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All inclusive yacht sailing holidays & tours in Italy

Discover more than 29 opportunities to get on board a All inclusive adventure in Italy. A unique experience with a local skipper, starting at €350 a week.

29

experiences

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A week on a gulet in the Tremiti Islands

Duration:

6 days - 6 nights

Italy:

Tremiti Islands

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+41 travellers

have booked

Starting from

€900

€1,000

Per person

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4.9

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

Duration:

1 day - 0 nights

Italy:

Liguria

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+55 travellers

have booked

Starting from

€126

€140

Per person

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5.0

Weekend in Ogliastra, super Sardinia with skipper and hostess

Duration:

3 days - 2 nights

Italy:

Southern Sardinia

Give this experience a try!

€504

€560

Per person

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5.0

Super!

All Inclusive Cruise to the Egadi Islands

Duration:

7 days - 6 nights

Italy:

Aegadian islands

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+98 travellers

have booked

Starting from

€1,064

€1,120

Per person

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4.0

All-inclusive Sardinia & Corsica Cruise (per cabin)

Duration:

7 days - 7 nights

Italy:

Northern Sardinia

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+128 travellers

have booked

Starting from

€1,701

€1,790

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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+14 travellers

have booked

Starting from

€86

€90

Per person

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5.0

Day trip on a sailing boat

Duration:

1 day - 0 nights

Italy:

Tuscany

Give this experience a try!

Starting from

€150

Per person

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4.6

All Inclusive Egadi Islands by catamaran New with chef on board

Duration:

7 days - 7 nights

Italy:

Aegadian islands

Give this experience a try!

Starting from

€1,260

Per person

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4.9

Super!

Gulf of Tigullio on a Sailboat - All inclusive!

Duration:

1 day - 0 nights

Italy:

Liguria

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+249 travellers

have booked

€149

Per person

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5.0

Afternoon sailing and barbecue evening

Duration:

1 day - 0 nights

Italy:

Lake Garda

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+16 travellers

have booked

€139

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!

€100

Per person

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Day trip on a sailing boat in Salento

Duration:

1 day - 0 nights

Italy:

Puglia

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+2 travellers

have booked

€120

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

457 reviews

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

07/23/2024

massimiliano r.

-

Italy

Bella esperienza. Kit e la moglie molto disponibili.
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An all-inclusive day on a sailing boat

07/22/2024

Giulia D.

-

Italy

Bellissima giornata. Luigi e Federica con la loro professionalità, accoglienza e simpatia hanno contribuito a rendere questa esperienza ancora più bella e divertente. Mio nipote di 10 anni si è divertito molto. Consiglio a tutti questa gita in barca, anche perché via mare si vedono panorami e acque meravigliosi e unici.
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All Inclusive Cruise to the Egadi Islands

07/22/2024

paola z.

Ho trascorso una settimana nella quale ho vissuto emozioni speciali: gli skipper hanno creato un’atmosfera di pura energia. La barca molto comoda e pulita; la loro organizzazione ci ha permesso di ammirare luoghi magici. Il cibo è stato: memorabile. La natura e il vento hanno fatto il resto. Grazie di cuore Agata e grazie Leonardo!!! Spero di ripetere la crociera
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Gulf of Tigullio on a Sailboat - All inclusive!

07/22/2024

Alberti B.

-

Italy

Bellissima esperienza

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