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All inclusive yacht sailing holidays & tours in Italy

Discover more than 32 opportunities to get on board a All inclusive adventure in Italy. A unique experience with a local skipper, starting at €350 a week.

32

experiences

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4.8

Weekend between Amalfi, Positano and Capri

Duration:

2 days - 2 nights

Italy:

Amalfi Coast

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+18 travellers

have booked

€450

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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+30 travellers

have booked

Starting from

€99

Per person

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4.8

Sorrento Coast, Capri, Positano, Amalfi. Inclusive.

Duration:

3 days - 2 nights

Italy:

Amalfi Coast

Give this experience a try!

Starting from

€550

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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+2 travellers

have booked

Starting from

€69

Per person

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4.0

All-inclusive Sardinia & Corsica Cruise (per cabin)

Duration:

6 days - 7 nights

Italy:

Northern Sardinia

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+89 travellers

have booked

Starting from

€1,511

€1,590

Per person

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5.0

All Inclusive Cruise to the Egadi Islands

Duration:

7 days - 6 nights

Italy:

Aegadian islands

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+68 travellers

have booked

Starting from

€1,064

€1,120

Per person

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Sailing and Aperitif at Porto Venere - All Inclusive

Duration:

1 day - 0 nights

Italy:

Liguria

Give this experience a try!

€90

Per person

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5.0

Weekend in Ogliastra, breathtaking Sardinia with skipper and hostess

Duration:

2 days - 2 nights

Italy:

Southern Sardinia

Give this experience a try!

€417

Per person

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4.9

Gulf of Tigullio on a Sailboat - All inclusive!

Duration:

1 day - 0 nights

Italy:

Liguria

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+152 travellers

have booked

Starting from

€149

Per person

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5.0

The awakening of the lake

Duration:

1 day - 0 nights

Italy:

Lake Garda

Give this experience a try!

Starting from

€59

Per person

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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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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

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.

-

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.

-

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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