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All inclusive yacht sailing holidays & tours in Italy

Discover more than 35 opportunities to get on board a All inclusive adventure in Italy. A unique experience with a local skipper, starting at €350 a week.

35

experiences

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4.8

Procida & Ischia All Inclusive

Duration:

3 days - 3 nights

Italy:

Gulf of Naples

Give this experience a try!

€710

Per person

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5.0

A day between crystal clear sea and coves with lunch on board

Duration:

1 day - 0 nights

Italy:

Tuscany

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+2 travellers

have booked

€135

Per person

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4.8

Capri and Ischia: the pearls of the Gulf of Naples!

Duration:

3 days - 2 nights

Italy:

Gulf of Naples

Give this experience a try!

€450

Per person

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All-inclusive cruise in the archipelago of La Maddalena

Duration:

8 days - 7 nights

Italy:

Northern Sardinia

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+6 travellers

have booked

€1,700

Per person

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5.0

Afternoon sailing and barbecue evening

Duration:

1 day - 0 nights

Italy:

Lake Garda

Give this experience a try!

Starting from

€125

Per person

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4.9

Sailboat Trip and Aperitif in the Gulf of Tigullio - All inclusive!

Duration:

1 day - 0 nights

Italy:

Liguria

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+54 travellers

have booked

Starting from

€85

Per person

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4.8

Sail & Tour: Sorrento, Capri, Positano, Amalfi - with 2 nights in villa

Duration:

5 days - 4 nights

Italy:

Amalfi Coast

Give this experience a try!

€995

Per person

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4.8

Sorrento Coast, Capri, Ischia, Procida

Duration:

4 days - 3 nights

Italy:

Gulf of Naples

Give this experience a try!

€890

Per person

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4.8

Procida, Capri, Positano, Amalfi, Hiking from Ravello... Inclusive

Duration:

6 days - 6 nights

Italy:

Amalfi Coast

Give this experience a try!

€1,100

Per person

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5.0

Cruise in the beautiful northern Sardinia (around Tavolara)

Duration:

6 days - 7 nights

Italy:

Northern Sardinia

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+3 travellers

have booked

€1,200

Per person

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4.6

Premium

Italy Experience - 8 giorni in catamarano ALL INCLUSIVE con hostess

Duration:

6 days - 7 nights

Italy:

Northern Sardinia

Starting from

€2,890

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

428 reviews

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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.

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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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Day Trip Sailing around the Golfo Di Paradiso towards Portofino ALL INCLUSIVE - FLEXIBLE DATES

10/5/2023

Pietro R.

-

Italy

Kit e sua moglie Alice sono stati degli ospiti eccezionali. Torneremo presto a trovarli.
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LAST MINUTE! - Lampedusa and Linosa, Islands on the high seas - All Inclusive

10/2/2023

Angela Loredana D.

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Italy

OLTRE OGNI ASPETTATIVA! La vacanza sul TANIMAR è stata un'esperienza unica. Emanuela e Lorenzo ci hanno coccolato e prestissimo c'è stata grande empatia. Gli skipper hanno accolto la nostra richiesta di rimanere la notte in rada più volte durante la settimana ed hanno preparato ottime pietanze con pesce fresco e prodotti tipici del luogo. Anche l'isola di Linosa e la cena a casa di Margaret sono state esperienze autentiche e belle. Non sono mancate lunghe veleggiate (a vele poco gonfie - ahimè - per carenza di vento) ed emozionanti ed unici tramonti conditi da aperitivi ed ottima musica. Se proponete altre rotte io ci torno volentieri sul TANIMAR. Consigliatissima esperienza!

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