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Courses & regatta yacht sailing holidays & tours in Venice and the Gulf of Trieste

Discover more than 1 opportunities to get on board a Courses & regatta adventure in Venice and the Gulf of Trieste. A unique experience with a local skipper, starting at €350 a week.

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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 - Courses & regatta yacht sailing holidays & tours in Venice and the Gulf of Trieste

50 reviews

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Magical Barcolana Weekend: the most famous regatta!

10/15/2024

Antonio S.

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Italy

Discovering the Barcolana as a tourist and participant in the race was an extraordinary experience. The company of the crew was positive. Sleeping on a boat is not easy, but essential to enjoy the adventure of the regatta to the fullest.
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Fantastic BARCOLANA: Racing in safety and joy!

10/15/2024

Nguyen Bao Duy T.

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United Kingdom

Paolo was an amazing skipper. I thoroughly enjoy my time at Trieste all thanks to Paolo and the crew. Barcolana itself is a party but able to participate makes it even more memorable.
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We take part in the Barcolana: local skipper, regatta and lots of parties

10/15/2024

Danilo M.

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Italy

I had a lot of fun. The group was well assorted and close-knit and friendships were born. Flavio was able to make us savor the thrill of participating in such an engaging event ... as much as the delights of the local cuisine! I will do it again next year!
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Barcolana 2024 - Mini-cruise to Trieste to see the regatta from the Sea

10/14/2024

Maura V.

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Italy

Very satisfying to repeat.

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