Boat holidays in Italy

Choose from 106 experiences

From
1,680€
1,512€

per spot

Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive

Port of departure: Olbia, SS, Italy

Next departure: 29 august · 8 dates available

From 1,680€ 1,512€
From 890€

per spot

Sailing holiday in Sicily, Aeolian Islands

Port of departure: Tonnarella, ME, Italy

Next departure: 12 september · 1 dates available

From 890€
From 590€

per spot

Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica

Port of departure: Cannigione, Sassari, Italie

Next departure: 22 august · 8 dates available

From 590€
From 1,200€

per spot

Cabin Charter on a Schooner in Southern Sardinia | 7 Days of Sea, Cuisine, and Tradition

Port of departure: Carloforte, CI, Italy

Next departure: 23 august · 4 dates available

From 1,200€
From 690€

per spot

Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.

Port of departure: Porto Pignataro, Lipari

2 reviews

Next departure: 22 august · 4 dates available

From 690€
From 2,124€

cabin

A week along the Emerald Coast on a Catamaran with everything included

Port of departure: Olbia, Italy

1 review

Next departure: 12 september · 25 dates available

From 2,124€
From 1,000€

per spot

A week on a boat in Tuscany with a skipper and hostess – relaxation and comfort

Port of departure: Marina di Salivoli, LI, Italy

Next departure: 29 august · 3 dates available

From 1,000€
690€

per spot

6-Day Cruise in Northern Sardinia - La Maddalena and the Costa Smeralda

Port of departure: Porto Massimo, SS, Italy

Next departure: 24 august · 2 dates available

690€
Cancel free up to 15 days before

From 920€

per spot

Sailing cruise with a professional skipper in the Tuscan Archipelago

Port of departure: Punta Ala, GR, Italy

2 reviews

Next departure: 23 august · 1 dates available

From 920€
890€

per spot

Sailing Holiday in Tuscany: Elba, Capraia, and Corsica

Port of departure: San Vincenzo, LI, Italy

Next departure: 19 september

890€
From
690€
621€

per spot

Week in the blue painted blue of the Aeolian Islands

Port of departure: Portorosa, Sicilia

6 reviews

Next departure: 22 august · 2 dates available

From 690€ 621€

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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.

