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Cooking service onboard yacht sailing holidays & tours in Italy

Discover more than 35 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

Super!

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

Italy: Aeolian Islands

7 days - 7 nights

2 departures available

July - August

Starting from

€935

€748

Per person

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4.7

Premium

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

Italy: Northern Sardinia

7 days - 7 nights

8 departures available

August - November

Starting from

€1,455

€1,382

Per person

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4.8

Super!

Aeolian Islands: wellness, taste, fun with fabulous cook on board

Italy: Aeolian Islands

7 days - 7 nights

3 departures available

July - August

Starting from

€910

€819

Per person - min 2 pax

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4.8

Super!

Lampedusa, Lampione and Linosa among magical colors

Italy: Pantelleria and Lampedusa

7 days - 7 nights

One departure available

July - August

€679

€543

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

July

Starting from

€1,200

€1,080

Per person

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5.0

Super!

Tour of Elba and Capraia on a Catamaran

Italy: Tuscany

7 days - 6 nights

4 departures available

July - August

Starting from

€1,100

€935

Per person

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4.8

Super!

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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4.8

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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5.0

Super!

A fantastic day on a boat in the blue sea of Tuscany

Italy: Tuscany

1 day - 0 nights

27 departures available

August

€145

Per person

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4.8

Super!

All Inclusive: Procida, Capri, Positano, Amalfi, Cetara, Sorrento

Italy: Naples & Amalfi Coast

6 days - 6 nights

3 departures available

July - September

Starting from

€1,385

€1,316

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

25 departures available

July - 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

5 departures available

July - October

Starting from

€1,800

Per person

Why book a holiday with Sailsquare?

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The world's largest marketplace for sailing holidays

80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.

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.

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

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

Find out more about the skipper and travellers who have already booked the holiday, to find out more about the

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

709 reviews

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Week of sailing and sea between the Tuscan Archipelago and Corsica with Hostess

07/8/2025

sonia s.

-

Italy

-I spent a wonderful holiday with Paolo and Bianca. They are very kind, very nice, Bianca is a very good cook. They are very helpful . My first experience on a sailing boat was very pleasant. I saw beautiful places, coves that otherwise I could not have seen except by boat. I highly recommend a holiday with Paolo and Bianca
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Cruise Elba, North Corsica, Capraia PROFESSIONAL SKIPPER COOK

07/7/2025

Eugenia D.

-

Italy

Great experience, great service, very good food and safety on board
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All Inclusive Tour: Capri, Amalfi, Cetara, and Sorrento

07/6/2025

Sasa G.

-

Slovenia

We were a group of five women and Alessandro took us to all the beautiful places we had hoped to see. From the start, we felt completely safe and well looked after. He was kind, discreet, and attentive, always making sure we were comfortable and enjoying ourselves. Thanks to Alessandro, we experienced some truly magical moments and places.
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Egadi Islands, Zingaro Nature Reserve, San Vito Lo Capo - Stewardess on board

07/6/2025

Alessandro M.

-

Italy

We have just concluded a week's sailing holiday among the magnificent Egadi Islands (me, my wife and my 10 year old daughter) and I couldn't be more excited to share my experience to say the least perfect! If you are looking for the ideal mix of adventure, relaxation and impeccable service, this is the option for you. The real strength of this experience was the team on board. The skipper, with his deep knowledge of the waters and islands, guided us with mastery, ensuring safe and enjoyable sailing. His preparation was evident in every maneuver and in his ability to tell anecdotes and curiosities about the places we visited, enriching each stage of our journey. We have always felt in safe and competent hands. Equally exceptional was the hostess, a simply precious figure. His thoughtfulness and attention to every detail made our stay on board extremely comfortable. From morning to evening, she was always available and attentive to our needs, often anticipating our desires with a smile. The atmosphere on board was always serene and welcoming, thanks also to his professionalism and his ability to make everyone feel at ease. But what made this holiday really special was the perfect balance between sailing and life at sea. We never felt rushed, let alone bored. Each day was a well-balanced succession of breathtaking sailing, where we could enjoy the wind in our hair and unforgettable views, and long stops in enchanting coves. We had plenty of time to dive into crystal clear waters, snorkel in seabeds full of life, explore hidden caves and simply relax under the sun, lulled by the waves. There was never the feeling of having to "run" from one place to another, but rather of savoring every moment. In summary, this sailing holiday in the Egadi Islands was a real dream and exceeded all expectations. I highly recommend it to anyone who wants an unforgettable experience in the heart of the Mediterranean.

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