Boat holidays in Italy

Choose from 114 experiences

From 730€

per spot

Sailing Holiday in Sardinia and the Strait of Bonifacio, 50 Feet

Port of departure: Olbia, Province of Gallura North-East Sardinia, Italy

Next departure: 5 july · 5 dates available

From 730€
From
1,680€
1,470€

per spot

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

Port of departure: Olbia, SS, Italy

Next departure: 27 june · 14 dates available

From 1,680€ 1,470€
From
800€
720€

per spot

Sailing in Southern Sardinia

Port of departure: Cagliari, CA, Italy

Next departure: 8 august · 2 dates available

From 800€ 720€
Cancel free up to 15 days before

From
650€
585€

per spot

A week on a sailing boat in the Aeolian Islands

Port of departure: Capo d'Orlando, ME, Italy

Next departure: 18 july

From 650€ 585€
From 890€

per spot

All-inclusive sailing holiday in Sicily's Aeolian Islands

Port of departure: Tonnarella, ME, Italy

Next departure: 1 august · 3 dates available

From 890€
From 590€

per spot

Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica

Port of departure: Cannigione, Sassari, Italie

Next departure: 27 june · 16 dates available

From 590€
From 2,287€

cabin

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

Port of departure: Olbia, Italy

1 review

Next departure: 11 july · 10 dates available

From 2,287€
From 600€

per spot

Let's discover the Aeolian Islands together by sailing

Port of departure: Furnari, ME, Italy

1 review

Next departure: 27 june · 11 dates available

From 600€
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: 27 june · 12 dates available