By Alicia Iglesias

18 June, 2026

Calendar of upcoming voyages

Experience	Start	Plazas		Price
Sailing from the Flegree to the Pontine Islands	From 21 Aug to 28 Aug 21 Aug 8 days	6	More information	Reserve for 891€ More information
A week in the Gulf of Naples on an all-inclusive catamaran trip	From 22 Aug to 29 Aug 22 Aug 8 days	0	More information	No availability More information
A week along the Emerald Coast on a Catamaran with everything included	From 22 Aug to 29 Aug 22 Aug 8 days	0	More information	No availability More information
Let's discover the Aeolian Islands together by sailing	From 22 Aug to 29 Aug 22 Aug 8 days	0	More information	No availability More information
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.	From 22 Aug to 29 Aug 22 Aug 8 days	6	More information	Reserve for 1,090€ More information
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica	From 22 Aug to 29 Aug 22 Aug 8 days	8	More information	Reserve for 980€ More information
Sailing for a week in the Aeolian Islands	From 22 Aug to 29 Aug 22 Aug 8 days	0	More information	No availability More information
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive	From 22 Aug to 29 Aug 22 Aug 8 days	0	More information	No availability More information
Sailing holiday in Sicily, Aeolian Islands	From 22 Aug to 29 Aug 22 Aug 8 days	0	More information	No availability More information
Sailing in Calabria and Sicily: from Crotone to Catania with a view of Mount Etna	From 22 Aug to 29 Aug 22 Aug 8 days	4	More information	Reserve for 660€ More information
Week in the blue painted blue of the Aeolian Islands	From 22 Aug to 29 Aug 22 Aug 8 days	8	More information	Reserve for 846€ More information
The Egadi Islands aboard a brand new catamaran	From 22 Aug to 29 Aug 22 Aug 8 days	0	More information	No availability More information
Gulf of Naples in 7 days Capri, Ischia, Procida and the Amalfi Coast.	From 22 Aug to 29 Aug 22 Aug 8 days	6	More information	Reserve for 750€ More information
Capraia and Northern Corsica holidays to Saint Florence	From 22 Aug to 29 Aug 22 Aug 8 days	2	More information	Reserve for 900€ More information
The wild south of Sardinia	From 22 Aug to 29 Aug 22 Aug 8 days	4	More information	Reserve for 850€ More information
Sailing cruise with a professional skipper in the Tuscan Archipelago	From 23 Aug to 30 Aug 23 Aug 8 days	1	More information	Reserve for 920€ More information
Let's sail together in Southern Sardinia	From 23 Aug to 30 Aug 23 Aug 8 days	0	More information	No availability More information
Cabin Charter on a Schooner in Southern Sardinia \| 7 Days of Sea, Cuisine, and Tradition	From 23 Aug to 29 Aug 23 Aug 7 days	3	More information	Reserve for 1,450€ More information
Navigation through the Egadi Islands	From 23 Aug to 30 Aug 23 Aug 8 days	0	More information	No availability More information
Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago	From 23 Aug to 29 Aug 23 Aug 7 days	0	More information	No availability More information
6-Day Cruise in Northern Sardinia - La Maddalena and the Costa Smeralda	From 24 Aug to 30 Aug 24 Aug 7 days	5	More information	Reserve for 690€ More information
A week in the Gulf of Naples on an all-inclusive catamaran trip	From 29 Aug to 5 Sep 29 Aug 8 days	0	More information	No availability More information
A week along the Emerald Coast on a Catamaran with everything included	From 29 Aug to 5 Sep 29 Aug 8 days	0	More information	No availability More information
Let's discover the Aeolian Islands together by sailing	From 29 Aug to 5 Sep 29 Aug 8 days	0	More information	No availability More information
The Egadi Islands aboard a brand new catamaran	From 29 Aug to 5 Sep 29 Aug 8 days	3	More information	Reserve for 1,100€ More information
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.	From 29 Aug to 5 Sep 29 Aug 8 days	6	More information	Reserve for 920€ More information
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica	From 29 Aug to 5 Sep 29 Aug 8 days	8	More information	Reserve for 950€ More information
Sailing from the Flegree to the Pontine Islands	From 29 Aug to 4 Sep 29 Aug 7 days	6	More information	Reserve for 657€ More information
Sailing for a week in the Aeolian Islands	From 29 Aug to 5 Sep 29 Aug 8 days	2	More information	Reserve for 990€ More information
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo	From 29 Aug to 5 Sep 29 Aug 8 days	8	More information	Reserve for 800€ More information
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive	From 29 Aug to 5 Sep 29 Aug 8 days	0	More information	No availability More information
A week on a boat in Tuscany with a skipper and hostess – relaxation and comfort	From 29 Aug to 4 Sep 29 Aug 7 days	6	More information	Reserve for 1,100€ More information
