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Family sailing cruises yacht sailing holidays & tours in Italy

Discover more than 27 opportunities to get on board a Family sailing cruises adventure in Italy. A unique experience with a local skipper, starting at €350 a week.

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4.8

Super!

Sardinia and Corsica on a 17-metre sailboat with 4 cabins and 4 bathrooms

Italy: Northern Sardinia

6 days - 7 nights

13 departures available

June - September

Starting from

€680

Per person

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4.8

Super!

Sardinia and Corsica on a Classic Sailing Ship 4 cabins plus crew

Italy: Northern Sardinia

6 days - 7 nights

12 departures available

June - September

Starting from

€550

€523

Per person

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4.7

Whale watching cruise with WWF guide on an 18-meter schooner between Tuscany and Corsica

Italy: Tuscany

6 days - 6 nights

5 departures available

June - September

Starting from

€999

€949

Per person

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4.8

Super!

All in the family: 5 days between Elba and Capraia on a 17m boat - 2 boats in company

Italy: Tuscany

5 days - 4 nights

9 departures available

June - September

Starting from

€490

€466

Per person

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4.7

Whale watching cruise with WWF guide between Northern Corsica and the Tuscan Archipelago

Italy: Tuscany

6 days - 7 nights

4 departures available

July - August

Starting from

€1,094

Per person

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4.9

Aeolian Islands: between sea and authentic flavours

Italy: Aeolian Islands

7 days - 7 nights

19 departures available

May - November

Starting from

€600

€540

Per person

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5.0

Super!

On board with the chef at the Egadi Islands

Italy: Aegadian islands

7 days - 7 nights

5 departures available

July - August

Starting from

€850

€765

Per person

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4.7

Whale watching mini-cruise in the Pelagos Sanctuary with WWF guide

Italy: Liguria

4 days - 4 nights

One departure available

September

€609

€579

Per person

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4.9

Super!

On holiday with Dad to discover Elba and Capraia

Italy: Tuscany

4 days - 4 nights

3 departures available

June

€400

Per person

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4.7

Long weekend of whale watching with WWF guide on an 18-meter schooner

Italy: Tuscany

3 days - 3 nights

2 departures available

September

Starting from

€441

€419

Per person

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5.0

Super!

3-day sailing between Olbia and Golfo Aranci

Italy: Northern Sardinia

3 days - 3 nights

One departure available

July

€450

Per person

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4.9

Super!

Midweek between Elba and Capraia

Italy: Tuscany

4 days - 4 nights

2 departures available

September

€400

Per person

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Reviews - Family sailing cruises yacht sailing holidays & tours in Italy

379 reviews

1st May: Whale watching expedition with WWF guide on an 18-meter schooner

05/6/2026

rosanna b.

-

IT

I am satisfied with the knowledge that Laura has transmitted to us about cetaceans, dolphins etc. the knowledge on where and how they live on what they feed and what we humans could do if we were human, to help them live better, the explanations were very simple but effective and clear Laura is very competent in the subject. Pleasant destinations for the search for cetaceans, hearing their chatter through the headphones was very pleasant. The crew helpful, the boat a little too spartan. overall it was a good experience.
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1st May: Whale watching expedition with WWF guide on an 18-meter schooner

05/5/2026

Patrizia A.

Everything was beautiful, except for the management of drinking water which seriously worried me.

1st May: Whale watching expedition with WWF guide on an 18-meter schooner

05/5/2026

Diego M.

-

IT

A beautiful experience, I would do it again 1000 times. Starting from the beauty of the boat, to hospitality and the possibility of being able to actively collaborate in daily activities. The presence of hydrophones on board is very interesting. Awesome people and great experience!
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1st May: Whale watching expedition with WWF guide on an 18-meter schooner

05/4/2026

Marzia L.

-

IT

Unique experience! Laura is a fantastic guide and communicator! We heard the clicks of sperm whales that were probably hunting deep under our boat, crossed paths with a turtle and discovered many secrets about cetaceans. I highly recommend this holiday. The schooner that hosted us is mostly built of wood, so it seems to be on a pirate boat! Particular mention for the two sailors Melissa and Alejandro, two really talented and empathetic guys. Thank you and fair winds!

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