terre
From 15 Jun to 19 Jun
15 Jun
5 days
0 More information No availability
Vacanza in Barca All-Inclusive di 3 Giorni: Capri, Positano e Amalfi
From 15 Jun to 17 Jun
15 Jun
3 days
6 More information Reserve for 671€
Vacanza in Barca All-Inclusive di 3 Giorni: Capri, Positano e Amalfi
From 18 Jun to 20 Jun
18 Jun
3 days
6 More information Reserve for 671€
Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago
From 18 Jun to 21 Jun
18 Jun
4 days
6 More information Reserve for 380€
Discovering the Aeolian Islands
From 19 Jun to 26 Jun
19 Jun
8 days
0 More information No availability
Weekend "in the Blue Painted Blue" - Ponza & Palmarola
From 19 Jun to 21 Jun
19 Jun
3 days
1 More information Reserve for 320€
A week along the Emerald Coast on a Catamaran with everything included
From 20 Jun to 27 Jun
20 Jun
8 days
4 More information Reserve for 4,041€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 20 Jun to 27 Jun
20 Jun
8 days
0 More information No availability
Let's discover the Aeolian Islands together by sailing
From 20 Jun to 27 Jun
20 Jun
8 days
8 More information Reserve for 600€
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 20 Jun to 27 Jun
20 Jun
8 days
6 More information Reserve for 790€
Explore Southern Sardinia by Catamaran
From 20 Jun to 27 Jun
20 Jun
8 days
8 More information Reserve for 1,710€
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 20 Jun to 27 Jun
20 Jun
8 days
4 More information Reserve for 830€
Sailing from the Flegree to the Pontine Islands
From 20 Jun to 26 Jun
20 Jun
7 days
6 More information Reserve for 576€
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo
From 20 Jun to 27 Jun
20 Jun
8 days
4 More information Reserve for 750€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 20 Jun to 27 Jun
20 Jun
8 days
8 More information Reserve for 1,960€
Discovering the Aeolian Islands on a Lagoon 42 catamaran
From 20 Jun to 27 Jun
20 Jun
8 days
6 More information Reserve for 1,680€
A week on a sailing boat in the Aeolian Islands
From 20 Jun to 27 Jun
20 Jun
8 days
0 More information No availability
We travel the world: Miles & relaxation Mallorca - Sardinia
From 20 Jun to 3 Jul
20 Jun
14 days
7 More information Reserve for 1,280€
A week on a boat in Tuscany with a skipper and hostess – relaxation and comfort
From 20 Jun to 26 Jun
20 Jun
7 days
6 More information Reserve for 1,000€
Catamaran Vacation in the Egadi Islands with Hostess – Luxury and Relaxation at Sea
From 20 Jun to 27 Jun
20 Jun
8 days
2 More information Reserve for 1,200€
Catamaran holiday in the Egadi Islands aboard an Astrea 42
From 20 Jun to 27 Jun
20 Jun
8 days
8 More information Reserve for 1,300€
Sailing cruise with a professional skipper in the Tuscan Archipelago
From 21 Jun to 28 Jun
21 Jun
8 days
0 More information No availability
Cabin Charter on a Schooner in Southern Sardinia | 7 Days of Sea, Cuisine, and Tradition
From 21 Jun to 27 Jun
21 Jun
7 days
0 More information No availability
We discover the world: Costa Smeralda to the Amalfi Coast
From 21 Jun to 28 Jun
21 Jun
8 days
7 More information Reserve for 830€
Sailing holiday in the north of Sardinia and the south of Corsica
From 21 Jun to 28 Jun
21 Jun
8 days
7 More information Reserve for 850€
Luxury Gulet Cruises in the Northern Ionian Islands (Greece)
From 21 Jun to 27 Jun
21 Jun
7 days
10 More information Reserve for 1,325€
"Painted in Blue" - Midweek in Ponza, Palmarola, and Ventotene
From 22 Jun to 25 Jun
22 Jun
4 days
6 More information Reserve for 410€
Four days on a boat between Porto Venere and the Cinque Terre
From 22 Jun to 26 Jun
22 Jun
5 days
6 More information Reserve for 528€
Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago
From 24 Jun to 27 Jun
24 Jun
4 days
0 More information No availability
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 27 Jun to 4 Jul
27 Jun
8 days
0 More information No availability
Let's discover the Aeolian Islands together by sailing
From 27 Jun to 4 Jul
27 Jun
8 days
8 More information Reserve for 600€
The Egadi Islands aboard a brand new catamaran
From 27 Jun to 4 Jul
27 Jun
8 days
1 More information Reserve for 1,200€
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 27 Jun to 4 Jul
27 Jun
8 days
6 More information Reserve for 790€
Explore Southern Sardinia by Catamaran
From 27 Jun to 4 Jul
27 Jun
8 days
4 More information Reserve for 1,710€
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.
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User reviews about Boat holidays in Italy
5.00/5
Average grade
8
Valuations
Peppe, a super captain with a kind heart and manner. Fantastic crew. Fantastic experience.
We'll see each other again soon.
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A very nice and recommended experience. Jo and Andrea were lovely, always attentive, close and aware that we were all well and enjoyed the trip.

The sailboat was very well kept and clean. In addition, I was traveling alone and I was very grateful for the family atmosphere they created. Thank you, Jo and Andrea
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As Good as It Gets - It doesn't get any better than this! A wonderful trip with Giacomo, who is not only a very pleasant, humorous, fun-loving and experienced skipper, but also accompanied us on great island trips....
His well-organized tour is highly recommended all around.!!!
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An unforgettable week on a sailing boat! ⛵️ Captain Mario, competent and charming, and Antonella, welcoming and cheerful, made us experience the sea with ease. We had a wonderful connection with the other guests: an authentic and fun experience, highly recommended!
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They have been wonderful days despite the bad weather, we have felt safe with Giacomo at all times. Giacomo and Laura are charming hosts, Laura's cuisine is spectacular, the surroundings are unbeatable and the navigation, despite being short due to the weather, is very pleasant. We recommend it for sure!
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A fantastic week with the delightful Carlos and Cintia sailing in the beautiful aquamarine Sardinian waters . Great food company laughter and care .
Full confidence in Carlos as skipper . Very kind and thoughtful to the clientele . Great communication before the trip .
We look forwards to the next one !!
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