From 1,000€
From 2,244€

cabin

A week in the Gulf of Naples on an all-inclusive catamaran trip

Port of departure: Pozzuoli, Metropolitan City of N

1 review

Next departure: 11 july · 10 dates available

From 2,244€
From 890€

per spot

Sailing holidays in Tuscany: Elba, Capraia, and Corsica all-inclusive

Port of departure: San Vincenzo, LI, Italy

Next departure: 29 august · 2 dates available

From 890€

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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 26 Jun to 2 Jul 26 Jun 7 days	0	More information	No availability More information
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 More information
Let's discover the Aeolian Islands together by sailing	From 27 Jun to 4 Jul 27 Jun 8 days	6	More information	Reserve for 600€ More information
The Egadi Islands aboard a brand new catamaran	From 27 Jun to 4 Jul 27 Jun 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 27 Jun to 4 Jul 27 Jun 8 days	6	More information	Reserve for 790€ More information
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica	From 27 Jun to 4 Jul 27 Jun 8 days	1	More information	Reserve for 930€ More information
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo	From 27 Jun to 4 Jul 27 Jun 8 days	0	More information	No availability More information
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive	From 27 Jun to 4 Jul 27 Jun 8 days	6	More information	Reserve for 1,470€ More information
A week on a boat in Tuscany with a skipper and hostess – relaxation and comfort	From 27 Jun to 3 Jul 27 Jun 7 days	6	More information	Reserve for 1,100€ More information
Sailing cruise with a professional skipper in the Tuscan Archipelago	From 28 Jun to 5 Jul 28 Jun 8 days	0	More information	No availability More information
Sailing holiday between Elba, Pianosa, Giglio, Giannutri, and Argentario	From 28 Jun to 4 Jul 28 Jun 7 days	6	More information	Reserve for 1,050€ More information
Cabin Charter on a Schooner in Southern Sardinia \| 7 Days of Sea, Cuisine, and Tradition	From 28 Jun to 4 Jul 28 Jun 7 days	0	More information	No availability More information
Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago	From 28 Jun to 4 Jul 28 Jun 7 days	6	More information	Reserve for 930€ More information
We discover the world – Amalfi Coast, Capri, Stromboli to Syracuse	From 28 Jun to 6 Jul 28 Jun 9 days	1	More information	Reserve for 860€ More information
Sailing holiday in the north of Sardinia and the south of Corsica	From 28 Jun to 5 Jul 28 Jun 8 days	3	More information	Reserve for 450€ More information
Sail around the north of Sardinia — La Maddalena	From 30 Jun to 5 Jul 30 Jun 6 days	4	More information	Reserve for 807€ More information
Sailing from the Flegree to the Pontine Islands	From 3 Jul to 9 Jul 3 Jul 7 days	6	More information	Reserve for 657€ More information
A week in the Gulf of Naples on an all-inclusive catamaran trip	From 4 Jul to 11 Jul 4 Jul 8 days	0	More information	No availability More information
A week along the Emerald Coast on a Catamaran with everything included	From 4 Jul to 11 Jul 4 Jul 8 days	0	More information	No availability More information
Let's discover the Aeolian Islands together by sailing	From 4 Jul to 11 Jul 4 Jul 8 days	4	More information	Reserve for 700€ More information
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.	From 4 Jul to 11 Jul 4 Jul 8 days	0	More information	No availability More information
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica	From 4 Jul to 11 Jul 4 Jul 8 days	5	More information	Reserve for 950€ More information
Sailing for a week in the Aeolian Islands	From 4 Jul to 11 Jul 4 Jul 8 days	0	More information	No availability More information
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive	From 4 Jul to 11 Jul 4 Jul 8 days	2	More information	Reserve for 1,960€ More information
Sailing and swimming in the La Maddalena archipelago	From 4 Jul to 11 Jul 4 Jul 8 days	7	More information	Reserve for 840€ More information
A week on a boat in Tuscany with a skipper and hostess – relaxation and comfort	From 4 Jul to 10 Jul 4 Jul 7 days	6	More information	Reserve for 1,100€ More information
Week in the blue painted blue of the Aeolian Islands	From 4 Jul to 11 Jul 4 Jul 8 days	8	More information	Reserve for 807€ More information
Sailing cruise with a professional skipper in the Tuscan Archipelago	From 5 Jul to 12 Jul 5 Jul 8 days	0	More information	No availability More information
Sail around the north of Sardinia — La Maddalena	From 5 Jul to 10 Jul 5 Jul 6 days	0	More information	No availability More information
Cabin Charter on a Schooner in Southern Sardinia \| 7 Days of Sea, Cuisine, and Tradition	From 5 Jul to 11 Jul 5 Jul 7 days	4	More information	Reserve for 1,400€ More information
Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago	From 5 Jul to 11 Jul 5 Jul 7 days	6	More information	Reserve for 950€ More information
