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Courses & regatta yacht sailing holidays & tours in Italy

Discover more than 15 opportunities to get on board a Courses & regatta adventure in Italy. A unique experience with a local skipper, starting at €350 a week.

15

experiences

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4.0

AUTONOMY Course

Duration:

4 days - 4 nights

Italy:

Tuscany

Give this experience a try!

€680

Per person

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5.0

Mini Crociera Sail Academy

Duration:

4 days - 3 nights

Italy:

Tuscany

Give this experience a try!

Starting from

€500

Per person

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4.5

SAIL ACADEMY - Varazze

Duration:

2 days - 1 night

Italy:

Liguria

Give this experience a try!

€250

Per person

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4.5

1 Week Professional Catamaran Training - Cagliari Sardinia

Duration:

7 days - 7 nights

Italy:

Southern Sardinia

Give this experience a try!

€1,320

Per person

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4.8

Vang Sheeting and TRIM on a state-of-the-art sailboat

Duration:

1 day - 0 nights

Italy:

Liguria

Give this experience a try!

Starting from

€132

Per person

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4.6

Educational weekends: manoeuvres and mooring in Tuscany 

Duration:

2 days - 3 nights

Italy:

Tuscany

Give this experience a try!

€200

Per person

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4.5

1 Week Professional Catamaran Training - Cagliari Sardinia

Duration:

7 days - 7 nights

Italy:

Southern Sardinia

Give this experience a try!

Starting from

€1,320

Per person

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4.6

Moorings and manoeuvres course - Night Navigation and Signals - Anchorages

Duration:

2 days - 2 nights

Italy:

Liguria

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+10 travellers

have booked

€290

Per person

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5.0

Sailing Summer Campus in Sardinia - ONLY FOR BOYS aged 9 to 18

Duration:

6 days - 6 nights

Italy:

Northern Sardinia

Give this experience a try!

Starting from

€790

Per person

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Sailing cruise on the Gargano

Duration:

6 days - 7 nights

Italy:

Puglia

Give this experience a try!

Starting from

€699

Per person

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5.0

Holiday and sailing school between the Tuscan archipelago and Corsica

Duration:

7 days - 6 nights

Italy:

Tuscany

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+8 travellers

have booked

Starting from

€700

Per person

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5.0

Sailing in southern Sardinia

Duration:

6 days - 7 nights

Italy:

Southern Sardinia

Give this experience a try!

Starting from

€950

Per person

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 - Courses & regatta yacht sailing holidays & tours in Italy

526 reviews

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Moorings and manoeuvres course - Night Navigation and Signals - Anchorages

04/10/2024

Stefano P.

-

Italy

Corso vela, efficace, utilissimo, sintetico essenziale in una parola strepitoso. Skipper istruttore preparato, simpatico ed all'altezza del ruolo.
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A weekend of sailing between Capraia and the island of Elba

03/20/2024

davide C.

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Italy

Enrico è un comandante che sa mettervi a proprio agio in un equilibrio di libertà e professionalità . Se vi piace oltre al vento il buon cibo siete sulla barca giusta ..
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From the AEOLIAN to the PONTINE - Adventure, Navigation and Relaxation - One Way

09/29/2023

Maya P.

-

Italy

Professionalità simpatia serietà ma soprattutto un insegnante fantastico: chiarezza, disponibilità, e conoscenza trasmesse in ogni istante con spontanea semplicità con al primo posto sempre la sicurezza di tutti. Grazie cercavo una vacanza scuola me la immaginavo proprio così. Oggi mi porto a casa molte nozioni interessanti che non vedo l’ora di mettere in pratica di nuovo e approfondire, ma anche tanto relax e un soffio di vento nei capelli ??????????????????????
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Two boats together - Sailing on the island of Elba! Between the sea, courses and new friends... you forget everything! :-)

09/29/2023

Italy B.

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Italy

Questa vacanza con Luca ha rispettato le aspettative. Luca è molto disponibile anche ad accomodare eventuali necessità. La vacanza è stata divertente e con possibilità di timonare ed apprendere nuove conoscenze riguardo la navigazione.

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