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Boat holidays in Italy

Sailing around Italy by boat
71 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 125 experiences
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Calendar of upcoming voyages
Experience Start Plazas Price
May Day Long Weekend SAILING FROM THE PHLEGREAN ISLANDS TO THE PONTINE ISLANDS
From 30 Apr to 3 May
30 Apr
4 days
6 More information Reserve for 342€
Weekend "in the Blue Painted Blue" - Ponza & Palmarola
From 1 May to 3 May
1 May
3 days
10 More information Reserve for 230€
Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago
From 1 May to 31 May
1 May
31 days
3 More information Reserve for 950€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 2 May to 9 May
2 May
8 days
6 More information Reserve for 1,328€
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 2 May to 9 May
2 May
8 days
6 More information Reserve for 690€
Explore Southern Sardinia by Catamaran
From 2 May to 9 May
2 May
8 days
8 More information Reserve for 1,330€
A week on a sailing boat in the Aeolian Islands
From 2 May to 9 May
2 May
8 days
6 More information Reserve for 508€
Cabin Charter on a Schooner in Southern Sardinia | 7 Days of Sea, Cuisine, and Tradition
From 3 May to 9 May
3 May
7 days
12 More information Reserve for 1,000€
Weekend "in the Blue Painted Blue" - Ponza & Palmarola
From 8 May to 10 May
8 May
3 days
10 More information Reserve for 230€
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo
From 8 May to 12 May
8 May
5 days
4 More information Reserve for 360€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 9 May to 16 May
9 May
8 days
4 More information Reserve for 2,990€
A week along the Emerald Coast on a Catamaran with everything included
From 9 May to 16 May
9 May
8 days
6 More information Reserve for 1,364€
Let's discover the Aeolian Islands together by sailing
From 9 May to 16 May
9 May
8 days
4 More information Reserve for 600€
Sicily - "Aeolian Islands"
From 9 May to 16 May
9 May
8 days
6 More information Reserve for 769€
Sicily - "Aeolian Islands" on a catamaran
From 9 May to 16 May
9 May
8 days
6 More information Reserve for 849€
The Egadi Islands aboard a brand new catamaran
From 9 May to 16 May
9 May
8 days
8 More information Reserve for 1,050€
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 9 May to 16 May
9 May
8 days
6 More information Reserve for 690€
Explore Southern Sardinia by Catamaran
From 9 May to 16 May
9 May
8 days
8 More information Reserve for 1,330€
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 9 May to 16 May
9 May
8 days
8 More information Reserve for 480€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 9 May to 16 May
9 May
8 days
8 More information Reserve for 968€
A week on a sailing boat in the Aeolian Islands
From 9 May to 16 May
9 May
8 days
6 More information Reserve for 508€
All-inclusive sailing holiday in Sicily's Aeolian Islands
From 9 May to 16 May
9 May
8 days
6 More information Reserve for 790€
Sailing & Trekking in Sardinia, Selvaggio Blu - Alpine Guide on Board
From 10 May to 16 May
10 May
7 days
1 More information Reserve for 1,600€
Cabin Charter on a Schooner in Southern Sardinia | 7 Days of Sea, Cuisine, and Tradition
From 10 May to 16 May
10 May
7 days
12 More information Reserve for 1,000€
Weekend "in the Blue Painted Blue" - Ponza & Palmarola
From 15 May to 17 May
15 May
3 days
10 More information Reserve for 250€
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo
From 15 May to 19 May
15 May
5 days
8 More information Reserve for 380€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 16 May to 23 May
16 May
8 days
6 More information Reserve for 2694.5€
A week along the Emerald Coast on a Catamaran with everything included
From 16 May to 23 May
16 May
8 days
0 More information No availability
Sicily - "Aeolian Islands"
From 16 May to 23 May
16 May
8 days
6 More information Reserve for 779€
Sicily - "Aeolian Islands" on a catamaran
From 16 May to 23 May
16 May
8 days
6 More information Reserve for 869€
The Egadi Islands aboard a brand new catamaran
From 16 May to 23 May
16 May
8 days
8 More information Reserve for 1,050€
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 16 May to 23 May
16 May
8 days
6 More information Reserve for 690€
Explore Southern Sardinia by Catamaran
From 16 May to 23 May
16 May
8 days
8 More information Reserve for 1,330€
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 16 May to 23 May
16 May
8 days
7 More information Reserve for 550€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 16 May to 23 May
16 May
8 days
8 More information Reserve for 968€
A week on a sailing boat in the Aeolian Islands
From 16 May to 23 May
16 May
8 days
6 More information Reserve for 508€
All-inclusive sailing holiday in Sicily's Aeolian Islands
From 16 May to 23 May
16 May
8 days
8 More information Reserve for 890€
Sailing & Trekking in Sardinia, Selvaggio Blu - Alpine Guide on Board
From 17 May to 23 May
17 May
7 days
2 More information Reserve for 1,600€
Cabin Charter on a Schooner in Southern Sardinia | 7 Days of Sea, Cuisine, and Tradition
From 17 May to 23 May
17 May
7 days
12 More information Reserve for 1,000€
Four days on a boat between Porto Venere and the Cinque Terre
