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Cooking service onboard yacht sailing holidays & tours in Italy

Discover more than 25 opportunities to get on board a Cooking service onboard adventure in Italy. A unique experience with a local skipper, starting at €350 a week.

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5.0

Tuscany & Corsica in the program pure energy on 18 meters of splendor !!

Italy: Tuscany

6 days - 7 nights

3 departures available

August - September

Starting from

€900

€810

Per person

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4.9

Aeolian Islands by catamaran, professional skipper/hostess, what else?

Italy: Aeolian Islands

6 days - 7 nights

3 departures available

August - September

Starting from

€870

Per person

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4.6

Premium

Catamaran cruise in Sardinia & Corsica with chef - full board (per cabin)

Italy: Northern Sardinia

7 days - 7 nights

5 departures available

August - November

Starting from

€1,455

€1,382

Per person

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5.0

Super!

Southern Sardinia on a beautiful 16m boat with HOSTESS

Italy: Southern Sardinia

7 days - 7 nights

One departure available

August

€1,500

€1,350

Per person

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4.8

Super!

3 days - Sorrento, Capri, Positano, Amalfi - Luxury Sailing Yacht

Italy: Naples & Amalfi Coast

3 days - 2 nights

16 departures available

August - October

Starting from

€1,325

Per person

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4.8

Super!

Capri and Amalfi Coast by catamaran - ALL INCLUSIVE

Italy: Naples & Amalfi Coast

3 days - 2 nights

3 departures available

September - October

Starting from

€1,800

Per person

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4.8

Super!

Egadi Islands by catamaran with stewardess and cook on board

Italy: Aegadian islands

7 days - 7 nights

2 departures available

September

Starting from

€1,100

Per person

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4.8

Fabulous Egadi Islands by catamaran - Stewardess on board

Italy: Aegadian islands

7 days - 7 nights

One departure available

August - September

€1,300

Per person

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4.8

Sail to the Aeolian Islands with an experienced crew on a catamaran!

Italy: Aeolian Islands

6 days - 7 nights

3 departures available

August - September

Starting from

€950

€760

Per person

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4.8

All Inclusive Tour: Capri, Amalfi, Cetara, and Sorrento

Italy: Naples & Amalfi Coast

5 days - 5 nights

One departure available

August

€1,115

Per person

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4.3

Elba, all the colors of the big blue - Stewardess on board - 3 Cab/ 3 Bathrooms

Italy: Tuscany

5 days - 6 nights

2 departures available

August - September

Starting from

€750

Per person

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5.0

Overwhelmed by an unusual destiny in the blue sea of Corsica

Italy: Tuscany

6 days - 7 nights

One departure available

August - September

€700

Per person

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Get onboard solo, with your family or your friends

Get onboard solo, with your family or your friends

Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.

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Find out before you book who's waiting for you on board

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Sailing holidays that suit all budgets

Sailing holidays that suit all budgets

On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.

Reviews - Cooking service onboard yacht sailing holidays & tours in Italy

774 reviews

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Aeolian Islands - A week on a sailing boat with skipper and assistant

08/20/2025

Rosamaria S.

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Italy

Our week aboard the [hidden] was an unforgettable experience among the beauties of the Aeolian Islands. Luigi, an experienced skipper and talented engineer, guided us with safety and flexibility, ensuring suggestive stops and safe anchorages at all times. The boat, a vintage-style 13-meter boat with fine wood finishes, is comfortable and well organized: optimized spaces, four versatile cabins and a welcoming dinette allow you to live life on board with the right balance between sportiness and comfort. An added value is represented by Enrico, Luigi's son and architect of naval interiors: in addition to being a skilled navigator, he has proved to be an authentic "director of on-board hotel services", capable of combining logistics, hospitality and cuisine of the highest level. Breakfasts, lunches and aperitifs prepared with the freshest local raw materials – often fish of the day – made every convivial moment special. The familiar and informal atmosphere was the common thread of the cruise, although disembarkations can sometimes be uncomfortable due to the small rowing tender, as the engine supplied is inadequate for shallow waters. The absence of adequate safety accessories (lights, dedicated life jackets) generated significant critical issues in the evening, in a context of autonomous management of the tender by us guests and with not completely calm seas. Despite this not small problem, the rule of always dining on land and independently (necessary to guarantee the team a well-deserved break) has always proved to be a winning choice, allowing you to fully appreciate the picturesque seaside villages and above all the tasty Aeolian cuisine. In summary, despite some small technical limitations, the cruise with Luigi and Enrico remains a unique experience that combines sailing, nature, gastronomy and authentic hospitality. An adventure that we recommend to those who love the sea, the wind and the authentic charm of sailing.
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EOLIE con hostess/cuoca BARCA 16,5 mt esclusiva x6 persone

08/19/2025

Piera D.

-

Italy

The professionalism and hospitality of Marco and Vale made this experience unique and exciting! A duo that led me among the most evocative views of the Aeolian Islands, allowing me to admire the explosive activity of Stromboli and, after a pleasant night navigation, to wake up in the roadstead to the most paradisiacal bays of Salina and Lipari. The trip was entirely dedicated to relaxation and "slow life", being the rhythms managed in a relaxed way in accordance with the needs of the crew and, of course, meteorological conditions. A particular credit goes to Vale for the LOVE with which he first selected the excellent raw materials and then prepared exquisite recipes and aperitifs. As for Marco, what can I say, a REAL sailor, with a contagious smile and a mastery of sailing that instilled an atmosphere of serenity and confidence from the first moment. The common areas and the cabin were comfortable, I found the boat clean and tidy. The excursions were very pleasant, which allowed us to experience the islands and create further moments of sharing and fun. My first sailing experience will remain among my best memories especially thanks to Vale and Marco's infinite passion for the sea, and the fact that they made it wisely accessible with their profession.
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EOLIE con hostess/cuoca BARCA 16,5 mt esclusiva x6 persone

08/18/2025

Elena F.

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Italy

Six days with Marco & Valentina were like being among friends, family. In addition to being fantastic hosts (and excellent skippers), they put you at ease in maximum safety. The boat is spacious and clean, you can see the attention to detail. And Vale is an excellent cook! I recommend this holiday to those who love simplicity, in magical places.
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Cruise Elba, North Corsica, Capraia PROFESSIONAL SKIPPER COOK

08/18/2025

Irene P.

-

Italy

Riccardo and Enea were incredible hosts. Well organized trip, ready for any eventuality and super nice!

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