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Monohull yacht sailing holidays & tours in Italy

Discover more than 452 opportunities to get on board a Monohull adventure in Italy. A unique experience with a local skipper, starting at €350 a week.

452

experiences

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4.2

Ponte del 25 Aprile in navigazione con rotta per la Capraia.

Duration:

4 days - 4 nights

Italy:

Tuscany

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+4 travellers

have booked

€435

Per person

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5.0

Long weekend in Capraia and North Corsica

Duration:

4 days - 4 nights

Italy:

Tuscany

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+7 travellers

have booked

€375

Per person

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5.0

First dives in the Egadi Islands

Duration:

3 days - 4 nights

Italy:

Aegadian islands

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+11 travellers

have booked

Starting from

€360

Per person

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4.9

25 April - 4 days sailing between La Maddalena and Bonifacio

Duration:

4 days - 5 nights

Italy:

Northern Sardinia

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+5 travellers

have booked

€390

Per person

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4.9

Long weekend of April 25 in Elba, Corsica and Capraia

Duration:

4 days - 4 nights

Italy:

Tuscany

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+7 travellers

have booked

€405

Per person

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4.8

DISCOVERING THE EGADI ISLANDS on the Routes of the Florio Family

Duration:

6 days - 7 nights

Italy:

Aegadian islands

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+2 travellers

have booked

Starting from

€550

Per person

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5.0

Capraia and Corsica: 2 islands in 4 days!

Duration:

4 days - 3 nights

Italy:

Tuscany

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+2 travellers

have booked

€395

Per person

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3.5

Four days to the Egadi Islands

Duration:

4 days - 4 nights

Italy:

Aegadian islands

Give this experience a try!

€500

Per person

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4.9

Let's celebrate April 25th

Duration:

4 days - 5 nights

Italy:

Aeolian Islands

Give this experience a try!

€318

Per person

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5.0

Offshore cruise course in the Tuscan archipelago with PROFESSIONAL SKIPPER AND COOK 

Duration:

4 days - 4 nights

Italy:

Tuscany

Give this experience a try!

€475

€500

Per person

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4.6

April 25 long weekend: trekking and sailing at Capraia

Duration:

4 days - 4 nights

Italy:

Tuscany

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MARY

has booked

€510

Per person

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4.5

Sailing in the Gulf of Tigullio

Duration:

4 days - 3 nights

Italy:

Liguria

Give this experience a try!

Starting from

€450

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 - Monohull yacht sailing holidays & tours in Italy

10008 reviews

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A weekend of sailing between Capraia and the island of Elba

04/24/2024

Angelo C.

-

Italy

Bellissima esperienza, bella gente con uno skipper top!
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Easter on the Island of Elba

04/22/2024

Antonios S.

-

Italy

Anche se il tempo non ha aiutato, è stata una bellissima esperienza
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Trekking and sailing weekend on the island of Elba

04/22/2024

Sara C.

-

Italy

Bellissima esperienza,grazie alla cordialità e professionalità di Marco e i compagni di avventura. Ho apprezzato molto anche la possibilità di fare trekking. Consigliatissimo!!
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Luxury sailing in the Gulf of Poets

04/15/2024

Antonio C.

-

Italy

Giornata splendida, mare e barca perfetti, altissimo valore aggiunto l’equipaggio, simpatico gentile preparato ma soprattutto disponibile, e Costanza ottima cuoca, esperienza fantastica, da ripetere!!

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