From 18 May to 22 May
18 May
5 days
6 More information Reserve for 528€
Weekend "in the Blue Painted Blue" - Ponza & Palmarola
From 22 May to 24 May
22 May
3 days
10 More information Reserve for 250€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 23 May to 30 May
23 May
8 days
12 More information Reserve for 1729.75€
A week along the Emerald Coast on a Catamaran with everything included
From 23 May to 30 May
23 May
8 days
0 More information No availability
Let's discover the Aeolian Islands together by sailing
From 23 May to 30 May
23 May
8 days
6 More information Reserve for 600€
Sicily - "Aeolian Islands"
From 23 May to 30 May
23 May
8 days
6 More information Reserve for 789€
Sicily - "Aeolian Islands" on a catamaran
From 23 May to 30 May
23 May
8 days
6 More information Reserve for 889€
The Egadi Islands aboard a brand new catamaran
From 23 May to 30 May
23 May
8 days
2 More information Reserve for 1,100€
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 23 May to 30 May
23 May
8 days
6 More information Reserve for 790€
Explore Southern Sardinia by Catamaran
From 23 May to 30 May
23 May
8 days
8 More information Reserve for 1,330€
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 23 May to 30 May
23 May
8 days
8 More information Reserve for 580€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 23 May to 30 May
23 May
8 days
8 More information Reserve for 1,760€
A week on a sailing boat in the Aeolian Islands
From 23 May to 30 May
23 May
8 days
6 More information Reserve for 508€
All-inclusive sailing holiday in Sicily's Aeolian Islands
From 23 May to 30 May
23 May
8 days
6 More information Reserve for 960€
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo
From 24 May to 28 May
24 May
5 days
6 More information Reserve for 380€
Cabin Charter on a Schooner in Southern Sardinia | 7 Days of Sea, Cuisine, and Tradition
From 24 May to 30 May
24 May
7 days
12 More information Reserve for 1,000€
Four days on a boat between Porto Venere and the Cinque Terre
From 25 May to 29 May
25 May
5 days
6 More information Reserve for 528€
Discovering the Aeolian Islands
From 29 May to 5 Jun
29 May
8 days
6 More information Reserve for 612€
Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago
From 29 May to 27 Jun
29 May
30 days
6 More information Reserve for 950€
Sailing weekend in the north of Sardinia and the south of Corsica
From 29 May to 2 Jun
29 May
5 days
7 More information Reserve for 500€
June 2nd long weekend sailing in Liguria
From 29 May to 2 Jun
29 May
5 days
6 More information Reserve for 528€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 30 May to 6 Jun
30 May
8 days
2 More information Reserve for 3,750€
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
6 More information Reserve for 790€
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
4 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
3 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 1,860€
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 1,050€
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
12 More information Reserve for 1,100€
Sailing weekend in the north of Sardinia and the south of Corsica
From 4 Jun to 7 Jun
4 Jun
4 days
3 More information Reserve for 450€
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
2 More information Reserve for 3,960€
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 4,020€
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€
Sailing cruise to the Egadi Islands
From 6 Jun to 13 Jun
6 Jun
8 days
0 More information No availability
Sailing from the Flegree to the Pontine Islands
From 6 Jun to 12 Jun
6 Jun
7 days
6 More information Reserve for 576€
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 665€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 6 Jun to 13 Jun
6 Jun
8 days
8 More information Reserve for 1,860€
A week on a sailing boat in the Aeolian 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€
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€
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
8 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 790€
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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
9
Valuations
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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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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Discovering Elba Island during an authentic sailing experience: Riccardo, the captain, is extremely hospitable and helpful, even teaching us various skills. We stopped at several spots on the island, especially the Pomonte shipwreck, a must-see!
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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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Super pleasant experience with Carlos and Cynthia showing us all the nooks and crannies of the La Magdalena Archipelago and also south of Tavolara Island.

With his lively company, and his well-planned routes and menu, the week on board flew by.
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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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