Week in the blue painted blue of the Aeolian Islands	From 29 Aug to 5 Sep 29 Aug 8 days	8	More information	Reserve for 621€ More information
Sailing cruise with a professional skipper in the Tuscan Archipelago	From 29 Aug to 6 Sep 29 Aug 9 days	2	More information	Reserve for 980€ More information
Sailing holiday in Sicily, from Palermo to the Egadi Islands	From 29 Aug to 5 Oct 29 Aug 38 days	5	More information	Reserve for 1,900€ More information
Sailing holiday between Elba, Pianosa, Giglio, Giannutri, and Argentario	From 30 Aug to 5 Sep 30 Aug 7 days	5	More information	Reserve for 1,100€ More information
Cabin Charter on a Schooner in Southern Sardinia \| 7 Days of Sea, Cuisine, and Tradition	From 30 Aug to 5 Sep 30 Aug 7 days	3	More information	Reserve for 1,200€ More information
Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago	From 30 Aug to 5 Sep 30 Aug 7 days	6	More information	Reserve for 900€ More information
Navigation through the Egadi Islands	From 30 Aug to 6 Sep 30 Aug 8 days	0	More information	No availability More information
6-Day Cruise in Northern Sardinia - La Maddalena and the Costa Smeralda	From 31 Aug to 6 Sep 31 Aug 7 days	5	More information	Reserve for 690€ More information
Let's sail together in Southern Sardinia	From 31 Aug to 7 Sep 31 Aug 8 days	6	More information	Reserve for 800€ More information
A week in the Gulf of Naples on an all-inclusive catamaran trip	From 5 Sep to 12 Sep 5 Sep 8 days	0	More information	No availability More information
A week along the Emerald Coast on a Catamaran with everything included	From 5 Sep to 12 Sep 5 Sep 8 days	0	More information	No availability More information
Let's discover the Aeolian Islands together by sailing	From 5 Sep to 12 Sep 5 Sep 8 days	0	More information	No availability More information
Sicily - "Aeolian Islands"	From 5 Sep to 12 Sep 5 Sep 8 days	1	More information	Reserve for 790€ More information
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.	From 5 Sep to 12 Sep 5 Sep 8 days	6	More information	Reserve for 890€ More information
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica	From 5 Sep to 12 Sep 5 Sep 8 days	7	More information	Reserve for 880€ More information
Sailing from the Flegree to the Pontine Islands	From 5 Sep to 11 Sep 5 Sep 7 days	6	More information	Reserve for 657€ More information
Sailing for a week in the Aeolian Islands	From 5 Sep to 12 Sep 5 Sep 8 days	4	More information	Reserve for 990€ More information
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo	From 5 Sep to 12 Sep 5 Sep 8 days	0	More information	No availability More information
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive	From 5 Sep to 12 Sep 5 Sep 8 days	0	More information	No availability More information
A week on a boat in Tuscany with a skipper and hostess – relaxation and comfort	From 5 Sep to 11 Sep 5 Sep 7 days	6	More information	Reserve for 1,100€ More information
Week in the blue painted blue of the Aeolian Islands	From 5 Sep to 12 Sep 5 Sep 8 days	8	More information	Reserve for 690€ More information
Catamaran holiday in the Egadi Islands aboard an Astrea 42	From 5 Sep to 12 Sep 5 Sep 8 days	8	More information	Reserve for 1,100€ More information
Capraia and Northern Corsica holidays to Saint Florence	From 5 Sep to 12 Sep 5 Sep 8 days	8	More information	Reserve for 900€ More information
Cabin Charter on a Schooner in Southern Sardinia \| 7 Days of Sea, Cuisine, and Tradition	From 6 Sep to 12 Sep 6 Sep 7 days	12	More information	Reserve for 1,300€ More information
Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago	From 6 Sep to 12 Sep 6 Sep 7 days	6	More information	Reserve for 900€ More information
Navigation through the Egadi Islands	From 6 Sep to 13 Sep 6 Sep 8 days	3	More information	Reserve for 585€ More information
6-Day Cruise in Northern Sardinia - La Maddalena and the Costa Smeralda	From 7 Sep to 13 Sep 7 Sep 7 days	5	More information	Reserve for 690€ More information
A week in the Gulf of Naples on an all-inclusive catamaran trip	From 12 Sep to 19 Sep 12 Sep 8 days	0	More information	No availability More information
A week along the Emerald Coast on a Catamaran with everything included	From 12 Sep to 19 Sep 12 Sep 8 days	2	More information	Reserve for 4,480€ More information
Let's discover the Aeolian Islands together by sailing	From 12 Sep to 19 Sep 12 Sep 8 days	6	More information	Reserve for 700€ More information
Sicily - "Aeolian Islands"	From 12 Sep to 19 Sep 12 Sep 8 days	4	More information	Reserve for 775€ More information
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.	From 12 Sep to 19 Sep 12 Sep 8 days	6	More information	Reserve for 790€ More information
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica	From 12 Sep to 19 Sep 12 Sep 8 days	8	More information	Reserve for 850€ More information
