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Whole boat with skipper yacht sailing holidays & tours in Venice and the Gulf of Trieste

Discover more than 2 opportunities to get on board a Whole boat with skipper adventure in Venice and the Gulf of Trieste. A unique experience with a local skipper, starting at €350 a week.

Why book a holiday with Sailsquare?

The world's largest marketplace for sailing holidays

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 - Whole boat with skipper yacht sailing holidays & tours in Venice and the Gulf of Trieste

15 reviews

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A day sailing in the fantastic Gulf of Trieste

07/6/2025

Marco V.

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Italy

Trovati benissimo, Paolo è una persona piacevole e gentile. Ha una bella barca che fila bene ed è tenuta benissimo. Consigliato!
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A day sailing in the fantastic Gulf of Trieste

06/24/2025

Lili S.

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Austria

Paolo war ein super Skipper - sehr sicher, hat uns super integriert & erklärt, verlässlich! Wir hatten eine wundervolle Zeit! Paolo hatte sogar italienische Snacks und Aperitivo dabei - er hat eine lockere und entspannte Atmosphäre geschaffen. Absolut empfehlenswert!
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A day sailing in the fantastic Gulf of Trieste

06/22/2025

Matteo P.

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Italy

Bella esperienza, clima fantastico, luoghi incantevoli. Da ripetere!
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A day sailing in the fantastic Gulf of Trieste

05/20/2025

dino m.

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Italy

Giornata splendida per il tipo di esperienza, per l’ambiente e per la preparazione dello skipper che è stato ottimo anche per tutte le informazioni su quel tratto di costa che ci ha fornito. Molto preparato.. Persona gentile e cordiale, Ci siamo divertiti. Esperienza da ripetere!!

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