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All inclusive yacht sailing holidays & tours in Italy

Discover more than 40 opportunities to get on board a All inclusive adventure in Italy. A unique experience with a local skipper, starting at €350 a week.

40

experiences

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5.0

A fantastic day on a boat in the blue sea of Tuscany

Duration:

1 day - 0 nights

Italy:

Tuscany

Give this experience a try!

€130

Per person

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4.4

Sailing Excursion Alghero ( Skipper + Hostess )

Duration:

1 day - 0 nights

Italy:

Northern Sardinia

Give this experience a try!

€90

Per person

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5.0

Sailing, swimming and aperitif at sunset ... What else?

Duration:

1 day - 0 nights

Italy:

Lake Garda

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+10 travellers

have booked

Starting from

€69

Per person

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5.0

Aperitif on a Sailing Boat and - All inclusive!

Duration:

1 day - 0 nights

Italy:

Liguria

Give this experience a try!

€90

Per person

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5.0

A wonderful day.... on Lake Garda - ALL INCLUSIVE

Duration:

1 day - 0 nights

Italy:

Lake Garda

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+86 travellers

have booked

Starting from

€99

Per person

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Fine Settimana in Liguria - All inclusive

Duration:

2 days - 2 nights

Italy:

Liguria

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+21 travellers

have booked

€380

Per person

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4.8

Let's sail in relaxation on Lake Garda - All Inclusive

Duration:

1 day - 0 nights

Italy:

Lake Garda

Give this experience a try!

€150

Per person

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5.0

All inclusive day trip sailing around the Golfo Paradiso - flex dates

Duration:

1 day - 0 nights

Italy:

Liguria

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+24 travellers

have booked

Starting from

€126

€140

Per person

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5.0

A day sailing in the fantastic Gulf of Trieste

Duration:

1 day - 0 nights

Italy:

Venice and the Gulf of Trieste

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+4 travellers

have booked

Starting from

€66

€69

Per person

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Boat trip in the Gulf of La Spezia

Duration:

1 day - 0 nights

Italy:

Liguria

Give this experience a try!

€125

Per person

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Sail, or learn to sail, in Castelsardo in Sardinia

Duration:

1 day - 0 nights

Italy:

Northern Sardinia

Give this experience a try!

€48

Per person

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5.0

Long weekend in South Sardinia: ALL INCLUDED!!

Duration:

3 days - 3 nights

Italy:

Southern Sardinia

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+3 travellers

have booked

Starting from

€428

€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 - All inclusive yacht sailing holidays & tours in Italy

430 reviews

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A day sailing in the fantastic Gulf of Trieste

05/12/2024

tiziana c.

Paolo è stato semplicemente fantastico! Accogliente, disponibile e molto preparato. La sua passione è davvero contagiosa e nonostante l'amore per la sua barca, ha permesso a noi di fare manovre, timonare e sentirci parte dell'equipaggio (persino io che non so fare nulla!). Abbiamo trascorso una giornata davvero indimenticabile in sua compagnia. Grazie!!!
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Sailing, early sun and aperitif at sunset ... What else?

05/3/2024

Cristiana L.

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Italy

Giornata stupenda! lo skipper Emanuele molto simpatico, alla mano e soprattutto molto preparato e affidabile. Abbiamo veleggiato con un bel vento, io sono interessata alla vela ed Emanuele mi ha spiegato tante cose, fatto fare delle manovre e riposto pazientemente a tutte le mie tante domande. Abbiamo anche fatto un bellissimo aperitivo all'ancora. Non posso che consigliare vivamente questa esperienza!
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Take part in the 55th Barcolana with everything included

10/11/2023

Peter C.

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Italy

Fantastica esperienza! Nonostante il vento quasi inesistente Alberto e Federica ci hanno fatto sentire tutta l'energia della Barcolana! Grazie!
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All inclusive weekend in the Gulf of Alassio

10/6/2023

John C.

-

Italy

Sarà stata la sfortuna o l’improvvisazione ma non abbiamo navigato con Daniele e nonostante l’impegno di Carmen il we “non ha girato” (barca bloccata in porto da “problemi burocratici”) Mi spiace ma non riproverò

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