Sailing holiday in the north of Sardinia and the south of Corsica	From 5 Jul to 12 Jul 5 Jul 8 days	2	More information	Reserve for 950€ More information
Sailing Holiday in Sardinia and the Strait of Bonifacio, 50 Feet	From 5 Jul to 12 Jul 5 Jul 8 days	1	More information	Reserve for 730€ More information
Four beautiful days sailing between Elba and Capraia	From 6 Jul to 10 Jul 6 Jul 5 days	3	More information	Reserve for 528€ More information
We discover the world: From Syracuse via Calabria to Corfu	From 7 Jul to 17 Jul 7 Jul 11 days	8	More information	Reserve for 1,026€ More information
Sailing from the Flegree to the Pontine Islands	From 10 Jul to 16 Jul 10 Jul 7 days	6	More information	Reserve for 657€ More information
Sail around the north of Sardinia — La Maddalena	From 10 Jul to 15 Jul 10 Jul 6 days	0	More information	No availability More information
A week in the Gulf of Naples on an all-inclusive catamaran trip	From 11 Jul to 18 Jul 11 Jul 8 days	4	More information	Reserve for 2,636€ More information
A week along the Emerald Coast on a Catamaran with everything included	From 11 Jul to 18 Jul 11 Jul 8 days	2	More information	Reserve for 4,941€ More information
Let's discover the Aeolian Islands together by sailing	From 11 Jul to 18 Jul 11 Jul 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 11 Jul to 18 Jul 11 Jul 8 days	0	More information	No availability More information
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica	From 11 Jul to 18 Jul 11 Jul 8 days	8	More information	Reserve for 950€ More information
Sailing for a week in the Aeolian Islands	From 11 Jul to 18 Jul 11 Jul 8 days	0	More information	No availability More information
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo	From 11 Jul to 18 Jul 11 Jul 8 days	3	More information	Reserve for 800€ More information
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive	From 11 Jul to 18 Jul 11 Jul 8 days	0	More information	No availability More information
Sailing and swimming in the La Maddalena archipelago	From 11 Jul to 18 Jul 11 Jul 8 days	8	More information	Reserve for 940€ More information
A week on a boat in Tuscany with a skipper and hostess – relaxation and comfort	From 11 Jul to 17 Jul 11 Jul 7 days	6	More information	Reserve for 1,100€ More information
Week in the blue painted blue of the Aeolian Islands	From 11 Jul to 18 Jul 11 Jul 8 days	8	More information	Reserve for 807€ More information
Sailing cruise with a professional skipper in the Tuscan Archipelago	From 12 Jul to 19 Jul 12 Jul 8 days	0	More information	No availability More information
Sailing holiday between Elba, Pianosa, Giglio, Giannutri, and Argentario	From 12 Jul to 18 Jul 12 Jul 7 days	6	More information	Reserve for 1,100€ More information
Cabin Charter on a Schooner in Southern Sardinia \| 7 Days of Sea, Cuisine, and Tradition	From 12 Jul to 18 Jul 12 Jul 7 days	0	More information	No availability More information
Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago	From 12 Jul to 18 Jul 12 Jul 7 days	4	More information	Reserve for 980€ More information
Sailing holiday in the north of Sardinia and the south of Corsica	From 12 Jul to 19 Jul 12 Jul 8 days	8	More information	Reserve for 1,050€ More information
Four beautiful days sailing between Elba and Capraia	From 13 Jul to 17 Jul 13 Jul 5 days	6	More information	Reserve for 528€ More information
Sail around the north of Sardinia — La Maddalena	From 15 Jul to 20 Jul 15 Jul 6 days	0	More information	No availability More information
Sailing from the Flegree to the Pontine Islands	From 17 Jul to 23 Jul 17 Jul 7 days	3	More information	Reserve for 657€ More information
A week in the Gulf of Naples on an all-inclusive catamaran trip	From 18 Jul to 25 Jul 18 Jul 8 days	6	More information	Reserve for 4802.5€ More information
A week along the Emerald Coast on a Catamaran with everything included	From 18 Jul to 25 Jul 18 Jul 8 days	2	More information	Reserve for 5,650€ More information
Let's discover the Aeolian Islands together by sailing	From 18 Jul to 25 Jul 18 Jul 8 days	0	More information	No availability More information
The Egadi Islands aboard a brand new catamaran	From 18 Jul to 25 Jul 18 Jul 8 days	8	More information	Reserve for 1,200€ More information
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.	From 18 Jul to 25 Jul 18 Jul 8 days	2	More information	Reserve for 920€ More information
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica	From 18 Jul to 25 Jul 18 Jul 8 days	8	More information	Reserve for 950€ More information
Sailing for a week in the Aeolian Islands	From 18 Jul to 25 Jul 18 Jul 8 days	0	More information	No availability More information
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo	From 18 Jul to 25 Jul 18 Jul 8 days	1	More information	Reserve for 850€ More information
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive	From 18 Jul to 25 Jul 18 Jul 8 days	4	More information	Reserve for 2,260€ More information