Sailing for a week in the Aeolian Islands	From 12 Sep to 19 Sep 12 Sep 8 days	0	More information	No availability More information
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo	From 12 Sep to 19 Sep 12 Sep 8 days	8	More information	Reserve for 750€ More information
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive	From 12 Sep to 19 Sep 12 Sep 8 days	8	More information	Reserve for 1,674€ More information
Sailing holiday in Sicily, Aeolian Islands	From 12 Sep to 19 Sep 12 Sep 8 days	0	More information	No availability More information
A week on a boat in Tuscany with a skipper and hostess – relaxation and comfort	From 12 Sep to 18 Sep 12 Sep 7 days	6	More information	Reserve for 1,000€ More information
Catamaran holiday in the Egadi Islands aboard an Astrea 42	From 12 Sep to 19 Sep 12 Sep 8 days	0	More information	No availability More information
Let's sail together in Southern Sardinia	From 12 Sep to 16 Sep 12 Sep 5 days	0	More information	No availability More information
Cabin Charter on a Schooner in Southern Sardinia \| 7 Days of Sea, Cuisine, and Tradition	From 13 Sep to 19 Sep 13 Sep 7 days	12	More information	Reserve for 1,300€ More information
Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago	From 13 Sep to 19 Sep 13 Sep 7 days	6	More information	Reserve for 850€ More information
A week in the Gulf of Naples on an all-inclusive catamaran trip	From 19 Sep to 26 Sep 19 Sep 8 days	0	More information	No availability More information
A week along the Emerald Coast on a Catamaran with everything included	From 19 Sep to 26 Sep 19 Sep 8 days	8	More information	Reserve for 2,124€ More information
Let's discover the Aeolian Islands together by sailing	From 19 Sep to 26 Sep 19 Sep 8 days	6	More information	Reserve for 700€ More information
Sicily - "Aeolian Islands"	From 19 Sep to 26 Sep 19 Sep 8 days	4	More information	Reserve for 750€ More information
The Egadi Islands aboard a brand new catamaran	From 19 Sep to 26 Sep 19 Sep 8 days	0	More information	No availability More information
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.	From 19 Sep to 26 Sep 19 Sep 8 days	6	More information	Reserve for 690€ More information
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica	From 19 Sep to 26 Sep 19 Sep 8 days	8	More information	Reserve for 800€ More information
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive	From 19 Sep to 26 Sep 19 Sep 8 days	8	More information	Reserve for 1,674€ More information
Sailing holiday in Sicily, Aeolian Islands	From 19 Sep to 26 Sep 19 Sep 8 days	4	More information	Reserve for 890€ More information
Sailing Holiday in Tuscany: Elba, Capraia, and Corsica	From 19 Sep to 26 Sep 19 Sep 8 days	3	More information	Reserve for 890€ More information
A week on a boat in Tuscany with a skipper and hostess – relaxation and comfort	From 19 Sep to 25 Sep 19 Sep 7 days	6	More information	Reserve for 1,000€ More information
Discovering the Aeolian Islands on a Bali 5.4 catamaran	From 19 Sep to 26 Sep 19 Sep 8 days	10	More information	Reserve for 1,480€ More information
Cabin Charter on a Schooner in Southern Sardinia \| 7 Days of Sea, Cuisine, and Tradition	From 20 Sep to 26 Sep 20 Sep 7 days	12	More information	Reserve for 1,200€ More information
Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago	From 20 Sep to 31 Oct 20 Sep 42 days	6	More information	Reserve for 650€ More information
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 More information
A week along the Emerald Coast on a Catamaran with everything included	From 26 Sep to 3 Oct 26 Sep 8 days	4	More information	Reserve for 3,370€ More information
Let's discover the Aeolian Islands together by sailing	From 26 Sep to 3 Oct 26 Sep 8 days	5	More information	Reserve for 700€ More information
Sicily - "Aeolian Islands"	From 26 Sep to 3 Oct 26 Sep 8 days	6	More information	Reserve for 699€ More information
The Egadi Islands aboard a brand new catamaran	From 26 Sep to 3 Oct 26 Sep 8 days	8	More information	Reserve for 950€ More information
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica	From 26 Sep to 3 Oct 26 Sep 8 days	8	More information	Reserve for 950€ More information
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€ More information
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€ More information
Let's discover the Aeolian Islands together by sailing	From 3 Oct to 10 Oct 3 Oct 8 days	8	More information	Reserve for 700€ More information
Sicily - "Aeolian Islands"	From 3 Oct to 10 Oct 3 Oct 8 days	4	More information	Reserve for 699€ More information
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 More information
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€ More information

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