A week on a boat in Tuscany with a skipper and hostess – relaxation and comfort	From 18 Jul to 24 Jul 18 Jul 7 days	6	More information	Reserve for 1,100€ More information
The Emerald Coast by sailboat	From 18 Jul to 25 Jul 18 Jul 8 days	8	More information	Reserve for 846€ More information
A week on a sailing boat in the Aeolian Islands	From 18 Jul to 25 Jul 18 Jul 8 days	1	More information	Reserve for 585€ More information
Week in the blue painted blue of the Aeolian Islands	From 18 Jul to 25 Jul 18 Jul 8 days	8	More information	Reserve for 893€ More information
Sailing cruise with a professional skipper in the Tuscan Archipelago	From 19 Jul to 26 Jul 19 Jul 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 19 Jul to 25 Jul 19 Jul 7 days	12	More information	Reserve for 1,450€ More information
Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago	From 19 Jul to 25 Jul 19 Jul 7 days	6	More information	Reserve for 980€ More information
Sailing holiday in the north of Sardinia and the south of Corsica	From 19 Jul to 26 Jul 19 Jul 8 days	0	More information	No availability More information
Sailing Holiday in Sardinia and the Strait of Bonifacio, 50 Feet	From 19 Jul to 26 Jul 19 Jul 8 days	3	More information	Reserve for 750€ More information
Sail around the north of Sardinia — La Maddalena	From 20 Jul to 25 Jul 20 Jul 6 days	2	More information	Reserve for 855€ More information
Four beautiful days sailing between Elba and Capraia	From 20 Jul to 24 Jul 20 Jul 5 days	6	More information	Reserve for 528€ More information
Sailing from the Flegree to the Pontine Islands	From 24 Jul to 30 Jul 24 Jul 7 days	4	More information	Reserve for 657€ More information
A week in the Gulf of Naples on an all-inclusive catamaran trip	From 25 Jul to 1 Aug 25 Jul 8 days	4	More information	Reserve for 4802.5€ More information
Let's discover the Aeolian Islands together by sailing	From 25 Jul to 1 Aug 25 Jul 8 days	8	More information	Reserve for 700€ More information
The Egadi Islands aboard a brand new catamaran	From 25 Jul to 1 Aug 25 Jul 8 days	8	More information	Reserve for 1,300€ More information
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.	From 25 Jul to 1 Aug 25 Jul 8 days	2	More information	Reserve for 920€ More information
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica	From 25 Jul to 1 Aug 25 Jul 8 days	8	More information	Reserve for 980€ More information
Sailing for a week in the Aeolian Islands	From 25 Jul to 1 Aug 25 Jul 8 days	0	More information	No availability More information
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo	From 25 Jul to 1 Aug 25 Jul 8 days	3	More information	Reserve for 900€ More information
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive	From 25 Jul to 1 Aug 25 Jul 8 days	2	More information	Reserve for 2,260€ More information
The Gulf of Orosei Olbia - Cagliari one way	From 25 Jul to 1 Aug 25 Jul 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 25 Jul to 31 Jul 25 Jul 7 days	6	More information	Reserve for 1,200€ More information
A week on a sailing boat in the Aeolian Islands	From 25 Jul to 1 Aug 25 Jul 8 days	0	More information	No availability More information
Week in the blue painted blue of the Aeolian Islands	From 25 Jul to 1 Aug 25 Jul 8 days	8	More information	Reserve for 893€ More information
Sailing cruise with a professional skipper in the Tuscan Archipelago	From 26 Jul to 2 Aug 26 Jul 8 days	0	More information	No availability More information
Sailing holiday between Elba, Pianosa, Giglio, Giannutri, and Argentario	From 26 Jul to 1 Aug 26 Jul 7 days	6	More information	Reserve for 1,150€ More information
Cabin Charter on a Schooner in Southern Sardinia \| 7 Days of Sea, Cuisine, and Tradition	From 26 Jul to 1 Aug 26 Jul 7 days	1	More information	Reserve for 1,450€ More information
Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago	From 26 Jul to 1 Aug 26 Jul 7 days	6	More information	Reserve for 1,050€ More information
Sailing holiday in the north of Sardinia and the south of Corsica	From 26 Jul to 2 Aug 26 Jul 8 days	2	More information	Reserve for 1,150€ More information
A week of sailing and sea between Corsica and Sardinia	From 26 Jul to 1 Aug 26 Jul 7 days	6	More information	Reserve for 882€ More information
6-day all-inclusive sailing trip between Procida, Capri, and the Amalfi Coast	From 27 Jul to 1 Aug 27 Jul 6 days	6	More information	Reserve for 1,250€ More information
Sailing from the Flegree to the Pontine Islands	From 31 Jul to 6 Aug 31 Jul 7 days	6	More information	Reserve for 765€ More information
A week in the Gulf of Naples on an all-inclusive catamaran trip	From 1 Aug to 8 Aug 1 Aug 8 days	6	More information	Reserve for 5023.5€ More information
A week along the Emerald Coast on a Catamaran with everything included	From 1 Aug to 8 Aug 1 Aug 8 days	2	More information	Reserve for 5,960€ More information
Let's discover the Aeolian Islands together by sailing	From 1 Aug to 8 Aug 1 Aug 8 days	0	More information	No availability More information

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